X0306 4 2017-03-31 0 0001347858 22nd Century Group, Inc. XXII 0001508751 Moynihan Michael Robert 9530 MAIN STREET CLARENCE NY 14031 0 1 0 0 Vice President of R&D Common Stock 2017-03-31 4 X 0 150000 0.60 A 1038934 D Common Stock 2017-03-31 4 F 0 71714 1.255 D 967220 D Warrant to Purchase .60 2017-03-31 4 X 0 150000 0 D 2012-05-15 2017-05-15 Common Stock 150000 0 D Stock Option 0.82 2016-04-29 2026-04-29 Common Stock 90000 90000 D Stock Option .69 2012-05-18 2022-05-18 Common Stock 100000 100000 D Stock Option .80 2013-02-25 2023-02-25 Common Stock 75000 75000 D Stock Option .96 2016-02-16 2025-02-16 Common Stock 194529 194529 D Mr. Moynihan exercised warrants via a cashless exercise prior to the Issuer's blackout period commencing April 1, 2017, in advance of the May 15, 2017 expiration date of the warrants. /s/ John J. Wolfel, Attorney-in-Fact for Michael R. Moynihan 2017-03-31