31076-47-8

Basic information

• Product Name: Benzene, (1-bromo-1-propenyl)-, (E)-
• CAS NO: 31076-47-8
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• Mol File: 31076-47-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, (1-bromo-1-propenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-bromo-1-propenyl)-, (E)-(31076-47-8)
• EPA Substance Registry System: Benzene, (1-bromo-1-propenyl)-, (E)-(31076-47-8)

Safety Data

• Hazardous Substances Data: 31076-47-8(Hazardous Substances Data)

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 873-66-5 1-propenylbenzene 
• 10562-87-5 Z-1-phenyl-1-propenylphosphonic acid 
• 10602-61-6 erythro-1-phenyl-1,2-dibromopropylphosphonic acid 
• 1196-45-8 (1,2-dibromopropyl)benzene 

Downstream Products

• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 71268-59-2 (E)-1-phenyl-1-(trimethylsiloxy)propene 
• 82337-95-9 1-hydroxy-4-methyl-1-(cis-2-methyl-1-phenylethenyl)-4-phenylcyclohexane 
• 82337-93-7 4-methyl-1-(cis-2-methyl-1-phenylethenyl)-4-phenyl-1-cyclohexene 

Relevant articles and documents

Metal-Free Transfer Hydrobromination of C-C Triple Bonds

A transfer hydrobromination of C-C triple bonds inititated by Br?nsted acids is reported. Hydrogen bromide is released stepwise from a bench-stable cyclohexa-1,4-diene-based surrogate, generating biphenyl and ethylene as waste. A range of vinyl bromides was prepared from terminal and internal, mainly acceptor-substituted alkynes with good functional-group tolerance.

Catalytic anti-Markovnikov hydrobromination of alkynes

We have developed the first catalytic method for anti-Markovnikov hydrobromination of alkynes. The reaction affords terminal E-alkenyl bromides in high yield and with excellent regio- and diastereoselectivity. Both aryl- and alkyl-substituted terminal alkynes can be used as substrates. Furthermore, the reaction conditions are compatible with a wide range of functional groups, including esters, nitriles, epoxides, aryl boronic esters, terminal alkenes, silyl ethers, aryl halides, and alkyl halides. A preliminary study of the reaction mechanism suggests that the hydrobromination reaction involves hydrocupration of an alkyne, followed by the bromination of the alkenyl copper intermediate. This study also suggests that 2-tert-butyl potassium phenoxide functions as a mild catalyst turnover reagent and provides a better understanding of the unique effectiveness of (BrCl2C)2 among brominating reagents.

Regiochemical variation in the electrophilic addition of HBr to 1-phenylprop-1-yne

The reaction of aryl alkynes with dilute methylene chloride solutions of quaternary ammonium bromide and 20% trifluoroacetic acid produces primarily the syn Markovnikov adducts of hydrogen bromide. At moderate concentrations of the bromide, the principal