1-Ethynylcyclohexanol
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| ECHA InfoCard | 100.001.001 |
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| Formula | C8H12O |
| Molar mass | 124.183 g·mol−1 |
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| Melting point | 30–33 °C (86–91 °F) |
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1-Ethynylcyclohexanol (ECX) is an alkynyl alcohol derivative which is both a synthetic precursor to, and an active metabolite of the tranquilizer ethinamate, and has similar sedative, anticonvulsant and muscle relaxant effects. It has been sold as a designer drug, first being identified in the UK in March 2012.[1][2][3][4]
Preparation
[edit]
1-Ethynylcyclohexanol can be prepared from cyclohexanone by the reacting it with sodium acetylide in liquid ammonia, followed by an acidic work-up.[5]
See also
[edit]- 1,6-Dioxecane-2,7-dione
- 2-Methyl-2-butanol
- 2-Methyl-2-pentanol
- 3-Methyl-3-pentanol
- Clocental
- Ethchlorvynol
- Methylpentynol
- Prenderol
References
[edit]- ^ Levina RY, Vinogradova EU (1936). "Action of sodium acetylide on cyclic ketones. I. Synthesis of 1-ethynylcyclohexanol". Zhurnal Prikladnoi Khimii. 9. Sankt-Peterburg, Russian Federation: 1299–1302. ISSN 0044-4618.
- ^ Verkruijsse HD, Graaf WD, Brandsma L (February 1988). "An efficient and quick laboratory scale method for the ethynylation of some aliphatic and cycloaliphatic carbonyl compounds". Synthetic Communications. 18 (2): 131–4. doi:10.1080/00397918808077336.
- ^ Nazarov IN, Kotlyarevskii IL, Ryabchenko VF (1953). "Acetylene derivatives. CLX. Condensation of aldehydes and ketones with acetylene under pressure. New method of synthesis of acetylenic alcohols". Zhurnal Obshchei Khimii. 23: 1900–1904. ISSN 0044-460X.
- ^ "Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA (New drugs in Europe, 2012)" (PDF). Lisbon: EMCDDA. May 2013.
- ^ Saunders JH, Schreiber RS, Jenner EL (1949). "1-ETHYNYLCYCLOHEXANOL". Organic Syntheses. 29: 47. doi:10.15227/orgsyn.029.0047.
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