View source for 2C-C

{{chembox
| ImageFile1 = 2C-C.svg
| ImageSize1 = 150px
| ImageFileL2 = 2C-C-3d-sticks.png
| ImageSizeL2 = 125px
| ImageFileR2 = 2C-C animation.gif
| ImageSizeR2 = 125px
| IUPACName = 1-(4-Chloro-2,5-dimethoxyphenyl)-2-aminoethane
              1-(4-Chloro-2,5-dimethoxyphenyl)-2-ethenamine
| OtherNames = 4-Chloro-2,5-dimethoxy-phenethylamine
| Section1 = {{Chembox Identifiers
| InChI = 1/C10H14ClNO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3
| InChIKey = CGKQFIWIPSIVAS-UHFFFAOYAM
| CASNo = 88441-14-9
| PubChem = 
| ChemSpiderID = 21106221
| SMILES = COc1cc(CCN)c(cc1Cl)OC
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>10</sub>H<sub>14</sub>ClNO<sub>2</sub>
| MolarMass = 215.68 g/mol
| Appearance = 
| Density = 
| MeltingPt = 220–221 °C ([[hydrochloride]])
| BoilingPt = 
| Solubility = }}
| Section3 = {{Chembox Hazards
| MainHazards = 
| FlashPt = 
| Autoignition = }}
}}

[[File:2C-C blotter paper 2005.jpg|thumb|Blotter paper containing 2C-C]]
'''2C-C''' is a [[Psychedelics, dissociatives and deliriants|psychedelic drug]] of the [[2C (psychedelics)|2C family]]. It was first synthesized by [[Alexander Shulgin]], sometimes used as an [[entheogen]].  The full name of the chemical is 4-chloro-2,5-dimethoxy[[phenethylamine]].  In his book ''[[PiHKAL|PiHKAL (Phenethylamines i Have Known And Loved)]]'', Shulgin lists the dosage range as 20–40&nbsp;mg. 2C-C is usually taken orally, but may also be insufflated <ref name="CitePiHKAL">{{CitePiHKAL}}</ref>.  2C-C is unscheduled and uncontrolled in the United States, but possession and sales of 2C-C could potentially be prosecuted under the [[Federal Analog Act]] because of 2C-C's close structural similarity to [[2C-B]], though there are no known cases of this for 2C-C.  

Not much information is known about the toxicity of 2C-C. Many users report that 2C-C is gentler and more sedating than other closely related [[psychedelic]] [[phenethylamine]]s.{{citation needed|date=August 2008}}

==Effects==
* The visual effects of 2C-C are similar to those of LSD or psilocybin mushrooms, though much less intense at commonly taken doses. Unique among the psychedelics, 2C-C is intensely relaxing, almost sedating. Nasal insufflation (extremely painful) or rectal administration bypasses first pass metabolism, requiring about half the dose normally used orally; the effects occur within 2–30 minutes via these routes and tend to last about an hour less.   There are very few negative side effects attributed to 2C-C and nearly no hangover period.
* The effects can take up to two hours to manifest.
* Over the approximate dose range 20–40&nbsp;mg, effects last respectively, approximately, 4 to 8 hours.  Increased dosages increase the duration of the trip <ref name="CitePiHKAL"/>.
* No deaths have been attributed to 2C-C.

==See also==
* [[Phenethylamine]]s
* [[2,5-Dimethoxy-4-chloroamphetamine|DOC]]

==References==
{{reflist}}

==External links==
* [http://www.erowid.org/library/books_online/pihkal/pihkal022.shtml 2C-C Entry in PiHKAL]
* [http://pihkal.info/read.php?domain=pk&id=22 2C-C Entry in PiHKAL • info]
* [http://www.erowid.org/chemicals/2cc/2cc.shtml Erowid 2C-C Vault]

{{2C's}}
{{Hallucinogenic phenethylamines}}
{{PiHKAL}}

[[Category:2C (psychedelics)]]
[[Category:Organochlorides]]

[[fr:2C-C]]
[[pl:2C-C]]
[[Category:2Fix]]