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2C (psychedelics)

2C is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of the benzene ring. Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more metabolically stable and longer acting compounds. Most of the currently known 2C compounds were first synthesized by Alexander Shulgin in the 1970's and 1980's, and published in his book, PiHKAL (Phenethylamines I Have Known And Loved). Dr. Shulgin also invented the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group (the amphetamine counterparts are sometimes known as 3C's) ^[1].

Additional recommended knowledge

Nomenclature	R3	R4
2C-B	H	Br
2C-C	H	Cl
2C-D	H	CH₃
2C-E	H	CH₂CH₃
2C-F	H	F
2C-G	CH₃	CH₃
2C-G-3	(CH₂)₃
2C-G-4	(CH₂)₄
2C-G-N	(CH)₄
2C-H	H	H
2C-I	H	I
2C-N	H	NO₂
2C-O	H	OCH₃
2C-O-4	H	OCH(CH₃)₂
2C-P	H	CH₂CH₂CH₃
2C-SE	H	SeCH₃
2C-T	H	SCH₃
2C-T-2	H	SCH₂CH₃
2C-T-4	H	SCH(CH₃)₂
2C-T-7	H	S(CH₂)₂CH₃
2C-T-8	H	SCH₂CH(CH₂)₂
2C-T-9	H	SC(CH₃)₃
2C-T-13	H	S(CH₂)₂OCH₃
2C-T-15	H	SCH(CH₂)₂
2C-T-17	H	SCH(CH₃)CH₂CH₃
2C-T-21	H	S(CH₂)₂F
2C-TFM	H	CF₃

References

^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.

v • d • e 2Cs
Halogenated	2C-B • 2C-C • 2C-F • 2C-I
Alkylated	2C-D • 2C-E • 2C-P • 2C-G
Alkoxylated	2C-O • 2C-O-4
Alkylthiolated	2C-T • 2C-T-2 • 2C-T-4 • 2C-T-7 • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21
Other	2C-H • 2C-N • 2C-SE • 2C-TFM