147749-67-5

Basic information

• Product Name: 2-bromo-3-methyl-1-phenylbutan-1-one
• CAS NO: 147749-67-5
• Molecular Weight: 241.128
• Mol File: 147749-67-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2-bromo-3-methyl-1-phenylbutan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-3-methyl-1-phenylbutan-1-one(147749-67-5)
• EPA Substance Registry System: 2-bromo-3-methyl-1-phenylbutan-1-one(147749-67-5)

Safety Data

• Hazardous Substances Data: 147749-67-5(Hazardous Substances Data)

Upstream product

• 26464-05-1 2-bromo-3-methyl-butyryl bromide 
• 71-43-2 benzene 
• 56813-82-2 (Z)-(1-bromo-3-methylbut-1-enyl)benzene 
• 100-47-0 benzonitrile 
• 108-12-3 isopentanoyl chloride 
• 582-62-7 3-methyl-1-phenylbutan-1-one 
• 618-31-5 benzylidene dibromide 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 101594-59-6 3-methyl-2-phenoxy-1-phenylbutan-1-one 
• 948908-03-0 (Z)-2-hydroxyamino-1-hydroxyimino-3-methyl-1-phenylbutane 
• 1321959-79-8 N-(3,5-dimethylphenyl)-5-isopropyl-4-phenylthiazol-2-amine 
• 1321959-61-8 5-isopropyl-N,4-diphenylthiazol-2-amine 
• 1427727-88-5 C₁₆H₁₆N₂OS₂ 
• 582-62-7 3-methyl-1-phenylbutan-1-one 
• 5650-07-7 3-methyl-1-phenyl-but-2-en-1-one 
• 1274764-47-4 2-isopropyl-3,5-diphenylfuran 
• 118299-81-3 4-Isopropyl-2-methyl-5-phenyl-oxazole 

Relevant articles and documents

Iodine(III)-Mediated Oxidative Hydrolysis of Haloalkenes: Investigation of the Effect of Iodine(III) Reagents

The iodine(III)-mediated oxidative transposition of vinyl halides to the corresponding α-halo ketones has been recently reported. The method is high yielding and offers good substrate scope. The investigation of other iodine(III) reagents to promote this

Synthesis of α,β-dibromo ketones by photolysis of α-bromo ketones with N-bromosuccinimide: Photoinduced β-bromination of α-bromo ketones

Irradiation of α-bromopropiophenones in the presence of NBS results in the formation of α,β-dibromopropiophenones, which can be viewed as β-bromination of α-bromopropiophenones. The reaction is believed to go through a series of reactions; photoinduced C–Br bond cleavage, elimination of HBr to give α,β-unsaturated ketone intermediates, and addition of Br2, which are formed by the reaction between HBr and NBS. From mechanistic studies of the reaction, we have also found a very convenient method for α-debromination of the α,β-dibromopropiophenones which is by simple irradiation of the dibromo ketones in acetone or 2-propanol without the use of any additives. Our results demonstrate that bromine can be added into or eliminated from the alpha, beta, or both positions to the carbonyl group by photochemical methods, which make synthetic options of bromine containing carbonyl compounds versatile.

Unexpected Role of p-Toluenesulfonylmethyl Isocyanide as a Sulfonylating Agent in Reactions with α-Bromocarbonyl Compounds

The reactions of p-toluenesulfonylmethyl isocyanide (TosMIC) with α-bromocarbonyl compounds leading efficiently to α-sulfonated ketones, esters, and amides were reported, in which an explicit new role of TosMIC as the sulfonylating agent was uncovered for the first time. Mechanistic study by control experiments and DFT calculations suggested that the reaction is initiated by Cu(OTf)2-catalyzed hydration of TosMIC to form a formamide intermediate, which undergoes facile C-S bond cleavage under the mediation of a Cs2CO3 additive.