178742-89-7

Basic information

• Product Name: Bicyclo[4.1.0]hept-3-ene, 3-ethynyl-1-methyl- (9CI)
• Synonyms: Bicyclo[4.1.0]hept-3-ene, 3-ethynyl-1-methyl- (9CI)
• CAS NO: 178742-89-7
• Molecular Formula: C10H12
• Molecular Weight: 132.20228
• Mol File: 178742-89-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[4.1.0]hept-3-ene, 3-ethynyl-1-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[4.1.0]hept-3-ene, 3-ethynyl-1-methyl- (9CI)(178742-89-7)
• EPA Substance Registry System: Bicyclo[4.1.0]hept-3-ene, 3-ethynyl-1-methyl- (9CI)(178742-89-7)

Safety Data

• Hazardous Substances Data: 178742-89-7(Hazardous Substances Data)

Upstream product

• 6929-96-0 2-ethynyl-1,3-butadiene 
• 3100-04-7 Methylcyclopropen 

Relevant articles and documents

Novel dienes and dienophiles, VI: On the chemical behavior of Z-ethynyl-1,3-butadiene

The behavior of 2-ethynyl-1,3-butadiene (1) as the diene component in Diels-Alder additions has been studied using a selection of representative double and triple bond dienophiles. The latter include maleic anhydride (5a), diethyl fumarate (6), benzoquinone (7), methyl acrylate (11), juglone (20), 1-methylcyclopropene (23), dimethyl acetylenedicarboxylate (26), propiolic aldehyde (32), 4-phenyl-1,2,4-triazolin-3,5-dione (35) and diethyl azodicarboxylate (37). [2 + 4] Cycloadducts were formed in all cases in varying yields. The addition is accompanied by thermal dimerization of 1 which leads to 1,4-diethynyl-4-vinyl-1-cyclohexene (43) and 1,6-diethynyl-1,5-cyclooctadiene (39). The mechanism of this dimerization is discussed. In a competition experiment towards maleic anhydride (5a), diene 1 was shown to be ca. five times less reactive than isoprene. VCH Verlagsgesellschaft mbH, 1996.