7086-72-8

Basic information

• Product Name: 4-methyl-3-cyclohexene-1-acetyl chloride
• Synonyms: 4-methyl-3-cyclohexene-1-acetyl chloride
• CAS NO: 7086-72-8
• Molecular Weight: 172.655
• Mol File: 7086-72-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-methyl-3-cyclohexene-1-acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-3-cyclohexene-1-acetyl chloride(7086-72-8)
• EPA Substance Registry System: 4-methyl-3-cyclohexene-1-acetyl chloride(7086-72-8)

Safety Data

• Hazardous Substances Data: 7086-72-8(Hazardous Substances Data)

Upstream product

• 53216-76-5 4-Methyl-3-cyclohexen-1-acetonitril 
• 20292-15-3 4-methyl-cyclohex-3-enecarboxylic acid ethyl ester 
• 7086-66-0 2-<(1RS)-4-methylcyclohex-3-enyl>acetic acid 

Downstream Products

• 18240-10-3 (+/-)-2-(3-cyclohexenyl)ethanol 
• 97367-30-1 1-(4-methyl-3-cyclohexenyl)-4-(trimethylsilyl)-3-butyn-2-one 

Relevant articles and documents

Investigation of the Cyclopentenone Formation via the α-Alkynone Cyclisation: Synthesis of the Acorone Intermediate 8-Methylspirodeca-3,7-dien-2-one

As a further application of the cyclopentenone formation A-->C via the thermal α-alkynone cyclisation B-->C and in order to test the fate of an isolated C,C-double bond within a molecule under these conditions, we investigated the synthesis of the acorone intermediate 3 starting from the known carboxylic acid 1.The α-alkynone 2 was obtained from 1 via the acyl chloride 6 and a Pd(II)-catalysed route (22percent).The thermolysis of 2 at 550 deg provided the target molecule 3 (48percent) together with the product 9 (20percent) of a competing intramolecular ene reaction and its dimer 10 (4percent).At a higher thermolysis temperature (650 deg), the spiro ketone 3 was found to be unstable, affording the retro-Diels-Alder fragments 4-methylidene-2-cyclopentenone (12) (33percent) and isoprene (32percent).A further example of the influence of an isolated double bond on the yield of the cyclopentenone-formation sequence A-->C was provided by the comparison of the annelation 14-->20 (5percent overall with Pd(II)-catalysed acylation) with that of its non-olefinic analogue 17-->21 (53percent overall with Friedel-Crafts acylation).