2C-N

2C-N

Names
Preferred IUPAC name 2-(2,5-Dimethoxy-4-nitrophenyl)ethan-1-amine
Other names 2-(2,5-Dimethoxy-4-nitrophenyl)ethanamine 2,5-Dimethoxy-4-nitrophenethylamine
Identifiers
CAS Number	261789-00-8 Y
3D model (JSmol)	Interactive image
ChemSpider	8212202 Y
PubChem CID	10036637
UNII	BB2B23B11H Y
CompTox Dashboard (EPA)	DTXSID80180798
InChI InChI=1S/C10H14N2O4/c1-15-9-6-8(12(13)14)10(16-2)5-7(9)3-4-11/h5-6H,3-4,11H2,1-2H3 Y Key: ZMUSDZGRRJGRAO-UHFFFAOYSA-N Y InChI=1/C10H14N2O4/c1-15-9-6-8(12(13)14)10(16-2)5-7(9)3-4-11/h5-6H,3-4,11H2,1-2H3 Key: ZMUSDZGRRJGRAO-UHFFFAOYAU
SMILES [O-][N+](=O)c1cc(OC)c(cc1OC)CCN
Properties
Chemical formula	C10H14N2O4
Molar mass	226.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

2C-N (2,5-dimethoxy-4-nitrophenethylamine) is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin.^[1]

Chemistry

The full name of the chemical is 2-(2,5-dimethoxy-4-nitrophenyl)ethanamine.

Salts of 2C-N have a bright yellow to orange color due to the presence of the nitro group,^{[citation needed]} unlike all other members of the 2C family in which the salts are white.

Synthesis

2C-N is synthesized by the mixed acid nitration of 2C-H using sulfuric acid and nitric acid.^[1]

Dosage

In his book PiHKAL, Shulgin lists the dosage range as 100-150 mg.^[1] 2C-N is generally taken orally, and effects typically last 4 to 6 hours.^[1]

Effects

Shulgin accounts his experiences after ingesting 2C-N:^[1]

(with 120 mg) This came on very fast--I was aware of it within a half hour, and it got as far as it would go by an hour. There are similarities to MDMA, but missing is the benign anti-stress component. I am light-headed, and there just might be a little eye wiggling. And then it dropped right off to nothing within a couple of hours.

(with 150 mg) There may have been some visual changes, I'm not sure. But the talking was extremely easy. If there were no other things to use, this would be excellent, but there are other compounds available. This doesn't have too high a priority.

(with 150 mg) Am I enjoying it? Not exactly, but I am in a good mood. There is not the light-filled energy that some other materials can provide. By six hours, pretty much baseline. Strange material, but okay. Final score: body +3, mind +2, barely.

Legal status

Canada

As of October 31, 2016, 2C-N is a controlled substance (Schedule III) in Canada.^[2]

United States

In the United States, 2C-N is a Schedule 1 controlled substance.^[3]

United Kingdom

2C-N and most (possibly all) other compounds featured in PiHKAL are illegal drugs in the United Kingdom.

See also

• 2C (psychedelics)
• Phenethylamine
• Psychedelics, dissociatives and deliriants

References