(S)-4-Bromostyrene oxide

Base Information

• Chemical Name: (S)-4-Bromostyrene oxide
• CAS No.: 62566-68-1
• Molecular Formula: C8H7BrO
• Molecular Weight: 199.047
• Hs Code.: 2910900090
• European Community (EC) Number: 855-355-1,855-360-9
• Nikkaji Number: J784.390I
• Mol file: 62566-68-1.mol

Synonyms:148684-05-3;(S)-4-Bromostyrene oxide;(2R)-2-(4-bromophenyl)oxirane;(S)-2-(4-Bromophenyl)oxirane;Oxirane, 2-(4-bromophenyl)-, (2S)-;(R)-2-(4-Bromophenyl)oxirane;(-)-(R)-4-BROMOSTYRENE OXIDE;SCHEMBL83447;NNINSLOEPXEZOZ-MRVPVSSYSA-N;(2S)-2-(4-bromophenyl) oxirane;AKOS017405181;CS-0132979;EN300-365871;Z1198177142

Chemical Property of (S)-4-Bromostyrene oxide

Chemical Property:

• Vapor Pressure: 0.0339mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 250.7 °C at 760 mmHg
• Flash Point: 99.3 °C
• PSA: 12.53000
• Density: 1.596 g/cm³
• LogP: 2.52040
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

98%Min ^*data from raw suppliers

(2R)-2-(4-bromophenyl)oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=C(C=C2)Br
• Isomeric SMILES: C1[C@@H](O1)C2=CC=C(C=C2)Br

Technology Process of (S)-4-Bromostyrene oxide

There total 23 articles about (S)-4-Bromostyrene oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(R)?2?bromo?1?(4′?bromophenyl)ethanol (96855-38-8) → (R)-2-(4-bromophenyl)oxirane (62566-68-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h; enantioselective reaction;

DOI:10.1007/s13738-018-1535-4

Reference yield: 95.0%

para-bromophenacyl bromide (99-73-0,132309-76-3) → (R)-2-(4-bromophenyl)oxirane (62566-68-1)

Guidance literature:

With sodium formate; In water; at 25 ℃; enantioselective reaction;

DOI:10.1002/cctc.201700436

Reference yield: 64.1%

1-bromo-4-ethenyl-benzene (2039-82-9) → (R)-2-(4-bromophenyl)oxirane (62566-68-1)

Guidance literature:

With D-glucose; at 30 ℃; for 5h; Reagent/catalyst; Time; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c3cc46675b

upstream raw materials:

1-bromo-4-ethenyl-benzene

(+/-)-2-(4-bromophenyl)oxirane

2-bromo-1-(4-bromophenyl)ethanol

para-bromophenacyl bromide

Downstream raw materials:

ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate

(R)-p-phenylthiostyrene oxide

C₁₄H₁₁⁽²⁾HOS

(1S,2S)-2-(4-bromophenyl)cyclopropanecarboxylic acid

Refernces

• 1、 Chao, Rebecca R.,Lau, Ian C.-K.,Coleman, Tom,Churchman, Luke R.,Child, Stella A.,Lee, Joel H. Z.,Bruning, John B.,De Voss, James J.,Bell, Stephen G.. "The Stereoselective Oxidation of para-Substituted Benzenes by a Cytochrome P450 Biocatalyst". . p. 14765 - 14777. Retrieved 2021/09/14.
• 2、 Alcalde, Miguel,Arends, Isabel W. C. E.,Hollmann, Frank,Paul, Caroline E.,Rauch, Marine C. R.,Tieves, Florian. "Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media". . . Retrieved 2019/08/30.