181276-86-8

Basic information

• Product Name: 2-Cyclopenten-1-ol, 2-ethynyl-5,5-dimethyl- (9CI)
• Synonyms: 2-Cyclopenten-1-ol, 2-ethynyl-5,5-dimethyl- (9CI)
• CAS NO: 181276-86-8
• Molecular Formula: C9H12O
• Molecular Weight: 136.19098
• Mol File: 181276-86-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cyclopenten-1-ol, 2-ethynyl-5,5-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-ol, 2-ethynyl-5,5-dimethyl- (9CI)(181276-86-8)
• EPA Substance Registry System: 2-Cyclopenten-1-ol, 2-ethynyl-5,5-dimethyl- (9CI)(181276-86-8)

Safety Data

• Hazardous Substances Data: 181276-86-8(Hazardous Substances Data)

Upstream product

• 181276-75-5 4,4-dimethyl-2-((trimethylsilyl)ethynyl)cyclohex-2-enone 
• 157952-85-7 2-iodo-4,4-dimethyl-cyclohex-2-enone 
• 181276-81-3 5,5-dimethyl-1-ethynyl-7-oxabicyclo[4.1.0]heptan-2-one 

Relevant articles and documents

119. 2-Alkynylcyclopent-2-enols from 2-alkynylcyclohex-2-enones via 1-alkynyl-7-oxabicyclo[4.1.0]heptan-2-ones

2-Alkynylcyclohex-2-enones 1a-c and 2a-c react with H2O2/NaOH in MeOH to afford 1-alkynyl-7-oxabicyclo[4.1.0]heptan-2-ones 3a-c and 4a-c, respectively. The 3-unsubstituted bicyclic epoxy ketones 3a, 3b, and 4a, 4b react further with H2O2/NaOH, undergoing ring contraction and (formal) decarbonylation to give 2-alkynylcyclopent-2-enols 5a, 5b, and 6a, 6b, respectively. Epoxy ketones 3 are also obtained under neutral conditions on irradiation (λ = 350 nm) of cyclohexenones 1 in air-saturated benzene solution. Similarly, under neutral conditions oxo-cycloalkenecarbonitriles 8 react (thermally) with H2O2 in MeCN to give the oxabicyclic carbonitriles 9.