Ownership Submission
FORM 4
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940
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(Print or Type Responses)
1. Name and Address of Reporting Person *
JAMES THOMAS L.
  2. Issuer Name and Ticker or Trading Symbol
22nd Century Group, Inc. [XXII]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
_____ Director _____ 10% Owner
__X__ Officer (give title below) _____ Other (specify below)
VP, General Counsel & Sec'y.
(Last)
(First)
(Middle)
C/O 22ND CENTURY GROUP, INC., 8560 MAIN STREET, SUITE 4
3. Date of Earliest Transaction (Month/Day/Year)
02/28/2019
(Street)

WILLIMASVILLE, NY 14221
4. If Amendment, Date Original Filed(Month/Day/Year)
6. Individual or Joint/Group Filing(Check Applicable Line)
_X_ Form filed by One Reporting Person
___ Form filed by More than One Reporting Person
(City)
(State)
(Zip)
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1.Title of Security
(Instr. 3)
2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code
(Instr. 8)
4. Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)
5. Amount of Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 3 and 4)
6. Ownership Form: Direct (D) or Indirect (I)
(Instr. 4)
7. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V Amount (A) or (D) Price
Common Stock 02/28/2019   A   78,000 (4) A $ 2.41 128,000 D  

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Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security
(Instr. 3)
2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code
(Instr. 8)
5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4, and 5)
6. Date Exercisable and Expiration Date
(Month/Day/Year)
7. Title and Amount of Underlying Securities
(Instr. 3 and 4)
8. Price of Derivative Security
(Instr. 5)
9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 4)
10. Ownership Form of Derivative Security: Direct (D) or Indirect (I)
(Instr. 4)
11. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Stock Option (Right to Buy) $ 2.76               (1) 03/06/2028 Common Stock 117,146   117,146 D  
Stock Option Grant (Right to Buy) $ 1.39               (2) 05/24/2027 Common Stock 124,000   124,000 D  
Stock Option Grant $ 0.95               (3) 03/04/2026 Common Stock 136,170   136,170 D  
Options to Purchase Common Stock $ 2.61             05/01/2017 05/27/2024 Common Stock 300,000   300,000 D  
Stock Option (right to buy) $ 0.96             02/16/2016 02/16/2025 Common Stock 197.568   197,568 D  

Reporting Owners

Reporting Owner Name / Address Relationships
 Director  10% Owner  Officer  Other
JAMES THOMAS L.
C/O 22ND CENTURY GROUP, INC.
8560 MAIN STREET, SUITE 4
WILLIMASVILLE, NY 14221
      VP, General Counsel & Sec'y.  

Signatures

 /s/ John J. Wolfel, Attorney-in-Fact for Thomas L. James   03/04/2019
**Signature of Reporting Person Date

Explanation of Responses:

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
(1) Stock option grant which vests one-third on each of March 6, 2019, March 6, 2020 and March 6, 2021.
(2) Stock option grant which vests one-third on each of April 1, 2018, April 1, 2019 and April 1, 2020.
(3) Stock option grant which vests one-third on each of March 4, 2017, March 4, 2018 and March 4, 2019.
(4) Restricted stock units vest one-third on February 28, 2020, February 28, 2021, and February 28, 2022 and are subject to continued service by the Reporting Person with the Company.

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