1-Ethynylcyclohexanol

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]

1-Ethynylcyclohexanol

Identifiers
IUPAC name 1-ethynylcyclohexan-1-ol
CAS Number	78-27-3 Y
PubChem CID	6525
ChemSpider	6277
UNII	6RV04025EH
ChEMBL	ChEMBL394631
CompTox Dashboard (EPA)	DTXSID0021757
ECHA InfoCard	100.001.001
Chemical and physical data
Formula	C8H12O
Molar mass	124.183 g·mol−1
3D model (JSmol)	Interactive image
Melting point	30–33 °C (86–91 °F)
SMILES C#CC1(CCCCC1)O
InChI InChI=1S/C8H12O/c1-2-8(9)6-4-3-5-7-8/h1,9H,3-7H2 Key:QYLFHLNFIHBCPR-UHFFFAOYSA-N

Preparation

Synthesis of 1-ethynylcyclohexanol from cyclohexanone.

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

• 1,6-Dioxecane-2,7-dione
• 2-Methyl-2-butanol
• 2-Methyl-2-pentanol
• 3-Methyl-3-pentanol
• Clocental
• Ethchlorvynol
• Methylpentynol
• Prenderol