Document:

EX-4.1

Exhibit 4.1

VECTOR GROUP LTD.

6.75% Variable Interest Senior Convertible Exchange Notes Due 2014

FORM OF ISSUANCE AND EXCHANGE AGREEMENT

June 15, 2009

[Holder]

Ladies and Gentlemen:

     Vector Group Ltd., a Delaware corporation (the “Issuer”), hereby agrees with the
Holder (as defined below), as follows:

     1. Agreement to Issue and Exchange Notes. Subject to the terms and conditions set
forth in this Issuance and Exchange Agreement (this “Agreement”), (a) the Issuer agrees, on
the Closing Date (as defined below), to issue and deliver to [___], (the “Holder”), an
aggregate principal amount of $[ ] of its 6.75% Variable Interest Senior Convertible Exchange Notes
due 2014, having terms set forth in Exhibit A attached hereto (such notes, and all notes
from time to time replacing such Notes from time to time outstanding, being the “Notes”;
and this Agreement, the Indenture (as defined below), and the Notes, being collectively, the
“Operative Documents”), and (b) the Holder agrees, on the Closing Date, to deliver to the
Issuer (or as otherwise directed by the Issuer), an aggregate principal amount of $[___] of its
5.0% Variable Interest Senior Convertible Notes Due 2011 (the “Old Notes”), for
cancellation and to acquire and accept from the Issuer the Notes in exchange for such Old Notes.

     The Notes will be convertible into shares of the Issuer’s common stock, par value $0.10 per
share (the “Common Stock”; the Common Stock into which the Notes may be so converted, the
“Conversion Stock”; and the Conversion Stock and the Notes being, collectively, the
“Securities”), in accordance with the terms of the Indenture and the Notes.

     The Notes will be offered, issued and exchanged to the Holder pursuant to an exemption from
the registration requirements under the Securities Act of 1933, as amended (the “Act”).
Upon original issuance thereof, and so long as required under applicable requirements of the Act,
the Notes shall bear the legend regarding transfer restrictions under the Act set forth in Section
4(l) hereof.

     2. Closing; Delivery and Exchange.

     (a) Delivery of the Notes to the Holder and the Old Notes to the Issuer (or its designee)
(the “Closing”), shall be made at 10:00 a.m., Eastern time, on June 30, 2009 or such other
date as may be agreed upon by the Holder and the Issuer (the “Closing Date”), at the
offices of McDermott Will & Emery LLP, 340 Madison Avenue, New York, New York 10173,
or such other time or place as the Holder and the Issuer shall designate, all in accordance
with Section 2(b) hereof.

 

 

     (b) At the Closing, the Issuer shall deliver to the Holder (or to such other designee(s) as
the Holder shall direct at least one business day prior to the Closing) (i) one or more original
Notes in an aggregate principal amount of $[___] (in each case with any transfer taxes thereon
duly paid by the Issuer), and (ii) (A) accrued but unpaid interest on the Old Notes through the
Closing Date plus (B) against the tender and delivery to the Issuer of $[___] aggregate
principal amount of the Old Notes.

     3. Representations and Warranties of the Issuer. The Issuer represents and warrants
to the Holder that:

     (a) Organization and Qualification. The Issuer and its “Subsidiaries” (which
for purposes of this Agreement means any entity in which the Issuer, directly or indirectly, owns
capital stock or holds an equity or similar interest that exceeds 50% of the aggregate outstanding
equity or similar interests of such entity) are entities duly organized and validly existing in
good standing under the laws of the jurisdiction in which they are formed, and have the requisite
power and authority to own their material properties and to carry on their business as now being
conducted in all material respects. Each of the Issuer and its Subsidiaries is duly qualified as a
foreign entity to do business and is in good standing in every jurisdiction in which its ownership
of property or the nature of the business conducted by it makes such qualification necessary,
except to the extent that the failure to be so qualified or be in good standing would not
reasonably be expected to have a Material Adverse Effect. As used in this Agreement, “Material
Adverse Effect” means any material adverse effect on the business, assets, results of
operations, or condition (financial or otherwise) of the Issuer and its Subsidiaries, taken as a
whole, or on the transactions contemplated hereby and by the other Operative Documents taken as a
whole or by the agreements and instruments to be entered into in connection herewith or therewith,
or on the authority or ability of the Issuer to perform its obligations under the Operative
Documents. The Issuer has no Subsidiaries except as set forth on Schedule 3(a).

     (b) Authorization; Enforcement; Validity. The Issuer has the requisite corporate
power and authority to enter into and perform its obligations under each of the Operative Documents
and to issue the Notes in accordance with the terms hereof. The execution and delivery of this
Agreement and the other Operative Documents by the Issuer and the consummation by the Issuer of the
transactions contemplated hereby and thereby, including, without limitation, the issuance of the
Notes, the reservation for issuance, and the issuance of the Conversion Stock issuable upon
conversion of any Notes, have been duly authorized by the Issuer’s Board of Directors and (other
than the filing with the Securities and Exchange Commission (the “SEC”) of one or more
registration statements as may be required by federal and state securities laws with respect to the
Issuer’s registration obligations under the Notes and such filings as may be required by and with
the New York Stock Exchange LLC (the “Principal Market”) with respect to the transactions
contemplated hereby), no further consent or authorization by the Issuer, its Board of Directors or
its stockholders is required. This Agreement has been duly executed and delivered by the Issuer
and is, and upon execution and delivery of the other Operative Documents by the Issuer, each of the
Operative Documents will be, the legal, valid and binding obligations of the Issuer, enforceable
against the Issuer in

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accordance with their respective terms, except as such enforceability may be limited by
general principles of equity or applicable bankruptcy, insolvency, reorganization, moratorium,
liquidation or similar laws relating to, or affecting creditors’ rights and remedies generally.

     (c) Issuance of Notes. The Notes are duly authorized and upon issuance, shall be free
from all taxes, liens and charges with respect to the issue thereof. As of the Closing Date, a
number of shares of Common Stock shall have been duly authorized and reserved for issuance, free of
pre-emptive rights, and sufficient for the purpose of enabling the Issuer to satisfy all
obligations to issue the Conversion Stock upon conversion of all of the Notes. Upon conversion of
Notes into Conversion Stock in accordance with their terms, the Conversion Stock will be validly
issued, fully paid and nonassessable and free from all preemptive or similar rights, taxes, liens
and charges with respect to the issue thereof, with the holders thereof being entitled to all
rights accorded to a holder of Common Stock.

     (d) No Conflicts. The execution, delivery and performance of this Agreement and the
other Operative Documents by the Issuer and the consummation by the Issuer of the transactions
contemplated hereby and thereby (including, without limitation, the issuance of the Notes and
reservation for issuance and issuance of the Conversion Stock) will not (i) result in a violation
of the Issuer’s Certificate of Incorporation, as amended and as in effect on the date hereof (the
“Certificate of Incorporation”), or the Issuer’s Bylaws, as amended and as in effect on the
date hereof (the “Bylaws”), (ii) conflict with, or constitute a default (or an event which
with notice or lapse of time or both would become a default) under, or give to others any rights of
termination, amendment, acceleration or cancellation of, any agreement, indenture or instrument to
which the Issuer or any of its Subsidiaries is a party, or (iii) (so long as the Issuer obtains all
consents, authorizations and orders and makes all filings and registrations specified in Section
3(e) below) result in a violation of any law, rule, regulation, order, judgment or decree
(including federal and state securities laws and regulations and the rules and regulations of the
Principal Market) applicable to the Issuer or any of its Subsidiaries or by which any property or
asset of the Issuer or any of its Subsidiaries is bound or affected, except, in the case of clauses
(ii) and (iii), such conflicts, defaults, rights, or violations that would not reasonably be
expected to have a Material Adverse Effect.

     (e) Consents. The Issuer is not required to obtain any consent, authorization or
order of, or make any filing or registration with, any court, governmental agency or any regulatory
or self-regulatory agency or any other person in order for it to execute, deliver or perform any of
its obligations under or contemplated by this Agreement or the other Operative Documents, in each
case in accordance with the terms hereof or thereof, other than as may be required by federal and
state securities laws and the rules and regulations of the Principal Market with respect to the
Issuer’s registration obligations under the Notes. All consents, authorizations, orders, filings
and registrations which the Issuer is required to obtain or make pursuant to the preceding sentence
have been (or will be) obtained or made on or prior to the Closing Date.

     (f) No General Solicitation. Neither of the Issuer nor any of its respective
affiliates or other persons acting on behalf of the Issuer have offered or sold the Notes by means
of any general solicitation or general advertising within the meaning of Rule 502(c) under the Act
or, with respect to Notes sold outside the United States to non-U.S. persons (as defined in Rule
902 under the Act), by means of any directed selling efforts within the meaning of Rule 902 under

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the Act, and the Issuer, any affiliate of the Issuer and any person acting on behalf of the
Issuer have complied with and will implement the “offering restrictions” within the meaning of such
Rule 902; provided that no representation is made in this subsection with respect to the actions of
the Holder.

     (g) No Broker’s Fees. Except as set forth on Schedule 3(g), the Issuer has
not engaged any broker, finder, commission agent or other person in connection with the
transactions contemplated in the Operative Documents, and the Issuer is not under any obligation to
pay any broker’s fee or commission in connection with such transactions.

     (h) Reasonable Best Efforts. The Issuer agrees to use its reasonable best efforts to
do and perform all things required or necessary to be done and performed under this Agreement
thereby prior to the Closing Date and to satisfy all conditions precedent to the sale of the Notes
set forth in Section 5(a).

     (i) SEC Documents; Financial Statements. During the two (2) years prior to the date
hereof, the Issuer has filed all reports, schedules, forms, statements and other documents required
to be filed by it with the SEC pursuant to the reporting requirements of the Securities Exchange
Act of 1934, as amended (the “Exchange Act”) (all of the foregoing filed prior to the date
hereof and all exhibits included therein and financial statements, notes and schedules thereto and
documents incorporated by reference therein being hereinafter referred to as the “SEC
Documents”) and none of the SEC Documents, when filed by the Issuer and as of the date such
statements were made, contained any untrue statement of a material fact or omitted to state a
material fact required to be stated therein or necessary in order to make the statements therein,
in the light of the circumstances under which they were made, not misleading. As of their
respective dates, the SEC Documents, as they may have been subsequently amended by filings made by
the Issuer with the SEC prior to the date hereof, complied in all material respects with the
requirements of the Exchange Act and the rules and regulations of the SEC promulgated thereunder
applicable to the SEC Documents. As of their respective dates, the financial statements of the
Issuer included in the SEC Documents complied as to form in all material respects with applicable
accounting requirements and the published rules and regulations of the SEC with respect thereto.
Such financial statements have been prepared in accordance with generally accepted accounting
principles, consistently applied, during the periods involved (except (i) as may be otherwise
indicated in such financial statements or the notes thereto, or (ii) in the case of unaudited
interim statements, to the extent they may exclude footnotes or may be condensed or summary
statements) and fairly present in all material respects the financial position of the Issuer as of
the dates thereof and the results of its operations and cash flows for the periods then ended
(subject, in the case of unaudited statements, to normal year-end audit adjustments).

     (j) Full Disclosure. No representation or warranty or other statement made by the
Issuer or any affiliate of the Issuer in this Agreement or the Operative Documents contains any
untrue statement or omits to state a material fact necessary to make any of them, in light of the
circumstances in which it was made, not misleading.

     (k) Accounting Controls and Disclosure Controls. The Issuer and each of its
Subsidiaries maintain a system of internal accounting controls sufficient to provide reasonable

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assurances that (i) transactions are executed in accordance with management’s general or
specific authorization; (ii) transactions are recorded as necessary to permit preparation of
financial statements in conformity with generally accepted accounting principles and to maintain
accountability for assets; (iii) access to assets is permitted only in accordance with management’s
general or specific authorization; and (iv) the recorded accountability for assets is compared with
the existing assets at reasonable intervals and appropriate action is taken with respect to any
differences.

     The Issuer and its Subsidiaries have established and maintain “internal control over financial
reporting” and “disclosure controls and procedures,” in each case as required by Rule 13a-15 under
the Exchange Act. To the knowledge of the Issuer, the Issuer’s internal control over financial
reporting and disclosure controls and procedures are effective at a reasonable assurance level to
perform the functions for which they were designed and established. Since the end of the Issuer’s
most recent audited fiscal year, there has been (i) no material weakness in the Issuer’s internal
control over financial reporting (whether or not remediated) and (ii) no change in the Issuer’s
internal control over financial reporting that has materially affected, or is reasonably likely to
materially affect, the Issuer’s internal control over financial reporting.

     (l) Compliance with the Sarbanes-Oxley Act. During the two (2) years prior to the
date hereof, there has been no failure on the part of the Issuer or, to the knowledge of the
Issuer, any of the Issuer’s directors or officers, in their capacities as such, to comply in all
material respects with any provision of the Sarbanes-Oxley Act of 2002 and the rules and
regulations promulgated in connection therewith, including Section 402 thereof related to loans and
Sections 302 and 906 thereof related to certifications.

     (m) The exchange of the Old Notes for the Notes is being made in reliance upon the exemption
from registration provided by Section 3(a)(9) of the Act. For the purposes of Rule 144 promulgated
under the Act, the Issuer acknowledges that the holding period of the Notes may be tacked onto the
holding period of the New Notes, and the Issuer agrees not to take a position contrary to this
Section 3(m).

     The Issuer acknowledges that the Holder will rely upon the accuracy and truth of the foregoing
representations and hereby consents to such reliance.

     4. Representations, Warranties and Agreements of the Holder. The Holder represents
and warrants to, and agrees with, the Issuer that:

     (a) Organization and Qualification. The Holder is a limited liability company duly
organized or formed and validly existing in good standing under the laws of the jurisdiction in
which it is organized or formed (as applicable), validly existing in good standing under the laws
of the jurisdiction in which it is organized or formed, and has the requisite power and authority
to own its material properties and to carry on its business as now being conducted in all material
respects.

     (b) Authorization; Enforcement; Validity. The Holder has the requisite power and
authority to enter into and perform its obligations under each of the Operative Documents to

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which
it is a party. The execution and delivery by the Holder of this Agreement and the other
Operative Documents to which it is a party, and the consummation by the Holder of the
transactions contemplated hereby and thereby, have been duly authorized by the Holder and no
further consent or authorization is required by the Holder or its equity holders, as the case may
be. This Agreement has been duly executed and delivered by the Holder and is, and upon execution
and delivery by the Holder of the other Operative Documents to which it is a party, such Operative
Documents will be, the legal, valid and binding obligations of the Holder, enforceable against the
Holder in accordance with their respective terms, except as such enforceability may be limited by
general principles of equity or applicable bankruptcy, insolvency, reorganization, moratorium,
liquidation or similar laws relating to, or affecting creditors’ rights and remedies generally.

     (c) No Conflicts. The execution, delivery and performance by the Holder of this
Agreement and the other Operative Documents to which it is a party and the consummation by the
Holder of the transactions contemplated hereby and thereby will not (i) result in a violation of
the Holder’s articles or certificate of incorporation, as amended or bylaws, as amended (or other
governing documents), (ii) conflict with, or constitute a default (or an event which with notice or
lapse of time or both would become a default) under, or give to others any rights of termination,
amendment, acceleration or cancellation of, any agreement, indenture or instrument to which the
Holder is a party, or (iii) (so long as the Holder obtains all consents, authorizations and orders
and makes all filings and registrations specified in Section 4(d) below) result in a violation of
any law, rule, regulation, order, judgment or decree applicable to the Holder or by which any
property or asset of the Holder is bound or affected, except, in the case of clauses (ii) and
(iii), such conflicts, defaults, rights, or violations that would not reasonably be expected to
have a material adverse effect on the authority or ability of the Holder to perform its obligations
under the Operative Documents.

     (d) Consents. The Holder is not required to obtain any consent, authorization or
order of, or make any filing or registration with, any court, governmental agency or any regulatory
or self-regulatory agency or any other person in order for it to execute, deliver or perform any of
its obligations under or contemplated by this Agreement or the other Operative Documents to which
it is a party, in each case in accordance with the terms hereof or thereof. All consents,
authorizations, orders, filings and registrations which the Holder is required to obtain or make
pursuant to the preceding sentence have been (or will be) obtained or made on or prior to the
Closing Date.

     (e) Old Notes. The Holder owns, and has valid and marketable title to, the Old Notes.
Delivery of the Old Notes to the Issuer will pass marketable title to the Old Notes, free and
clear of any security interests, claims, liens, charges or other encumbrances.

     (f) No Broker’s Fees. The Holder has not engaged any broker, finder, commission agent
or other person in connection with the transactions contemplated in the Operative Documents, and
the Holder is not under any obligation to pay any broker’s fee or commission in connection with
such transactions.

     (g) Investor Status. The Holder is (i) an “accredited investor” within the meaning of
Rule 501 of Regulation D under the Act (an “Accredited Investor”) and/or (ii) a “qualified

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institutional buyer” as defined in Rule 144A under the Act (a “Qualified Institutional
Buyer” or “QIB”) with such knowledge and experience in financial and business matters as are
necessary in order to evaluate the merits and risks of an investment in the Securities. The Holder
is acquiring the Securities for its own account and, except in compliance with the Act, is not
acquiring the Securities with a view to any distribution thereof or with any present intention of
offering or selling any of the Securities in a transaction that would violate the Act or the
securities laws of any state of the United States or any other applicable jurisdiction.

     (h) Reliance on Exemptions. The Holder understands that the Securities are being
offered and issued in reliance on specific exemptions from the registration requirements of the
United States federal and state securities laws and the Issuer is relying in part upon the truth
and accuracy of, and the Holder’s compliance with, the representations, warranties, agreements,
acknowledgments and understandings of the Holder set forth herein in order to determine the
availability of such exemptions and the eligibility of the Holder to acquire the Securities. The
Holder also understands that the Securities may not be offered or sold except pursuant to an
effective registration statement under the Act or pursuant to an applicable exemption from
registration under the Act. The Holder further understands that the exemption from registration
afforded by Rule 144 promulgated under the Act depends on the satisfaction of various conditions,
and that, if applicable, Rule 144 may afford the basis for sales only in limited amounts.

     (i) Information. The Holder and its advisors, if any, have been furnished with all
materials relating to the business, finances and operations of the Issuer and materials relating to
the offer and sale of the Securities which have been requested by the Holder. The Holder and its
advisors, if any, have been afforded the opportunity to ask questions of the Issuer. The Holder
understands that its investment in the Securities involves a high degree of risk. The Holder has
sought such accounting, legal and tax advice as it has considered necessary to make an informed
investment decision with respect to its acquisition of the Securities.

     (j) No Governmental Review. The Holder understands that no Governmental Authority has
passed on or made any recommendation or endorsement of the Securities or the fairness or
suitability of the investment in the Securities, nor have such Governmental Authorities passed upon
or endorsed the merits of the offering of the Securities.

     (k) Transfer or Resale. The Holder understands that the Securities have not been and
are not being registered under the Act or any state securities laws, and may not be offered for
sale, sold, assigned or transferred unless (i)(a) subsequently registered thereunder, (b) the
Holder shall have delivered to the Issuer an opinion of counsel, in a generally acceptable form, to
the effect that such Securities to be sold, assigned or transferred may be sold, assigned or
transferred pursuant to an exemption from such registration, or (c) the Holder provides the Issuer
with reasonable assurance that such Securities can be sold, assigned or transferred pursuant to
Rule 144 or Rule 144A promulgated under the Act (or, in each case, a successor rule thereto) and
(ii) the Holder otherwise complies with the restrictions on transfer set forth in the Indenture and
the Notes.

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     (l) Legends. The Holder understands that the certificates or other instruments
representing the Securities shall bear any legend as required by the “blue sky” laws of any state
and a restrictive legend in substantially the following form (and a stop-transfer order may be
placed against transfer of such stock certificates):

NEITHER THE ISSUANCE AND SALE OF THE SECURITIES REPRESENTED BY THIS CERTIFICATE NOR
THE SECURITIES INTO WHICH THESE SECURITIES ARE CONVERTIBLE HAVE BEEN REGISTERED
UNDER THE SECURITIES ACT OF 1933, AS AMENDED, OR APPLICABLE STATE SECURITIES LAWS.
THE SECURITIES MAY NOT BE OFFERED FOR SALE, SOLD, TRANSFERRED OR ASSIGNED (I) IN THE
ABSENCE OF (A) AN EFFECTIVE REGISTRATION STATEMENT FOR THE SECURITIES UNDER THE
SECURITIES ACT OF 1933, AS AMENDED, AND APPLICABLE STATE SECURITIES LAWS, OR (B) AN
OPINION OF COUNSEL, IN A GENERALLY ACCEPTABLE FORM, THAT REGISTRATION IS NOT
REQUIRED UNDER SAID ACT AND APPLICABLE STATE SECURITIES LAWS OR (II) UNLESS SOLD
PURSUANT TO RULE 144 OR RULE 144A UNDER SAID ACT.

     (m) Commercially Reasonable Efforts. The Holder agrees to use its commercially
reasonable efforts to do and perform all things required or necessary to be done and performed
under this Agreement thereby prior to the Closing Date and to satisfy all conditions precedent to
the sale of the Notes set forth in Section 5(b).

          The Holder acknowledges that the Issuer will rely upon the accuracy and truth of the foregoing
representations and the Holder hereby consents to such reliance.

     5. Conditions of Obligations.

     (a) The obligations of the Holder to exchange the Old Notes for the Notes under this Agreement
on the Closing Date are subject to the satisfaction of each of the following conditions:

          (i) All the representations and warranties of the Issuer contained in this Agreement that are
not modified by materiality or Material Adverse Effect shall be true and correct in all material
respects, and all of the representations and warranties of the Issuer contained in this Agreement
that are modified by materiality or Material Adverse Effect shall be true and correct, in each
case, as of the date hereof and on the Closing Date with the same force and effect as if made on
and as of the Closing Date. The Issuer shall have performed all covenants and agreements, in all
material respects, and satisfied all conditions, in all material respects, on its part to be
performed or satisfied at or prior to the Closing Date.

          (ii) The Holder shall have received on the Closing Date a certificate dated the Closing Date
signed by the President or any Vice President and the Chief Financial Officer of the Issuer:

     (A) stating that the representations and warranties of the Issuer contained in this
Agreement that are not modified by materiality or Material Adverse Effect are true and
correct, in all material respects, and all representations and warranties of the Issuer

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contained in this Agreement that are modified by materiality or Material Adverse Effect
are true and correct, with the same force and effect as if made on and as of the Closing
Date; and

     (B) stating that the Issuer has complied, in all material respects, with all agreements
and satisfied all conditions, in all material respects, on its part to be performed or
satisfied at or prior to the Closing Date.

          (iii) The Holder shall have received on the Closing Date a certificate dated the Closing Date
signed by the Secretary of the Issuer certifying (A) the Certificate of Incorporation and Bylaws of
the Issuer, (B) the resolutions adopted by the Board of Directors of the Issuer approving the
transactions contemplated by this Agreement and the other Operative Documents and (C) as to the
incumbency of the officers of the Issuer executing the Operative Documents on behalf of the Issuer.

          (iv) The Issuer shall have executed and delivered (A) the Indenture governing the Notes
between the Issuer and the trustee party thereto (the “Trustee”), having the terms set
forth in Exhibit A attached hereto (the “Indenture”), and (B) the Notes, and the
Holder shall have received fully executed copies thereof. The Operative Documents shall be in full
force and effect as of the Closing Date. The Issuer shall have received the requisite governmental
and regulatory approval in connection with each of the Operative Documents to be completed on or
before the Closing Date.

          (v) The Conversion Stock shall have been duly listed, subject to notice of issuance, on the
Principal Market.

          (vi) No action shall have been taken and no statute, rule, regulation or order shall have been
enacted, adopted or issued by any federal, state or local or any foreign government, or political
subdivision thereof, or any authority, agency or commission entitled to exercise any
administrative, executive, judicial, legislative or regulatory authority (a “Governmental
Authority”) which would, as of the Closing Date, prevent the issuance of the Notes, the
exchange of the Old Notes for the Notes or the consummation of any of the other transactions
contemplated by the Operative Documents; no action, suit or proceeding shall have been commenced
and be pending against or affecting or, to the knowledge of the Issuer, threatened against, the
Issuer before any court or arbitrator or any Governmental Authority or an official thereof that, if
adversely determined, would be expected to result in a Material Adverse Effect.

          (vii) The Issuer shall have furnished to the Holder and counsel to the Holder such other
certificates or other documents as they may have reasonably requested and as are customary in the
transactions contemplated by the Operative Documents.

     (b) The obligations of the Issuer to issue the Notes to the Holder and exchange the Notes for
the Old Notes under this Agreement on the Closing Date are subject to the satisfaction of each of
the following conditions:

          (i) All the representations and warranties of the Holder contained in this Agreement that are
not modified by materiality or Material Adverse Effect shall be true and

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correct in all material respects, and all of the representations and warranties of the Holder
contained in this Agreement that are modified by materiality or Material Adverse Effect shall be
true and correct, in each case, as of the date hereof and on the Closing Date with the same force
and effect as if made on and as of the Closing Date. The Holder shall have performed all covenants
and agreements, in all material respects, and satisfied all conditions, in all material respects,
on its part to be performed or satisfied at or prior to the Closing Date.

          (ii) The Holder and each other party to the Operative Documents shall have executed and
delivered the Operative Documents to which it is a party, and the Issuer shall have received fully
executed copies thereof. The Operative Documents shall be in full force and effect as of the
Closing Date. The Holder shall have received the requisite governmental and regulatory approval in
connection with each of the Operative Documents to be completed on or before the Closing Date.

          (iii) No action shall have been taken and no statute, rule, regulation or order shall have
been enacted, adopted or issued by any Governmental Authority which would, as of the Closing Date,
prevent the issuance of the Notes, the exchange of the Old Notes for the Notes or the consummation
of any of the other transactions contemplated by the Operative Documents; no action, suit or
proceeding shall have been commenced and be pending against or affecting or, to the knowledge of
the Holder, threatened against, the Holder before any court or arbitrator or any Governmental
Authority or an official thereof that, if adversely determined, would be expected to result in a
material adverse effect on the authority or ability of the Holder to perform its obligations under
the Operative Documents.

          (iv) The Issuer shall have received the Old Notes, in accordance with Section 2(b) hereof.

     6. Disclosure. By 9:00 a.m., New York City time, on the first business day following
the date of this Agreement, the Issuer shall disclose the terms of this Agreement pursuant to a
Current Report on Form 8-K filing with the SEC.

     7. Survival. The respective representations, warranties and other statements of the
Issuer and the Holder set forth in or made pursuant to this Agreement shall remain operative and in
full force and effect, and will survive delivery and exchange of the Old Notes for the Notes,
regardless of (i) any investigation, or statement as to the results thereof, made by or on behalf
of the Holder, the officers or directors of the Holder, any person controlling the Holder, the
Issuer, the officers or directors of the Issuer, or any person controlling the Issuer and (ii)
acceptance of the Notes and exchange for them hereunder.

     8. Notices. All statements, requests, notices and agreements (each, a
“Notice”) hereunder shall be in writing, and:

     (a) If to the Holder, Notices shall be delivered or sent by mail, facsimile transmission or
overnight courier to the Holder as follows:

     [___]

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     (b) If to the Issuer, Notices shall be delivered or sent by mail, facsimile transmission or
overnight courier to the address of the Issuer as follows:

Vector Group Ltd.

100 S. E. Second Street, 32nd Floor

Miami, Florida 33131

Attention: Marc N. Bell

Facsimile: (305) 579-8009

or to such other address as the Issuer may designate in writing,

with a copy, which shall not constitute notice, to:

McDermott Will & Emery LLP

340 Madison Avenue

New York, New York 10173-1922

Attention: Stephen E. Older, Esq.

Facsimile: (212) 547-5444

Any such statements, requests, notices or agreements shall take effect upon receipt thereof.

     9. Applicable Law. THE VALIDITY AND INTERPRETATION OF THIS AGREEMENT, AND THE TERMS
AND CONDITIONS SET FORTH HEREIN, SHALL BE GOVERNED BY AND CONSTRUED IN ACCORDANCE WITH THE LAWS OF
THE STATE OF NEW YORK, WITHOUT REGARD TO ANY CHOICE OF LAW OR CONFLICT OF LAW PROVISION OR RULE
THAT WOULD CAUSE THE APPLICATION OF THE LAWS OF ANY JURISDICTION OTHER THAN THE STATE OF NEW YORK.

     10. Submission to Jurisdiction. EACH PARTY HEREBY EXPRESSLY AND IRREVOCABLY (I)
SUBMITS TO THE NON-EXCLUSIVE JURISDICTION OF THE FEDERAL, TO THE EXTENT PERMITTED BY APPLICABLE
LAW, AND STATE COURTS SITTING IN NEW YORK COUNTY, NEW YORK IN ANY SUIT OR PROCEEDING ARISING OUT OF
OR RELATING TO THIS AGREEMENT OR THE TRANSACTIONS CONTEMPLATED HEREBY; AND (II) WAIVES (A) ITS
RIGHT TO A TRIAL BY JURY IN ANY LEGAL ACTION OR PROCEEDING RELATING TO THIS AGREEMENT, THE
TRANSACTIONS CONTEMPLATED HEREBY, OR ANY COURSE OF CONDUCT, COURSE OF DEALING, STATEMENTS (WHETHER
VERBAL OR WRITTEN) OR ACTIONS OF ANY PARTY AND FOR ANY COUNTERCLAIM RELATED TO ANY OF THE FOREGOING
AND (B) ANY OBJECTION WHICH IT MAY HAVE OR HEREAFTER MAY HAVE TO THE LAYING OF VENUE OF ANY SUCH
LITIGATION BROUGHT IN ANY SUCH COURT REFERRED TO ABOVE AND ANY CLAIM THAT ANY SUCH LITIGATION HAS
BEEN BROUGHT IN AN INCONVENIENT FORUM.

     11. Counterparts. This Agreement may be signed in various counterparts, and by each
party in several counterparts, all of which together shall constitute one and the same
instrument. Delivery of an executed signature page of this Agreement by electronic or
facsimile transmission shall be as effective as delivery of a manually executed counterpart hereof.

11

 

     12. Headings. The headings in this Agreement are for convenience of reference only
and shall not limit or otherwise affect the meaning hereof.

     13. Third Parties; Assignment. This Agreement shall inure to the benefit of and be
binding upon the Holder and the Issuer and their respective successors, permitted assigns and legal
representatives, and nothing expressed or mentioned in this Agreement is intended or shall be
construed to give any other person any legal or equitable right, remedy or claim under or in
respect of this Agreement, or any provisions herein contained; this Agreement and all conditions
and provisions hereof being intended to be and being for the sole and exclusive benefit of such
persons and for the benefit of no other person. No purchaser of the Notes from the Holder will be
deemed a successor because of such purchase. No party hereto may assign this Agreement or its
rights or obligations hereunder without the prior written consent of the other party hereto.

     14. Invalidity. If any term, provision, covenant or restriction of this Agreement is
held by a court of competent jurisdiction to be invalid, illegal, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions set forth herein shall remain in
full force and effect and shall in no way be affected, impaired or invalidated, and the parties
hereto shall use their commercially reasonable efforts to find and employ an alternative means to
achieve the same or substantially the same result as that contemplated by such term, provision,
covenant or restriction. It is hereby stipulated and declared to be the intention of the parties
that they would have executed the remaining terms, provisions, covenants and restrictions without
including any of such that may be hereafter declared invalid, illegal, void or unenforceable.

     15. Amendments, Modifications, Waivers, etc. This Agreement may be amended, modified
or supplemented, and waivers or consents to departures from the provisions hereof may be given,
provided that the same are in writing and signed by all of the signatories hereto.

     16. Expenses. Each party hereto will bear its own costs and expenses incurred in
connection with the preparation, execution and performance of this Agreement and the transactions
contemplated hereby, including all fees and expenses of legal counsel, accountants, financial
advisors, agents and representatives.

     17. Entire Agreement. This Agreement, together with the Exhibits and Schedules hereto
and the agreements, certificates and other documents that are delivered pursuant hereto,
constitutes the entire agreement and understanding of the parties hereto in respect of the subject
matter hereof and thereof, and supersedes all prior understandings, agreements or representations
by or between the parties hereto, written or oral, to the extent they relate in any way to the
subject matter hereof or thereof.

(Signature Page Follows)

12

 

     IN WITNESS WHEREOF, the parties have executed this Issuance and Exchange Agreement as of the date
first written above.

	 	 	 	 	 
	 	Very truly yours,

VECTOR GROUP LTD.

 	 
	 	By:  	 	 
	 	 	Name:  	J. Bryant Kirkland III 	 
	 	 	Title:  	Vice President and Chief Financial Officer 	 
	 

	 	 	 	 	 
	 	Accepted and Agreed to:

[HOLDER]

 	 
	 	By:  	 	 
	 	 	Name:  	 	 
	 	 	Title:  	 	 
	 

 

 

SCHEDULE 3(a)

LIST OF SUBSIDIARIES

     The Issuer’s Subsidiaries, including the jurisdiction of incorporation of each and the names
under which such Subsidiaries conduct business is set forth below. In the case of each Subsidiary
which is indented, its immediate parent owns beneficially all of the voting securities.

	 	 	 	 	 	 	 	 
	 	VGR Holding LLC
	 	 	Delaware	 
	 	Liggett Group LLC
	 	 	Delaware	 
	 	Vector Tobacco Inc.
	 	 	Virginia	 
	 	Liggett Vector Brands Inc.
	 	 	Delaware	 
	 	New Valley LLC
	 	 	Delaware	 
	 

     Not included above are other Subsidiaries which, if considered in the aggregate as a single
subsidiary, would not constitute a significant subsidiary, as such term is defined by Rule 1-02(w)
of Regulation S-X.

 

 

SCHEDULE 3(g)

BROKER’S FEES

     Financial advisory fee to Jefferies & Co., Inc.

 

 

EXHIBIT A

TERM SHEET

(see attached)

 

 

Vector Group Ltd.

Summary Terms & Conditions

June 15, 2009

A-1

 

     I.     Vector Group Ltd.

     A.     Summary Terms & Conditions — Exchange Offer

	 	 	 
	Existing Issue

	 	5.00% Variable Interest Convertible Senior Notes due 2011.
	 
	 	 
	New Issue

	 	Variable Interest Senior Convertible Exchange Notes due 2014 (the “Notes”).
	 
	 	 
	Issuer

	 	Vector Group Ltd. (the “Company” or “VGR”).
	 
	 	 
	Issue/Exchange Price

	 	$1,070 of principal amount for each $1,000 of principal tendered of 5% Variable
Interest Senior Convertible Notes due 2011.
	 
	 	 
	Maturity

	 	November 15, 2014.
	 
	 	 
	Interest Rate

	 	3.75% per annum plus an amount equal to the cash dividends paid per share of VGR
common stock during the prior three-month period multiplied by the number of shares
into which the Notes may be converted, payable quarterly in arrears, but in no event
shall the total coupon be less than 6.75% per annum.
	 
	 	 
	Conversion Price

	 	The Notes are convertible at the option of the holder into VGR’s Common Stock at any
time prior to maturity, at a conversion price of $17.06, which is equal to a
conversion rate of approximately 58.6063 shares of VGR Common Stock per $1,000
principal amount of Notes, subject to adjustment upon certain circumstances.
	 
	 	 
	Optional Redemption

	 	The Company will not have the option to redeem the Notes at any time prior to maturity.
	 
	 	 
	Mandatory Redemption
Prior to Maturity

	 	Notwithstanding anything to the contrary contained herein, to the extent as of the end
of any accrual period (as defined in Section 1272(a)(5) of the Code) ending after June
15, 2014, the aggregate amount of accrued and unpaid original issue discount (as
defined in Section 1273(a)(1) of the Code) on the Securities would, but for this
paragraph, exceed an amount equal to the product of the issue price of the Securities
multiplied by the yield to maturity (as defined in Treasury Regulation section
1.1272-1(b)(1)(i)) of the Securities (such excess hereinafter referred to as the
“Mandatory Redemption Amount”), the Company will redeem, on each Interest Payment Date
after June 15, 2014, Securities having a principal amount equal to the Mandatory
Redemption Amount as of such date. This provision is intended to prevent the
Securities from being classified as “applicable high yield discount obligations”, as
defined in Section 163(i) of the Code, and shall be interpreted consistently
therewith.
	 
	 	 
	Other Terms and Conditions

	 	The indenture governing the Notes will contain other provisions substantially
identical to the Company’s 6.75% Variable Interest Senior Convertible Notes due 2014
as well as, to the extent not provided for in the new 2014 Notes, other “market”
provisions found in the Company’s 5.00% Variable Interest Senior Convertible Notes due
2011 and 3.875% Variable Interest Senior Convertible Debentures due 2026.
	 
	 	 
	Legal and Mechanics

	 	Based on holder inquiries received by the Company, the transaction would be structured
as a series of exchanges pursuant to Section 3(a)(9) and will require an Indenture,
which will be drafted to ensure the capability of including additional holders.
	 
	 	 
	Fees

	 	Financial advisory fee to be negotiated.
	 
	 	 
	Repurchase at Option of
the Holders Upon a
Fundamental Change

	 	

Upon the occurrence of a fundamental change, investors may require us to purchase all
or any portion of the Notes for cash. The fundamental change purchase price will be
100% of the principal amount of the Notes to be purchased, plus accrued and unpaid
interest, to but excluding the fundamental change purchase date.

A-2

 

	 	 	 
	Adjustment to Shares
Delivered upon a
Make-Whole Fundamental
Change

	 	

The following table sets forth the stock price, effective date and number of
additional shares to be added to the applicable conversion rate per $1,000 principal
amount of the Notes in connection with certain fundamental changes.

Make-whole Table

	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 
	 	 	Stock Price	 
	Effective Date	 	$15.10	 	 	$17.06	 	 	$20.00	 	 	$25.00	 	 	$30.00	 	 	$35.00	 	 	$40.00	 	 	$50.00	 
	June 15, 2009*
	 	 	11.1134	 	 	 	8.1136	 	 	 	5.3719	 	 	 	2.8607	 	 	 	1.5133	 	 	 	0.7176	 	 	 	0.2488	 	 	 	0.0000	 
	November 15, 2009
	 	 	11.5293	 	 	 	8.4548	 	 	 	5.6641	 	 	 	3.1275	 	 	 	1.7586	 	 	 	0.9321	 	 	 	0.4264	 	 	 	0.0000	 
	November 15, 2010
	 	 	12.0548	 	 	 	8.7298	 	 	 	5.8208	 	 	 	3.3149	 	 	 	1.9932	 	 	 	1.1711	 	 	 	0.6337	 	 	 	0.0000	 
	November 15, 2011
	 	 	12.1771	 	 	 	8.5390	 	 	 	5.5227	 	 	 	3.1626	 	 	 	2.0004	 	 	 	1.2704	 	 	 	0.7683	 	 	 	0.0000	 
	November 15, 2012
	 	 	11.6228	 	 	 	7.6034	 	 	 	4.5415	 	 	 	2.5303	 	 	 	1.6717	 	 	 	1.1353	 	 	 	0.7498	 	 	 	0.0000	 
	November 15, 2013
	 	 	9.8933	 	 	 	5.3617	 	 	 	2.5013	 	 	 	1.2988	 	 	 	0.9096	 	 	 	0.6550	 	 	 	0.4650	 	 	 	0.0000	 
	November 15, 2014
	 	 	7.6189	 	 	 	0.0000	 	 	 	0.0000	 	 	 	0.0000	 	 	 	0.0000	 	 	 	0.0000	 	 	 	0.0000	 	 	 	0.0000	 

* Or expected announcement date of the exchange transaction.

A-3EX-4.C.8.2

EXHIBIT 4(c).8.2

nationalgrid

	 	 	 
	 

	 	Sir John Parker FREng
	 

	 	Chairman
	 
	 	 
	 

	 	D: +44 (0) 20 7004 3010
	24 March 2009

	 	F: +44 (0) 20 7004 3012
		 	M: +44 (0) 7831 496201
	Mr Robert B. Catell

	 	john.parker@ngrid.com
	62 Osborne Road

	 	 
	Garden City
	 	 
	New York  11530
 USA
	 	 

Non-Executive Director Contract for Services

We are delighted that you will continue to serve on the Board of Directors of National Grid plc
(the “Company”) until the conclusion of the 2009 AGM. In that regard, I am writing to advise that
your appointment to the Board as a Non-Executive Director of National Grid plc will take effect
immediately following the Effective Date (as defined in the Variation Agreement dated 24 March 2009
between yourself, National Grid USA and the Company).

Appointment

Your appointment as a Non-Executive Director will commence immediately following the Effective Date
and will terminate as of the conclusion of the Company’s 2009 AGM, unless otherwise terminated
earlier in accordance with the Company’s Articles of Association or by and at the discretion of
either party upon 45 days’ written notice. In the event your appointment is terminated before the
date of the 2009 AGM, you will not be entitled to compensation or damages for such termination.

Time Commitment

Overall, we anticipate a time commitment of approximately 2-21/2 days on
average per month, taking into account reading and preparation time for Board and Committee
meetings. This will include attendance at Board meetings plus ad hoc and emergency meetings, the
AGM, any extraordinary general meetings, Board strategy sessions and site visits. It is planned
that certain Board meetings will be held at the Company’s operational sites (in the UK and outside
the UK).

By confirming this appointment, you have agreed that you are able to allocate sufficient time to
meet the expectations of your role including appropriate preparation time. The agreement of the
Chairman should be sought before accepting additional commitments that might affect the time you
are able to devote to your role as a Non-Executive Director of the Company.

1 of 4

 

EXHIBIT 4(c).8.2

You should also have regard to your duties as a Director in light of the UK Listing Rules and
Combined Code and obligations arising as a result of the Company’s shares being listed on the New
York Stock Exchange by virtue of its ADR programme. You will also be subject to the Company’s
Share Dealing Code.

Role

All Directors, both Non-Executive and Executive, have the same general legal responsibilities to
the Company.

The Board as a whole is collectively responsible for promoting the success of the Company by
directing and supervising the Company’s affairs. The Board:

	 	•	 	provides effective business leadership of the Company within a framework of prudent
and effective controls which enable risk to be assessed and managed;

	 
	 	•	 	sets the Company’s strategic aims, ensures that the necessary financial and human
resources are in place for the Company to meet its objectives, and reviews management
performance; and

	 
	 	•	 	sets the Company’s values and standards and ensures that its obligations to its
shareholders and others are understood and met.

In addition to these requirements of all Directors, the role of the Non-Executive has the following
key elements:

	 	•	 	Strategy: Non-Executive Directors should constructively challenge and contribute to
the development of strategy;

	 
	 	•	 	Performance: Non-Executive Directors should scrutinise the performance of
management in meeting agreed goals and objectives and monitor the reporting of
performance;

	 
	 	•	 	Risk: Non-Executive Directors should satisfy themselves that the financial function
of the Company is professionally managed and that financial controls and systems of
risk management are robust and defensible; and

	 
	 	•	 	People: Non-Executive Directors are responsible for determining appropriate levels
of remuneration for Executive Directors and have a prime role in appointing, and where
necessary removing, senior management and in succession planning.

Committees and other roles

This letter refers to your appointment as a Non-Executive Director of the Company. You will
continue to serve on the Risk & Responsibility Committee, hold the position of Deputy Chairman of
the Company and act as non – executive chairman of National Grid USA in each case until the
Company’s 2009 AGM.

Fees

You will be paid an annual retainer fee of £45,000 gross per annum which will be paid monthly. This
amount will be prorated for the period of your appointment as a Non-Executive Director.

You will also be entitled to attendance fees of £1,500 for each Board meeting held in your country
of residence and £4,000 for each overseas meeting. In addition, the attendance fee is intended to
cover your attendance at any meetings of Committees of which you are a member. You will not receive
any additional fees for membership of, or attendance at, any ad hoc Board Committee meetings. For
the avoidance of doubt, home country attendance fees will be payable where you attend a meeting by
telephone or video conference or other such means.

2 of 4

 

EXHIBIT 4(c).8.2

The Company will reimburse you for all reasonable and properly documented expenses you incur in
performing the duties of your office. The Board shall review the above fees from time to time and
they are therefore subject to change.

All fees and payments will be made in US Dollars, using the exchange rate on the day on which
payment is made, and subject to any UK deductions required to be made by the Company, including UK
income tax and National Insurance Contributions. The Company shall provide you or your tax advisor,
upon request, with any documentation needed to claim a foreign tax credit.

The Company shall not withhold from any amount payable under this letter agreement any amount on
account of US federal, state or local income taxes or payroll taxes (such as FICA, unemployment,
workers’ compensation, disability, or similar tax or charge). You shall be solely responsible for
all tax reporting and payments and applicable state-mandated insurance obligations, including
workers’ compensation insurance, arising out of the performance of the services.

Independence

The Board has determined you not to be “independent” according to the provisions of the
Combined Code.

Outside Interests

It is accepted and acknowledged that you have business interests other than those of the Company
and have declared any conflicts that are apparent at present. In the event that you become aware of
any potential conflicts of interest, these should be disclosed to the Group Company Secretary and
General Counsel as soon as apparent.

Confidentiality

You will, during your appointment and following its termination, not disclose or communicate to any
person (except as required by law or in the course of the proper performance of your duties, or
with the consent of the Board) nor use for your own account or advantage any confidential
information relating to the Company or any of its subsidiaries or associate companies which you
obtained during your appointment or otherwise.

You will be required to return all papers containing confidential information on termination of the
appointment.

Your attention is also drawn to the requirements under both legislation and regulation as to the
disclosure of price-sensitive information. Consequently you should avoid making any statements that
might risk a breach of these requirements without prior clearance from the Chairman or Group
Company Secretary and General Counsel.

Insurance

The Company has Directors’ and Officers’ liability insurance and it is intended to maintain such
cover for the full term of your appointment.

Indemnity
The Articles of Association of the Company and relevant legislation in the UK allow the Company to
indemnify Directors in relation to legal action taken against them (either actual or threatened) as
may arise by virtue of their position in the Company.

3 of 4

 

EXHIBIT 4(c).8.2

The deed of indemnity between you and the Company dated 25 September 2007 continues to apply in
your role as Non-Executive Director.

Independent Professional Advice

Occasions may arise when you consider that you need independent professional advice in the
furtherance of your duties as a Director. If you believe this advice is necessary, please consult
beforehand with either the Chairman or the Group Company Secretary and General Counsel. The Company
will reimburse the full cost of authorized expenditures incurred in respect of such advice.

Governing Law

The agreement contained in this letter shall be governed by, and construed in accordance with,
English law and shall be subject to the exclusive jurisdiction of the English courts.

Entire Agreement

This appointment letter represents the entire understanding, and constitutes the whole agreement,
in relation to the Appointment and supersedes any previous agreement between yourself and the
Company with respect thereto.

Counterparts

This letter may be executed in counterparts, each of which will constitute an original, and all of
which, when taken together, will constitute one agreement. If a copy or counterpart of this letter
agreement is originally executed and such copy or counterpart is thereafter transmitted
electronically by facsimile or email transmission of a “.pdf” (or similar) file, such facsimile or
“.pdf” document shall for all purposes be treated as if manually executed by the party whose
signature so appears.

On a personal level, I am delighted that you have agreed to accept this appointment to the Board of
National Grid plc and I look forward to continuing to work with you.

NATIONAL GRID PLC

/s/ Sir John Parker

Sir John Parker

Chairman, National Grid plc

Agreed and accepted this 24th day of March 2009 by:

/s/Robert B. Catell

Robert B. Catell

4 of 4

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