73932-65-7

Basic information

• Product Name: 2,3,4,5,6-pentamethyl-1-(α-bromoacetyl)benzene
• Synonyms: 2,3,4,5,6-pentamethyl-1-(α-bromoacetyl)benzene
• CAS NO: 73932-65-7
• Molecular Weight: 269.181
• Mol File: 73932-65-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,3,4,5,6-pentamethyl-1-(α-bromoacetyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5,6-pentamethyl-1-(α-bromoacetyl)benzene(73932-65-7)
• EPA Substance Registry System: 2,3,4,5,6-pentamethyl-1-(α-bromoacetyl)benzene(73932-65-7)

Safety Data

• Hazardous Substances Data: 73932-65-7(Hazardous Substances Data)

Upstream product

• 2040-01-9 2',3',4',5',6'-pentamethylacetophenone 

Downstream Products

• 147834-70-6 2-Bromo-1-(2,3,4,5-tetramethyl-6-nitromethyl-phenyl)-ethanone 

Relevant articles and documents

Positional Reactivity of Acylpolymethylbenzenes in Electrophilic Substitution

Friedel-Crafts acylation, bromination, deuteration, and nitration of acetylpentamethylbenzene (APMB), 1-acetyl-2,3,4,6-tetramethylbenzene (ATMB), and 1-benzoyl-2,3,4,6-tetramethylbenzene (BTMB) and the resulting product distribution were investigated.Friedel-Crafts acylation, bromination, and deuteration of APMB and Friedel-Crafts acylation of ATMB gave deacetylation-substitution products.On the other hand, bromination and deuteration of ATMB (or BTMB) and Friedel-Crafts acylation of BTMB gave 5-substituted products.In both cases, the positional reactivities were in accordance with the relative ?-complex stability.Conversely, except for Friedel-Crafts-type nitration, the positional reactivities in the nitration of these substrates were strikingly different from those of the above three reactions.Thus, side-chain functionalization at the 6-methyl group occurred in nitration with fuming nitric acid, depending on the solvents in use.The NMDO calculations and the reaction of APMB with single-electron transfer reagents such as tetranitromethane-hν or cerium(IV) ammonium nitrate suggest that the product distribution in nitration can be explained in terms of a single-electron transfer mechanism.