468082-55-5

Basic information

• Product Name: 3-Buten-2-one, 4-(2-bromophenyl)-, (3E)-
• Synonyms: 4-(2-bromo-phenyl)-but-3-en-2-one;4-(2'-bromophenyl)-but-3-en-2-one;4-(2-bromophenyl)but-3-en-2-one;(E)-4-(2-Bromo-phenyl)-but-3-en-2-one;(E)-4-(2-bromophenyl)but-3-en-2-one;4-(2-bromophenyl)-3-buten-2-one;o-bromobenzalacetone
• CAS NO: 468082-55-5
• Molecular Formula: C10H9BrO
• Molecular Weight: 225.085
• Mol File: 468082-55-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-one, 4-(2-bromophenyl)-, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-one, 4-(2-bromophenyl)-, (3E)-(468082-55-5)
• EPA Substance Registry System: 3-Buten-2-one, 4-(2-bromophenyl)-, (3E)-(468082-55-5)

Safety Data

• Hazardous Substances Data: 468082-55-5(Hazardous Substances Data)

Upstream product

• 67-64-1 acetone 
• 6630-33-7 ortho-bromobenzaldehyde 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 1486-28-8 diphenyl(methyl)phosphine 
• 78-95-5 chloroacetone 
• 1067-71-6 Diethyl (2-oxopropyl)phosphonate 
• 51067-38-0 4-phenoxyphenylboronic acid 

Downstream Products

• 1620209-01-9 (R,E)-1-(2-bromophenyl)-6,6,6-trifluoro-5-hydroxy-5-phenylhex-1-en-3-one 
• 1597410-54-2 (E)-S-methyl 4-(2-bromophenyl)-2-oxobut-3-enethioate 
• 67130-96-5 4-(2-bromophenyl)-2-butanol 
• 1378939-10-6 (E)-4-(2-bromophenyl)but-3-en-2-ol 
• 913373-26-9 5-(2-bromophenyl)-3-hydroxycyclohex-2-enone 
• 1056017-60-7 diethyl 2-((S)-1-(2-bromophenyl)-3-oxobutyl)malonate 

Relevant articles and documents

Catalytic Enantioselective Conjugate Addition of Stereodefined Di- and Trisubstituted Alkenylaluminum Compounds to Acyclic Enones

Catalytic enantioselective conjugate addition (ECA) reactions with readily accessible and stereochemically defined E-, Z-, di- and trisubstituted alkenyl aluminum compounds are disclosed. Transformations are promoted by various NHC-copper catalysts (NHC=N-heterocyclic carbene), which are derived from enantiomerically pure sulfonate imidazolinium salts. The desired products were obtained in up to 89% yield and >99:1 e.r.; the alkenyl moiety was transferred with complete retention of its stereochemical identity in all instances. The scope and limitations of the approach, key mechanistic attributes, and representative functionalization are presented as well. (Figure presented.).

An access to α, β-unsaturated ketones via dual cooperative catalysis

A dual cooperative organocatalytic approach for the synthesis of α, β-unsaturated ketones is described. This one pot transformation is realized via a domino Knoevenagel-Michael-retro Michael reaction sequence. Various aliphatic ketones reacted smoothly with aromatic as well as aliphatic aldehydes in presence catalytic amount of Meldrum's acid and bifunctional amine. The highlights of this protocol are the easy availability of catalysts, high selectivity, and functional group tolerance. The reaction proved to highly E-selective with no side products emanating from self-condensation, unlike the base-mediated reactions.

Organocatalyzed Asymmetric Conjugate Addition of Heteroaryl and Aryl Trifluoroborates: A Synthetic Strategy for Discoipyrrole D

Bis-heteroaryl or bis-aryl stereocenters were formed by an organocatalytic enantioselective conjugate addition using the respective trifluoroborate salts as nucleophiles. Control studies suggested that fluoride dissociation is necessary in the anhydrous conditions. This strategy is applicable to the synthesis of discoipyrrole D, an inhibitor of BR5 fibroblast migration.