Document:

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                                                                   EXHIBIT 10.34

          NEITHER THESE WARRANTS NOR THE SHARES UNDERLYING THESE
          WARRANTS HAVE BEEN REGISTERED UNDER THE SECURITIES ACT OF
          1933 OR THE LAWS OF ANY STATE. THEY MAY NOT BE SOLD OR
          OTHERWISE TRANSFERRED UNLESS THEY ARE REGISTERED UNDER SUCH
          ACT AND APPLICABLE STATE SECURITIES LAWS OR AN EXEMPTION
          FROM REGISTRATION IS AVAILABLE. THESE WARRANTS AND THE
          SHARES UNDERLYING THESE WARRANTS ARE ALSO SUBJECT TO
          ADDITIONAL RESTRICTIONS ON TRANSFER SET FORTH IN THE
          PURCHASE AGREEMENT OF EVEN DATE HEREWITH, A COPY OF WHICH
          MAY BE OBTAINED FROM INTRALINKS, INC.

                                                                  2,250 Warrants

                               INTRALINKS, INC.

                              WARRANT CERTIFICATE

          This warrant certificate ("Warrant Certificate") certifies that for
value received, Bob Lerner or registered assigns (the "Holder") is the owner of
the number of warrants ("Warrants") specified above, each of which entitles the
Holder thereof to purchase, at any time on or before the Expiration Date
(hereinafter defined) one fully paid and non-assessable share of Common Stock,
par value $0.01 per share ("Common Stock"), of IntraLinks, Inc., a Delaware
corporation (the "Company"), at a purchase price of $3.333333 per share of
Common Stock in lawful money of the United States of America in cash or by
certified or cashier's check or a combination of cash and certified or cashier's
check (subject to adjustment as hereinafter provided).

     1.   Warrant; Purchase Price
          -----------------------

          Each Warrant shall entitle the Holder initially to purchase one share
of Common Stock of the Company and the purchase price payable upon exercise of
the Warrants (the "Purchase Price") shall initially be $3.333333 per share of
Common Stock.  The Purchase Price and number of shares of Common Stock issuable
upon exercise of each Warrant are subject to adjustment as provided in Article
6.  The shares of Common Stock issuable upon exercise of the Warrants (and/or
other shares of Common Stock so issuable by reason of any adjustments pursuant
to Article 6) are sometimes referred to herein as the "Warrant Shares."

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     2.   Exercise; Expiration Date
          -------------------------

          2.1   The Warrants are exercisable, at the option of the Holder, in
whole or in part at any time and from time to time after issuance and on or
before the Expiration Date, upon surrender of this Warrant Certificate to the
Company together with a duly completed Notice of Exercise, in the form attached
hereto as EXHIBIT A, and payment of an amount equal to the Purchase Price times
the number of Warrants to be exercised.  In the case of exercise of less than
all the Warrants represented by this Warrant Certificate, the Company shall
cancel the Warrant Certificate upon the surrender thereof and shall execute and
deliver a new Warrant Certificate for the balance of such Warrants.

          2.2   The term "Expiration Date" shall mean 5:00 p.m. New York time
FIVE (5) years from the date hereof, or if such day shall in the State of New
York be a holiday or a day on which banks are authorized to close, then 5:00
p.m. New York time the next following day which in the State of New York is not
a holiday or a day on which banks are authorized to close.

     3.   Registration and Transfer on Company Books
          ------------------------------------------

          3.1   The Company shall maintain books for the registration and
transfer of the Warrants and the registration and transfer of the Warrant
Shares.

          3.2   Prior to due presentment for registration of transfer of this
Warrant Certificate, or the Warrant Shares, the Company may deem and treat the
registered Holder as the absolute owner thereof.

          3.3   The Company shall register upon its books any permitted transfer
of a Warrant Certificate, upon surrender of same to the Company with a written
instrument of transfer duly executed by the registered Holder or by a duly
authorized attorney.  Upon any such registration of transfer, new Warrant
Certificate(s) shall be issued to the transferee(s) and the surrendered Warrant
Certificate shall be canceled by the Company.  A Warrant Certificate may also be
exchanged, at the option of the Holder, for new Warrant Certificates of
different denominations representing in the aggregate the number of Warrants
evidenced by the Warrant Certificate surrendered.

<PAGE>

     4.   Reservation of Shares
          ---------------------

          The Company covenants that it will at all times reserve and keep
available out of its authorized capital stock, solely for the purpose of issue
upon exercise of the Warrants, such number of shares as shall then be issuable
upon the exercise of all outstanding Warrants.  The Company covenants that all
shares of capital stock which shall be issuable upon exercise of the Warrants
shall be duly and validly issued and fully paid and non-assessable and free from
all taxes, liens and charges with respect to the issue thereof, and that upon
issuance such shares shall be listed on each national securities exchange, if
any, on which the other shares of such outstanding capital stock of the Company
are then listed.

     5.   Loss or Mutilation
          ------------------

          Upon receipt by the Company of reasonable evidence of the ownership of
and the loss, theft, destruction or mutilation of any Warrant Certificate and,
in the case of loss, theft or destruction, of indemnity reasonably satisfactory
to the Company, or, in the case of mutilation, upon surrender and cancellation
of the mutilated Warrant Certificate, the Company shall execute and deliver in
lieu thereof a new Warrant Certificate representing an equal number of Warrants.

     6.   Adjustment of Purchase Price
          and Number of Shares Deliverable
          --------------------------------

          6.1   The number of Warrant Shares purchasable upon the exercise of
each Warrant and the Purchase Price with respect to the Warrant Shares shall be
subject to adjustment as follows:

                (a)   In case the Company shall (i) declare a dividend or make
     a distribution on its Common Stock payable in shares of its capital stock,
     (ii) subdivide its outstanding shares of Common Stock through stock split
     or otherwise, (iii) combine its outstanding shares of Common Stock into a
     smaller number of shares of Common Stock, or (iv) issue by reclassification
     of its Common Stock (including any such reclassification in connection with
     a consolidation or merger in which the Company is the continuing
     corporation) other securities of the Company, the number and/or nature of
     Warrant Shares purchasable upon exercise of each Warrant immediately prior
     thereto shall be adjusted so that the Holder shall be entitled to receive
     the kind and number of Warrant Shares or other securities of the Company
     which he would have owned or have been entitled to receive after the
     happening of any of the events described above, had such Warrant been
     exercised immediately prior to the happening of such event or any record
     date with respect thereto. An

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     adjustment made pursuant to this paragraph (a) shall become effective
     retroactively as of the record date of such event.

                (b) In the event of any capital reorganization or any
     reclassification of the capital stock of the Company or in case of the
     consolidation or merger of the Company with another corporation (other than
     a consolidation or merger in which the outstanding shares of the Company's
     Common Stock are not converted into or exchanged for other rights or
     interests), or in the case of any sale, transfer or other disposition to
     another corporation of all or substantially all the properties and assets
     of the Company, the Holder of each Warrant shall thereafter be entitled to
     purchase (and it shall be a condition to the consummation of any such
     reorganization, reclassification, consolidation, merger, sale, transfer or
     other disposition that appropriate provisions shall be made so that such
     Holder shall thereafter be entitled to purchase) the kind and amount of
     shares of stock and other securities and property (including cash) which
     the Holder would have been entitled to receive had such Warrants been
     exercised immediately prior to the effective date of such reorganization,
     reclassification, consolidation, merger, sale, transfer or other
     disposition; and in any such case appropriate adjustments shall be made in
     the application of the provisions of this Article 6 with respect to rights
     and interest thereafter of the Holder of the Warrants to the end that the
     provisions of this Article 6 shall thereafter be applicable, as near as
     reasonably may be, in relation to any shares or other property thereafter
     purchasable upon the exercise of the Warrants.  The provisions of this
     Section 6.1(b) shall similarly apply to successive reorganizations,
     reclassifications, consolidations, mergers, sales, transfers or other
     dispositions.

                (c) Whenever the number of Warrant Shares purchasable upon the
     exercise of each Warrant is adjusted, as provided in this Section 6.1, the
     Purchase Price with respect to the Warrant Shares shall be adjusted by
     multiplying such Purchase Price immediately prior to such adjustment by a
     fraction, of which the numerator shall be the number of Warrant Shares
     purchasable upon the exercise of each Warrant immediately prior to such
     adjustment, and of which the denominator shall be the number of Warrant
     Shares so purchasable immediately thereafter.

          6.2   No adjustment in the number of Warrant Shares purchasable under
the Warrants, or in the Purchase Price with respect to the Warrant Shares, shall
be required unless such adjustment would require an increase or decrease of at
least 1% in the number of Warrant Shares issuable upon the exercise of such
Warrant, or in the Purchase Price thereof; provided, however, that any
adjustments which by reason of this Section 6.2 are not required to be made
shall be carried forward and taken into account in any subsequent adjustment.

          6.3   Whenever the number of Warrant Shares purchasable upon the
exercise of each Warrant or the Purchase Price of such Warrant Shares is
adjusted, as herein provided, the Company shall mail to the Holder, at the
address of the Holder shown on the books of the Company, a notice of such
adjustment or adjustments, prepared and

<PAGE>

signed by an officer of the Company, which sets forth the number of Warrant
Shares purchasable upon the exercise of each Warrant and the Purchase Price of
such Warrant Shares after such adjustment, and a brief statement of the facts
requiring such adjustment.

          6.4   The form of Warrant Certificate need not be changed because of
any change in the Purchase Price, the number of Warrant Shares issuable upon the
exercise of a Warrant or the number of Warrants outstanding pursuant to this
Section 6, and Warrant Certificates issued before or after such change may state
the same Purchase Price, the same number of Warrants, and the same number of
Warrant Shares issuable upon exercise of Warrants as are stated in the Warrant
Certificates theretofore issued pursuant to this Agreement.  The Company may,
however, at any time, in its sole discretion, make any change in the form of
Warrant Certificate that it may deem appropriate and that does not affect the
substance thereof, and any Warrant Certificates thereafter issued or
countersigned, whether in exchange or substitution for an outstanding Warrant
Certificate or otherwise, may be in the form as so changed.

     7.   Voluntary Adjustment by the Company
          -----------------------------------

          The Company may, at its option, at any time during the term of the
Warrants, reduce the then current Purchase Price to any amount deemed
appropriate by the Board of Directors of the Company and/or extend the date of
the expiration of the Warrants.

     8.   Fractional Shares and Warrants;
          Determination of Market Price Per Share
          ---------------------------------------

          8.1   Anything contained herein to the contrary notwithstanding, the
Company shall not be required to issue any fraction of a share of Common Stock
in connection with the exercise of Warrants.  Warrants may not be exercised in
such number as would result (except for the provisions of this paragraph) in the
issuance of a fraction of a share of Common Stock unless the Holder is
exercising all Warrants then owned by the Holder.  In such event, the Company
shall, upon the exercise of all of such Warrants, issue to the Holder the
largest aggregate whole number of shares of Common Stock called for thereby upon
receipt of the Purchase Price for all of such Warrants and pay a sum in cash
equal to the remaining fraction of a share of Common Stock, multiplied by its
Market Price Per Share (as determined pursuant to Section 8.2 below) as of the
last business day preceding the date on which the Warrants are presented for
exercise.

          8.2   As used herein, the "Market Price Per Share" with respect to any
class or series of Common Stock on any date shall mean the closing price per
share of such class or series of Common Stock for the trading day immediately
preceding such date.  The closing price for each such day shall be the last sale
price regular way or, in case no such sale takes place on such day, the average
of the closing bid and asked prices regular way, in either case on the principal
securities exchange on which the shares of such Common Stock of the Company are
listed or admitted to trading, the last sale price, or in case no sale takes
place on such day, the average of the closing bid and asked prices of such
Common Stock on NASDAQ or any comparable system, or if such Common Stock is not

<PAGE>

reported on NASDAQ, or a comparable system, the average of the closing bid and
asked prices as furnished by two members of the National Association of
Securities Dealers, Inc. selected from time to time by the Company for that
purpose. If such bid and asked prices are not available, then "Market Price Per
Share" shall be equal to the fair market value of such Common Stock as
determined in good faith by the Board of Directors of the Company.

     9.   Restriction Upon Transfer; Securities Law Matters.
          -------------------------------------------------

THESE WARRANTS MAY NOT BE SOLD, TRANSFERRED OR OTHERWISE DISPOSED OF BY THE
HOLDER, EXCEPT AS SPECIFICALLY PROVIDED IN THE PURCHASE AGREEMENT OF EVEN DATE
HEREWITH BETWEEN THE COMPANY AND THE HOLDER.  THIS NOTE HAS NOT BEEN REGISTERED
UNDER THE SECURITIES ACT OF 1933, AS AMENDED, OR STATE SECURITIES LAWS AND MAY
NOT BE SOLD, ASSIGNED OR TRANSFERRED UNLESS SUCH SALE, ASSIGNMENT OR TRANSFER OF
SUCH SHARES IS REGISTERED UNDER THE ACT AND APPLICABLE STATE SECURITIES LAWS OR
UNLESS AN EXEMPTION FROM REGISTRATION IS AVAILABLE.

     10.  Governing Law
          -------------

          This Warrant Certificate shall be governed by and construed in
accordance with the laws of the State of Delaware.

     IN WITNESS WHEREOF, the Company has caused this Warrant Certificate to be
duly executed by its officers thereunto duly authorized and its corporate seal
to be affixed hereon, as of this 9/th/ day of September, 1997.

                                      INTRALINKS, INC.

[SEAL]                                By: /s/ Patrick J. Wack, Jr.
                                         ------------------------------
                                          Name: Patrick J. Wack, Jr.
                                          Title: COO
<PAGE>

                                                            EXHIBIT A

                                 NOTICE OF EXERCISE

          The undersigned hereby irrevocably elects to exercise, pursuant to
Section 2 of the Warrant Certificate accompanying this Notice of Exercise,
_______ Warrants of the total number of Warrants owned by the undersigned
pursuant to the accompanying Warrant Certificate, and herewith makes payment of
the Purchase Price of such shares in full.

                              _________________________
                              Name of Holder

                              _________________________
                              Signature

                              Address:

                              _________________________

                              _________________________

                              _________________________<PAGE>

                                                                   EXHIBIT 10.35

          NEITHER THESE WARRANTS NOR THE SHARES UNDERLYING THESE WARRANTS HAVE
          BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933 ("1933 ACT") OR THE
          LAWS OF ANY STATE.  THEY MAY NOT BE SOLD OR OTHERWISE TRANSFERRED
          UNLESS THEY ARE REGISTERED UNDER SUCH ACT AND APPLICABLE STATE
          SECURITIES LAWS IF NECESSARY, OR AN EXEMPTION FROM REGISTRATION IS
          AVAILABLE.  THESE WARRANTS AND THE SHARES UNDERLYING THESE WARRANTS
          ARE ALSO SUBJECT TO ADDITIONAL RESTRICTIONS ON TRANSFER SET FORTH IN
          THE AMENDED AND RESTATED SHAREHOLDERS' AGREEMENT DATED AS OF JANUARY
          24, 2000 (THE "SHAREHOLDERS' AGREEMENT"), A COPY OF WHICH MAY BE
          OBTAINED FROM INTRALINKS, INC.

1,050,000                                                    January 24, 2000

                              WARRANT CERTIFICATE

                               INTRALINKS, INC.

          This warrant certificate ("Warrant Certificate") certifies that for
value received The Chase Manhattan Corporation ("Chase") or registered assigns
(collectively, the "Holder") is the owner of the number of warrants (the
"Warrants") specified above, each of which entitles the Holder thereof to
purchase, at any time on or before the Expiration Date (as hereinafter defined),
one fully paid and non-assessable share of Series F Convertible Preferred Stock,
$.01 par value, (the "Series F Preferred") of IntraLinks, Inc. (the "Company"),
with such rights and preferences as are established in the Company's Certificate
of Designations for Series F Preferred Stock (subject to adjustment as
hereinafter provided), for the Purchase Price (defined in Section 1 below) in
lawful money of the United States of America (subject to adjustment as
hereinafter provided).

     1.  Warrant; Purchase Price
         -----------------------

     Each Warrant initially shall entitle the Holder to purchase one share of
Series F Preferred of the Company, and the purchase price payable upon exercise
of the Warrant (the "Purchase Price") shall initially be $17.00 per share of
Series F Preferred, subject to adjustment as hereinafter provided.  The Purchase
Price and number of shares of Series F Preferred issuable upon exercise of this
Warrant are subject to adjustment as provided in Section 5 hereof.  The shares
of Series F Preferred issuable upon exercise of the Warrant (and/or other shares
of stock so issuable by reason of any adjustments pursuant to Section 5) are
sometimes referred to herein as the "Warrant Shares."

     2.  Exercise; Expiration Date; No Fractional Shares; Reservation of Shares
         ----------------------------------------------------------------------

     2.1.  The Warrants are exercisable, at the option of the Holder, in whole
or in part
<PAGE>

in accordance with the terms hereof and on or before the Expiration
Date, upon surrender of this Warrant Certificate to the Company together with a
duly completed Notice of Exercise, in the form attached hereto as Exhibit A, and
                                                                  ---------
payment of the Purchase Price.  In the case of exercise of less than the entire
Warrant represented by this Warrant Certificate, the Company shall cancel the
Warrant Certificate upon the surrender thereof and shall execute and deliver a
new Warrant Certificate for the balance of such Warrant.

     2.2.  The term "Expiration Date" shall mean 5:00 p.m. New York time four
years from the date hereof, or if such day shall in the State of New York be a
holiday or a day on which banks are authorized to close, then 5:00 p.m. New York
time the next following day which in the State of New York is not a holiday or a
day on which banks are authorized to close.

     2.3.  No fractional shares shall be issued upon exercise or conversion
(in whole or in part) of the Warrants and the number of shares of Series F
Preferred to be issued shall be rounded down to the nearest whole share, and
there shall be no payment to the Holder for any such rounded fractional shares.

     2.4.  The Company covenants that it will at all times reserve and keep
available out of its authorized capital stock, solely for the purpose of issue
upon exercise of the Warrants and conversion of the Series F Preferred to the
voting and non-voting common stock of the Company, par value $.01 (the "Common
Stock"), such number of shares of Series F Preferred as shall then be issuable
upon the exercise of all outstanding Warrants and such number of shares of
voting and non-voting Common Stock as are issuable upon conversion of the Series
F Preferred then issued or issuable upon exercise of the Warrants. The Company
covenants that all shares of capital stock which shall be issuable upon exercise
of the Warrants and upon conversion of the Series F Preferred shall, upon
issuance in accordance with the terms hereof, be duly and validly issued and
fully paid and non-assessable and free from all taxes, liens, encumbrances and
charges with respect to the issue thereof, and that upon issuance the Company
shall use its commercially reasonable efforts to cause such shares to be listed
on each national securities exchange, if any, on which the other shares of such
outstanding capital stock of the Company are then listed.

     2.5.   At such time hereafter as all of the Company's outstanding Series F
Preferred has been converted into shares of the Company's Common Stock in
accordance with the Company's Certificate of Incorporation, as amended and/or
restated and effective immediately prior to any such conversion (the
"Certificate"), then this Warrant shall immediately become exercisable for that
number of shares of the Company's voting or non-voting Common Stock equal to the
number of shares of Common Stock which would have been received if this Warrant
had been exercised in full and the Series F Preferred received thereupon had
been simultaneously converted into voting or non-voting Common Stock immediately
prior to the last such conversion of Series F Preferred Stock.  The per share
purchase price shall be immediately adjusted to equal the quotient obtained by
dividing (x) the aggregate Purchase Price of the number of shares of Series F
Preferred for which this Warrant was exercisable immediately prior to such
conversion by (y) the number of shares of voting or non-voting Common Stock for
which this Warrant is exercisable immediately after such conversion or
redemption.  In the event that this Warrant becomes exercisable for Common Stock
(whether voting or non-voting), any

                                       2
<PAGE>

adjustments pursuant to Section 5 shall be determined as if the provisions of
Section 5 related to Common Stock (whether voting or non-voting) and not to
Series F Preferred. At the time of exercise, the Holder shall have the option of
electing to receive voting or non-voting Common Stock upon exercise of this
Warrant by notifying the Company of its election in writing prior to and
concurrent with the delivery to the Company of its Notice to Exercise.

     3.  Registration and Transfer on Company Books
         ------------------------------------------

     3.1.  The Company shall maintain books for the registration and transfer
of the Warrants and the registration and transfer of the Warrant Shares.

     3.2.  Prior to due presentment for registration of transfer of this Warrant
Certificate, or the Warrant Shares, the Company may deem and treat the
registered Holder as the absolute owner thereof.

     4.  Loss or Mutilation
         ------------------

     Upon receipt by the Company of reasonable evidence of the ownership of and
the loss, theft, destruction or mutilation of any Warrant Certificate and, in
the case of loss, theft or destruction, of indemnity reasonably satisfactory to
the Company, or, in the case of mutilation, upon surrender and cancellation of
the mutilated Warrant Certificate, the Company shall execute and deliver in lieu
thereof a new Warrant Certificate representing an equal number of Warrant
Shares.

     5.  Adjustment of Purchase Price and Number of Shares
         Deliverable; Reorganizations and Recapitalizations
         --------------------------------------------------

     5.1.  The number of Warrant Shares purchasable upon the exercise of the
Warrants and the Purchase Price with respect to the Warrant Shares shall be
subject to adjustment as follows:

          (a)  In case the Company shall (i) declare a dividend or make a
distribution on its Series F Preferred payable in shares of its capital stock,
(ii) subdivide its outstanding shares of Series F Preferred through stock split
or otherwise, (iii) combine its outstanding shares of Series F Preferred into a
smaller number of shares of Series F Preferred, or (iv) issue by
reclassification of its Series F Preferred (including any reclassification in
connection with a consolidation or merger in which the Company is the continuing
corporation) other securities of the Company, the number and/or nature of
Warrant Shares purchasable upon exercise of the Warrants immediately prior
thereto shall be adjusted so that the Holder shall be entitled to receive the
kind and number of Warrant Shares or other securities of the Company which he or
it would have owned or have been entitled to receive after the happening of any
of the events described above, had such Warrants been exercised immediately
prior to the happening of such event or any record date with respect thereto.
Any adjustment made pursuant to this paragraph (a) shall become effective
retroactively as of the record date of such event.

                                       3
<PAGE>

          (b)  In the event of any capital reorganization or any
reclassification of the capital stock of the Company or in case of the
consolidation or merger of the Company with another corporation (other than a
consolidation or merger in which the outstanding shares of the Company's Series
F Preferred are not converted into or exchanged for other rights or interests),
or in the case of any sale, transfer or other disposition to another corporation
of all or substantially all the properties and assets of the Company, the Holder
of the Warrants shall thereafter be entitled to purchase (and it shall be a
condition to the consummation of any such reorganization, reclassification,
consolidation, merger, sale, transfer or other disposition that appropriate
provisions shall be made so that such Holder shall thereafter be entitled to
purchase) the kind and amount of shares of stock and other securities and
property (including cash) which the Holder would have been entitled to receive
had such Warrant been exercised immediately prior to the effective date of such
reorganization, reclassification, consolidation, merger, sale, transfer or other
disposition; and in any such case appropriate adjustments shall be made in the
application of the provisions of this Section 5 with respect to rights and
interest thereafter of the Holder of the Warrants to the end that the provisions
of this Section 5 shall thereafter be applicable, as near as reasonably may be,
in relation to any shares or other property thereafter purchasable upon the
exercise of the Warrants. The provisions of this Section 5.1(b) shall similarly
apply to successive reorganizations, reclassifications, consolidations, mergers,
sales, transfers or other dispositions.

          (c)  Whenever the number of Warrant Shares purchasable upon the
exercise of the Warrants is adjusted as provided in this Section 5.1, the
Purchase Price with respect to the Warrant Shares shall be adjusted by
multiplying such Purchase Price immediately prior to such adjustment by a
fraction, of which the numerator shall be the number of Warrant Shares
purchasable upon the exercise of the Warrants immediately prior to such
adjustment, and of which the denominator shall be the number of Warrant Shares
so purchasable immediately thereafter.

     5.2.  Whenever the number of Warrant Shares purchasable upon the exercise
of the Warrant or the Purchase Price of such Warrant Shares is adjusted, as
herein provided, the Company shall mail to the Holder, at the address of the
Holder shown on the books of the Company, a notice of such adjustment or
adjustments, prepared and signed by the Chief Financial Officer or Secretary of
the Company, which sets forth the number of Warrant Shares purchasable upon the
exercise of each Warrant and the Purchase Price of such Warrant Shares after
such adjustment, a brief statement of the facts requiring such adjustment and
the computation by which such adjustment was made.

     5.3.  In the event that at any time prior to the expiration of the
Warrants and prior to their exercise:

          (a)  the Company shall offer for subscription to the holders of the
Series F Preferred any additional shares of stock of any class or any other
securities convertible into Series F Preferred or any rights to subscribe
thereto; or

                                       4
<PAGE>

          (b)  the Company shall declare any stock split, stock dividend,
subdivision, combination, or similar distribution with respect to the Series F
Preferred, regardless of the effect of any such event on the outstanding number
of shares of Series F Preferred; or

          (c)  the Company shall declare a dividend with respect to the Series F
Preferred, other than a dividend payable in shares of the Company's own Series
F Preferred or Common Stock; or

          (d)  there shall be a voluntary or involuntary dissolution,
liquidation, or winding up of the Company (other than in connection with a
consolidation, merger, or sale of all or substantially all of its property,
assets and business as an entity);

          (e)  there shall be any capital change in the Company as set forth in
Section 5.1(b);

(each such event hereinafter being referred to as a "Notification Event"), the
Company shall cause to be mailed to the Holder, not less than 10 days prior to
the record date, if any, in connection with such Notification Event (provided,
however, that if there is no record date, or if 10 days prior notice is
impracticable, as soon as practicable) written notice specifying the nature of
such event and the effective date of, or the date on which the books of the
Company shall close or a record shall be taken with respect to, such event.
Such notice shall also set forth facts indicating the effect of such action, if
any (to the extent such effect may be known at the date of such notice), on the
Purchase Price and the kind and amount of the shares of stock or other
securities or property deliverable upon exercise of the Warrant.

     6.  Conversion Rights
         -----------------

     6.1  In lieu of exercise of any portion of the Warrants as provided in
Section 2.1 hereof, the Warrants represented by this Warrant Certificate (or any
portion thereof) may, at the election of the Holder, be converted into the
nearest whole number of shares of Series F Preferred Stock equal to: (1) the
product of (a) the number of Warrants to be so converted, (b) the number of
shares of Series F Preferred Stock then issuable upon the exercise of each
Warrant and (c) the excess, if any, of (i) the Market Price Per Share (as
determined pursuant to Section 6.3) with respect to the date of conversion over
(ii) the Purchase Price in effect on the business day next preceding the date of
conversion, divided by (2) the Market Price Per Share with respect to the date
of conversion.

     6.2  The conversion rights provided under this Section 6 may be exercised
in whole or in part and at any time and from time to time while any Warrants
remain outstanding.  In order to exercise the conversion privilege, the Holder
shall surrender to the Company, at its offices, this Warrant Certificate
accompanied by a duly completed Notice of Conversion in the form attached hereto
as Exhibit B.  The Warrants (or so much thereof as shall have been surrendered
for conversion) shall be deemed to have been converted immediately prior to the
close of business on the day of surrender of such Warrant Certificate for
conversion in accordance with the foregoing provisions. As promptly as
practicable on or after the conversion date, the Company

                                       5
<PAGE>

shall issue and shall deliver to the Holder (i) a certificate or certificates
representing the number of shares of Series F Preferred Stock to which the
Holder shall be entitled as a result of the conversion, and (ii) if the Warrant
Certificate is being converted in part only, a new certificate in principal
amount equal to the unconverted portion of the Warrant Certificate.

     6.3  As used herein, the "Market Price Per Share" with respect to any date
shall mean the closing price per share of Company's Common Stock for the trading
day immediately preceding such date.  The closing price for each such day shall
be the last sale price regular way or, in case no such sale takes place on such
day, the average of the closing bid and asked prices regular way, in either case
on the principal securities exchange on which the shares of Common Stock of the
Company are listed or admitted to trading, the last sale price, or in case no
sale takes place on such day, the average of the closing bid and asked prices of
the Common Stock on Nasdaq or any comparable system, or if the Common Stock is
not reported on Nasdaq, or a comparable system, the average of the closing bid
and asked prices as furnished by two members of the National Association of
Securities Dealers, Inc. selected from time to time by the Company for that
purpose.  If such bid and asked prices are not available, then "Market Price Per
Share" shall be equal to the fair market value of the Company's Common Stock as
determined in good faith by the Board of Directors of the Company.

     7.  Voluntary Adjustment by the Company
         -----------------------------------

     The Company may, at its option, at any time during the term of the
Warrants, reduce the then current Purchase Price to any amount deemed
appropriate by the Board of Directors of the Company and/or extend the date of
the expiration of the Warrants.

     8.  Registration Rights
         -------------------

     The Warrant Shares shall have the registration rights set forth in the
Amended and Restated Registration Rights Agreement of even date herewith by and
among the Company, the Holder and the other securityholders of the Company named
therein.

     9.  Governing Law
         -------------

     This Warrant Certificate shall be governed by and construed in accordance
with the laws of the State of New York, without regard to the conflict of law
principles thereof.

                                       6
<PAGE>

          IN WITNESS WHEREOF, the Company has caused this Warrant Certificate to
be duly executed by its officers thereunto duly authorized and its corporate
seal to be affixed hereon, as of this 24th day of January, 2000.

                              INTRALINKS, INC.

                              By: __________________________________
                                  Name:
                                  Title:

Attest:

__________________________________
Name:
Title:

                                       7
<PAGE>

                                                                       EXHIBIT A

                                 NOTICE OF EXERCISE

          The undersigned hereby irrevocably elects to exercise, pursuant to
Section 2 of the Warrant Certificate accompanying this Notice of Exercise,
_______ Warrants of the total number of Warrants owned by the undersigned
pursuant to the accompanying Warrant Certificate, and herewith makes payment of
the Purchase Price of such shares in full.

                              Name of Holder

                              __________________________________
                              Signature

                              Address:

                              __________________________________

                              __________________________________

                              __________________________________

<PAGE>

                                                                       EXHIBIT B

                                 NOTICE OF CONVERSION

The undersigned hereby irrevocably elects to convert, pursuant to Section 6 of
the Warrant Certificate accompanying this Notice of Conversion, _______ Warrants
of the total number of Warrants owned by the undersigned pursuant to the
accompanying Warrant Certificate into shares of the Common Stock of the Company
(the "Shares").

The number of Shares to be received by the undersigned shall be calculated in
accordance with the provisions of Section 6.1 of the accompanying Warrant
Certificate.

                              ________________________________
                              Name of Holder

                              ________________________________
                              Signature

                              Address:

                              ________________________________

                              ________________________________

                              ________________________________

                                       2

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