1832-41-3

Usage

Physical state

Pale yellow liquid

Odor

Strong, sweet

Usage

Organic synthesis (reagent and intermediate)

Type

Brominated ketone (contains bromine atom attached to a carbonyl group)

Common uses

Pharmaceutical and chemical research (synthesis of organic compounds), building block for other chemicals

Safety precautions

Flammable, may cause skin and eye irritation upon contact

Upstream product

• 2042-85-5 1,2-diphenylpropan-1-one 
• 451-40-1 phenyl benzyl ketone 
• 103-80-0 phenylacetyl chloride 
• 71-43-2 benzene 

Downstream Products

• 4452-11-3 1,2-diphenylprop-2-en-1-one 
• 951-85-9 (S)-methyldesoxybenzoin 
• 58751-83-0 1,2-diphenylpropan-1-one 
• 2042-85-5 1,2-diphenylpropan-1-one 

Relevant academic research and scientific papers

Rearrangement during halogenation of 2-hydroxy-1,2-diphenylpropan-1-one (α-methylbenzoin)

The reaction of 2-hydroxy-1,2-diphenylpropan-1-one 1 with SOCl2 or PBr3 gives, respectively, the 3-chloro- and 3-bromo-1,2-diphenylpropan-1-ones 4 and 6. The expected 2-chloro- and 2-bromo-1,2-diphenylpropan-1-ones 2 and 5 can, howev

CHIRAL ORGANOSILICON HYDRIDES

The invention provides a method for enantioselectively reducing a prochiral carbon centred radical having one or more electron donor groups attached directly to the central prochiral carbon atom of the radical, and/or attached to a carbon atom within 1 to 4 atoms of the central prochiral carbon atom, comprising treating said radical with an activated chiral non-racemic organosilicon hydride in the presence of a Lewis acid. The invention also provides a novel class of activated chiral non-racemic organosilicon hydrides.

Destabilized Carbenium Ions. Secondary and Tertiary α-Acetylbenzyl Cations and α-Benzoylbenzyl Cations

The secondary α-acetylbenzyl and α-benzoylbenzyl cations, as well as their tertiary analogues, have been generated in a mass spectrometer by electron impact induced fragmentation of the corresponding α-bromoketones.These ions belong to the interesting family of destabilized α-acylcarbenium ions.While primary α-acylcarbenium ions appear to be unstable, the secondary and tertiary ions exhibit the usual behaviour of stable entities in a potential energy well.This can be attributed to a 'push-pull' substitution at the carbenium centre by an electron-releasing phenyl group and an electron-withdrawing acyl substituent.The characteristic unimolecular reaction of the metastable secondary and tertiary α-acylbenzyl cations is the elimination of CO by a rearrangement reaction involving a 1,2-shift of a methyl group and a phenyl group, respectively.The loss of CO is accompanied by a very large kinetic energy release, which gives rise to a broad and dish-topped peaks for this process in the mass-analysed ion kinetic energy spectra of the corresponding ions.This behaviour is attributed to the rigid critical configuration of a corner-protonated cyclopropanone derivative and a bridged phenonium ion derivative, respectively, for this reaction.For the tertiary α-acetyl-α-methylbenzyl cations, it has been shown by deuterium labelling and by comparison of collisional activation spectra that these ions equilibrate prior to decomposition with their 'protomer' derivatives formed by proton migration from the α-methyl substituent to the carbonyl group and to the benzene ring.