22965-96-4

Basic information

• Product Name: (Z)-3-bromo-4-phenyl-3-buten-2-one
• Synonyms: (Z)-3-bromo-4-phenyl-3-buten-2-one
• CAS NO: 22965-96-4
• Molecular Weight: 225.085
• Mol File: 22965-96-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: (Z)-3-bromo-4-phenyl-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-bromo-4-phenyl-3-buten-2-one(22965-96-4)
• EPA Substance Registry System: (Z)-3-bromo-4-phenyl-3-buten-2-one(22965-96-4)

Safety Data

• Hazardous Substances Data: 22965-96-4(Hazardous Substances Data)

Upstream product

• 1896-62-4 (E)-benzalacetone 
• 100-52-7 benzaldehyde 
• 32147-21-0 (3E)-3-bromo-4-phenyl-3-buten-2-one 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 6310-44-7 3,4-dibromo-4-phenylbutan-2-one 
• 6310-44-7 rac-(R,S)-3,4-dibromo-4-phenylbutan-2-one 
• 127-09-3 sodium acetate 

Downstream Products

• 106063-57-4 (5-chloro-2-phenyl-1,3-benzodioxol-2-yl)propan-2-one 
• 106063-52-9 (Z)-3-(5-chloro-2-hydroxyphenoxy)-4-phenyl-3-buten-2-one sodium salt 
• 106063-51-8 3-<2-(3-oxo-1-phenyl-1-butenyloxy)phenoxy>-4-phenyl-3-buten-2-one 
• 106063-49-4 (Z)-3-(2-hydroxyphenoxy)-4-phenyl-3-buten-2-one sodium salt 
• 65304-49-6 4-(4'-Methoxyphenoxy)-4-phenyl-3-buten-2-on 
• 19006-14-5 2-methyl-3-benzylindole 

Relevant articles and documents

Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

Photo-induced tandem cyclization of 3-iodoflavones with electron rich five-membered heteroarenes

Vinyl radicals were generated from 3-iodoflavones under a mercury lamp and tandem cyclization reactions occurred with five-membered heteroarenes entailing two consecutive C-C bond formations to synthesize benzo[e]chromeno[2,3-g]indol-13(1H)-one derivatives. The tandem cyclization reactions worked in acetonitrile without any additives such as transition metals, ligands and oxidants, giving rise to a broad variety of novel polycyclic xanthone frameworks in good yield under mild and environmentally friendly reaction conditions.

Hydride transfer versus electron transfer in the reduction of 4-phenyl-3-halo-3-buten-2-ones mediated by Pichia stipitis

Reductions of (Z)-C6H5CHCXC(O)CH3 (X = Cl, Br) mediated by Pichia stipitis gave 4-phenylbutan-2-one through dehalogenation of intermediaries 3-halo-4-phenylbutan-2-one by an electron transfer mechanism. The addition of 1,3-dinitrobenzene avoids the dehalogenation and thus the corresponding (2S,3S)-halohydrins were obtained in excellent enantiomeric excesses by a hydride transfer mechanism. Irganox 1010 and 1076 were also used to inhibit the electron transfer mechanism. The obtained halohydrins are important chiral building blocks to obtain optically active epoxides and aminoalcohols.