62566-68-1

Basic information

• Product Name: (R)-4-BROMOSTYRENE OXIDE
• Synonyms: (R)-4-BROMOSTYRENE OXIDE;(R)-2-(4-Bromo-phenyl)-oxirane;(-)-(R)-4-BROMOSTYRENE OXIDE IN HEXANE (1:1 W/W)
• CAS NO: 62566-68-1
• Molecular Formula: C₈H₇BrO
• Molecular Weight: 199.04
• Mol File: 62566-68-1.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 250.7 °C at 760 mmHg
• Flash Point: 99.3 °C
• Appearance: /
• Density: 1.596 g/cm³
• Vapor Pressure: 0.0339mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: (R)-4-BROMOSTYRENE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-BROMOSTYRENE OXIDE(62566-68-1)
• EPA Substance Registry System: (R)-4-BROMOSTYRENE OXIDE(62566-68-1)

Safety Data

• Hazardous Substances Data: 62566-68-1(Hazardous Substances Data)

Usage

General Description

"(R)-4-Bromostyrene oxide is a chemical compound mainly used in scientific research and industry. This colorless liquid is an isomer of styrene oxide, which is an epoxide made from styrene. It is classified as an organic compound that contains a bromine atom, known to be less reactive than its chlorine and fluorine counterparts. Its safety and risk factors have not been well characterized. Its specific uses, physical and chemical properties, and methods of production may vary and are often not disclosed due to proprietary reasons. Handling of (R)-4-Bromostyrene oxide should be conducted with proper safety equipment due to the potential risk factors associated with bromine compounds.

InChI:InChI=1/C8H7BrO/c9-7-3-1-6(2-4-7)8-5-10-8/h1-4,8H,5H2/t8-/m0/s1

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 100306-24-9 (S)-2-bromo-1-(4-bromophenyl)ethanol 
• 99-90-1 para-bromoacetophenone 
• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 
• 65-85-0 benzoic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 96855-38-8 (R)?2?bromo?1?(4′?bromophenyl)ethanol 
• 99-73-0 para-bromophenacyl bromide 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 1030268-21-3 trimethylsulfonium iodide 
• 1029431-48-8 (R)-1-(4-bromophenyl)-2-chloroethanol 
• 92093-23-7 (R)-(-)-1-(4-bromophenyl)-1,2-ethanediol 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 

Downstream Products

• 92093-23-7 (R)-(-)-1-(4-bromophenyl)-1,2-ethanediol 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 
• 201403-13-6 (R)-N²-[2-Hydroxy-1-(p-bromophenyl)ethyl]guanosine 
• 207279-37-6 ethyl (1R,2R)-2-(4-bromophenyl)cyclopropane-1-carboxylate 
• 937277-35-5 2-(benzyl-(2(S)-hydroxyethyl)amino)-1-(4-bromophenyl)-ethanol 
• 169272-18-8 (S)-2-azido-2-(4-bromophenyl) ethan-1-ol 
• 875479-34-8 ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate 
• 1323142-67-1 (R)-p-phenylthiostyrene oxide 
• 1323143-15-2 C₁₄H₁₁⁽²⁾HOS 
• 1123620-89-2 (1S,2S)-2-(4-bromophenyl)cyclopropanecarboxylic acid 
• 1119807-02-1 AZD₅₂₁₃ 
• 1241093-84-4 (1S, 2S)-2-(4-Carbamoyl-phenyl)-cyclopropanecarboxylic acid 
• 1240914-90-2 (1S,2S)-2-(4-cyano-phenyl)-cyclopropanecarboxylic acid 
• 1240914-03-7 4-{(1S, 2S)-2-[((R)-4-cyclobutyl-2-methylpiperazin-1-yl)carbonyl]-cyclopropyl}-benzamide 

Relevant articles and documents

Synthesis of new chiral Mn(iii)-salen complexes as recoverable and reusable homogeneous catalysts for the asymmetric epoxidation of styrenes and chromenes

New chiral Mn(iii)-salen complexes 1a-e and 2a-e were synthesized from the reaction of C2-symmetric chiral salen ligands and Mn(CH3COO)2·4H2O under an inert atmosphere followed by aerobic oxidation. These complexes were obtained in 91-96% yields and characterized by HRMS, FT-IR, UV-visible spectroscopy, TGA, and elemental analysis. The chiral Mn(iii)-salen complexes 1a-e and 2a-e were evaluated in the asymmetric epoxidation of styrene using NaOCl as an oxidant in ethyl acetate as a green solvent. The chiral Mn(iii)-salen complexes 1b and 2b (2 mol%) catalyzed the asymmetric epoxidation of substituted styrenes and chromenes to afford the corresponding epoxides in 95-98% yields with 29-88% ee's. The catalysts 1b and 2b were recovered and reused for up to 2 and 3 runs, respectively, in the asymmetric epoxidation of styrene, and the yield of styrene oxide gradually decreased but the ee was consistent.

Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media

Biocatalytic oxyfunctionalisation reactions are traditionally conducted in aqueous media limiting their production yield. Here we report the application of a peroxygenase in neat reaction conditions reaching product concentrations of up to 360 mM.

Highly Enantioselective Hydrosilylation of Ketones Catalyzed by a Chiral Oxazaborolidinium Ion

A highly enantioselective hydrosilylation of ketones was developed for the synthesis of a variety of chiral secondary alcohols. In the presence of a chiral oxazaborolidinium ion (COBI) catalyst, the reaction proceeded with good yields (up to 99%) with excellent enantioselectivities (up to 99% ee).