10087-24-8

Basic information

• Product Name: 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one
• Synonyms: 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one
• CAS NO: 10087-24-8
• Molecular Weight: 358.855
• Mol File: 10087-24-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one(10087-24-8)
• EPA Substance Registry System: 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one(10087-24-8)

Safety Data

• Hazardous Substances Data: 10087-24-8(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 17746-79-1 4-dibromomethyl-4-methylcyclohexa-2,5-dien-1-one 
• 100-52-7 benzaldehyde 
• 103-49-1 dibenzylamine 
• 1654-62-2 4-methyl-2,4,6-cycloheptatrien-1-one 
• 36776-51-9 2,3,6-tribromo-4-methyl-phenol 
• 17746-75-7 3-bromo-5-methylsalicylic acid 
• 89981-09-9 4-Tribrommethyl-4-methylcyclohexa-2,5-dien-1-ol 
• 68837-59-2 4-bromo-2-methylbenzoic acid 
• 6968-28-1 4-bromophthalic acid 

Relevant articles and documents

Photoreactions of 4-(tribromomethyl)-4-methyl-2,5-cyclohexadienone and its derivatives with amines: Radical cyclization and ring expansion reactions promoted through photoinduced electron transfer processes

Photoreactions of 4-(tribromomethyl)-4-methyl-2,5-cyclohexadienone (1) and its derivatives with amines were studied. Irradiation of 1 with amine produced 4-bromo-5-methyltropone (2) along with 4-(dibromomethyl)-4-methyl- 2,5-cyclohexadienone (3). The effects of solvent, added water, and the structural variation in amine on the product ratio were explored. Isolation of the amine-derived products revealed that oxidative dealkylation of amine proceeded during the photoreaction. On the basis of the results obtained, a reaction mechanism involving fragmentation of the dienone anion-radical and amine cation-radical pair is proposed. Photoreactions of dienone 4 with amine produced the tropones 6 and 7, whereas tropone 9 was produced from 8. Trialkyltin radical-induced reductions of dienones 1 and 4 with tri-n- butyltin hydride demonstrated common features with the photoreactions. It was also found that irradiation of dienone 3 with amine produced 4-methyltropone (10).