Tert-Amyl alcohol: Difference between revisions
No edit summary |
No edit summary |
||
Line 81: | Line 81: | ||
2M2B has been used recreationally because of its lack of toxic aldehyde metabolites.<ref name='bluelight report'> {{cite web | url = http://www.bluelight.ru/vb/threads/439925-2-methyl-2-butanol-First-Time-Nice-Euphoric-Sedative-Few-Negatives | title = 2-methyl-2-butanol - First Time - Nice, Euphoric Sedative, Few Negatives | accessdate = 2013-01-13}}</ref><ref name='bluelight discussion'> {{cite web | url = http://www.bluelight.ru/vb/threads/490389-2-methyl-2-butanol-quot-Vodka-quot | title = 2-methyl-2-butanol "Vodka" | accessdate = 2013-01-13}}</ref> |
2M2B has been used recreationally because of its lack of toxic aldehyde metabolites.<ref name='bluelight report'> {{cite web | url = http://www.bluelight.ru/vb/threads/439925-2-methyl-2-butanol-First-Time-Nice-Euphoric-Sedative-Few-Negatives | title = 2-methyl-2-butanol - First Time - Nice, Euphoric Sedative, Few Negatives | accessdate = 2013-01-13}}</ref><ref name='bluelight discussion'> {{cite web | url = http://www.bluelight.ru/vb/threads/490389-2-methyl-2-butanol-quot-Vodka-quot | title = 2-methyl-2-butanol "Vodka" | accessdate = 2013-01-13}}</ref> |
||
==Occurrence in fusel alcohol== |
|||
2M2B is a byproduct of the fermentation of grain.<ref>George Milbry Gould & R J E Scott. "The Practitioner's Medical Dictionary", 1910</ref> |
|||
==See also== |
==See also== |
Revision as of 20:04, 19 January 2013
Names | |
---|---|
Preferred IUPAC name
2-Methyl-2-butanol[1] | |
Systematic IUPAC name
2-Methylbutan-2-ol[1] | |
Other names | |
Identifiers | |
3D model (JSmol)
|
|
1361351 | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.827 |
EC Number |
|
KEGG | |
MeSH | tert-amyl+alcohol |
PubChem CID
|
|
RTECS number |
|
UNII | |
UN number | 1105 |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C5H12O | |
Molar mass | 88.150 g·mol−1 |
Appearance | Colourless liquid |
Odor | Camphorous, peppermint |
Density | 805 mg cm−3 |
Melting point | −9 °C; 16 °F; 264 K |
120 g dm−3 | |
log P | 1.095 |
Vapor pressure | 1.6 kPa (at 20 °C) |
Refractive index (nD)
|
1.405 |
Thermochemistry | |
Std molar
entropy (S⦵298) |
229.3 J K−1 mol−1 |
Std enthalpy of
formation (ΔfH⦵298) |
−380.0–−379.0 kJ mol−1 |
Std enthalpy of
combustion (ΔcH⦵298) |
−3.3036–−3.3026 MJ mol−1 |
Hazards | |
GHS labelling: | |
Danger | |
H225, H315, H332, H335 | |
P210, P261 | |
NFPA 704 (fire diamond) | |
Flash point | 19 °C |
Explosive limits | 9% |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
2-Methyl-2-butanol, also known as tert-amyl alcohol, 2M2B or amylene hydrate, is one of the isomers of amyl alcohol. It is a clear, colorless liquid with a strong odor of peppermint or camphor.[2][3] In humans it possesses sedative, hypnotic, and anticonvulsant effects similar to ethanol through ingestion or inhalation, and was previously used in medicine for this purpose.[4] It is active in doses of 2,000-4,000 mg, making it some 20 times more potent than regular ethanol.[5][6] Its hypnotic potency is between that of chloral hydrate and paraldehyde.[7] In humans, 2-methyl-2-butanol is metabolized primarily via gluconoridation and oxidation to 2,3-dihydroxy-2-methylbutane.[8] Overdose produces symptoms similar to alcohol poisoning and is a medical emergency.
2M2B has been used recreationally because of its lack of toxic aldehyde metabolites.[9][10]
Occurrence in fusel alcohol
2M2B is a byproduct of the fermentation of grain.[11]
See also
References
- ^ a b c d e f "tert-amyl alcohol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 2011-12-13.
- ^ Coblentz, Virgil (1899). The Newer Remedies: A reference manual for physicians, pharmacists, and students (3rd ed.). Philadelphia: P. Blakiston's Son & Co. p. 18.
{{cite book}}
: More than one of|at=
and|page=
specified (help) - ^ H. C. Wood & R. M. Smith, ed. (15 September 1887). "Amylene hydrate - a new hypnotic". Therapeutic Gazette - A monthly journal of physiological and clinical therapeutics. 3. Detroit MI and Philadelpia PA: G. S. Davis: 605–606.
- ^ Robert A. Lewis (1998). Lewis' Dictionary of Toxicology. CRC Press. p. 45. ISBN 1-56670-223-2.
- ^ Hans Brandenberger & Robert A. A. Maes, ed. (1997). Analytical Toxicology for Clinical, Forensic and Pharmaceutical Chemists. p. 401. ISBN 3-11-010731-7.
- ^ D. W. Yandell; et al. (1888). "Amylene hydrate, a new hypnotic". The American Practitioner and News. 5. Lousville KY: John P. Morton & Co: 88–89.
{{cite journal}}
: Explicit use of et al. in:|author=
(help) - ^ F. A. Castle & C. Rice (1888). "Amylene and amylene hydrate". The American Druggist. 17 (3): 58–59.
{{cite journal}}
: Unknown parameter|month=
ignored (help) - ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 10367338 , please use {{cite journal}} with
|pmid= 10367338
instead. - ^ "2-methyl-2-butanol - First Time - Nice, Euphoric Sedative, Few Negatives". Retrieved 2013-01-13.
- ^ "2-methyl-2-butanol "Vodka"". Retrieved 2013-01-13.
- ^ George Milbry Gould & R J E Scott. "The Practitioner's Medical Dictionary", 1910