Company: XXII
Filing Date: 2025-06-06
Form Type: PRER14A
Source: 0001641172-25-013953
Chunk: 52

Company: 22nd Century Group, Inc.
Filing Date: 2025-06-06
Form: PRER14A
Chunk 52
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 shares of common stock to be issued upon exercise of outstanding options and vesting of restricted stock units under the amended and restated 22 ndCentury Group Inc. 2021 Plan and our prior 2014 Equity Incentive Plan , the weighted-average exercise price of such stock options, and the number of securities available to be issued under the Plan as of December 31, 2024:

|                                                            |     | Number of securities to 
 be issued upon exercise 
 of outstanding options, 
 and restricted stock    
 units,                  
 (a)                     |             |     | Weighted average    
 exercise price of   
 outstanding options 
 (b)                 |      |     | Number of securities     
 remaining available for  
 issuance under           
 equity                   
 compensation plans       
 (excluding securities    
 reflected in column (a)) 
 (c)                      |           |    |
|:-----------------------------------------------------------|:----|:------------------------|------------:|:----|:--------------------|-----:|:----|:-------------------------|----------:|---:|
| Equity compensation plans approved by security holders     |     |                         | 638,360 (1) |     | $                   | 2.01 |     |                          | 4,694,636 |    |
| Equity compensation plans not approved by security holders |     |                         |           — |     |                     |  N/A |     |                          |         — |    |
| Total                                                      |     |                         |     638,360 |     |                     |    — |     |                          | 4,694,636 | -2 |

| (1) | Number                                                                                        
 of outstanding options are 478,777 and number of unvested restricted stock units are 159,583. |
| (2) | Consists                                                                                      
 of shares available for award under the Plan.                                                 |

<div align='center'>Our Board of Directors recommends a vote “FOR” the approval of the amendment and restatement of the 22nd Century Group, Inc. 2021 Omnibus Incentive Plan.</div>

| 35 |

<div align='center'>PROPOSAL NO. 6

APPROVAL OF THE AMENDMENT TO EFFECT THE REVERSE STOCK SPLIT</div>

Overview

We are seeking stockholder approval to grant our Board of Directors discretionary authority to amend our Articles of Incorporation to effect a reverse split of all our outstanding shares of common stock, at a ratio between 1-for-2 and 1-for-100, to be determined