2-(3-Bromophenyl)oxirane

Base Information

• Chemical Name: 2-(3-Bromophenyl)oxirane
• CAS No.: 28022-44-8
• Molecular Formula: C8H7 Br O
• Molecular Weight: 199.047
• Hs Code.: 2910900090
• European Community (EC) Number: 838-078-0
• DSSTox Substance ID: DTXSID80950711
• Nikkaji Number: J1.325.209B
• Mol file: 28022-44-8.mol

Synonyms:2-(3-bromophenyl)oxirane;28022-44-8;3-bromostyrene oxide;Oxirane, (3-bromophenyl)-;131567-05-0;Oxirane,2-(3-bromophenyl)-;m-Bromostyrene 7,8-oxide;BRN 1306939;1-Bromo-3-(epoxyethyl)benzene;Oxirane, 2-(3-bromophenyl)-;Benzene, 1-bromo-3-(epoxyethyl)-;(3-Bromophenyl)oxirane;2-(3-bromo-phenyl)-oxirane;SCHEMBL610893;DTXSID80950711;AKOS000137319;LS-29198;CS-0132973;EN300-30992;F78894;A1-03047;J-016948;Z278165168

Chemical Property of 2-(3-Bromophenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.0363mmHg at 25°C
• Boiling Point: 249.4°Cat760mmHg
• Flash Point: 99 ºC
• PSA: 12.53000
• Density: 1.596
• LogP: 2.52040
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

2-(3-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(=CC=C2)Br

Technology Process of 2-(3-Bromophenyl)oxirane

There total 8 articles about 2-(3-Bromophenyl)oxirane 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%

3-bromostyrene (2039-86-3,25584-47-8) → 2-(3-bromophenyl)oxirane (28022-44-8,131567-05-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 - 20 ℃;

DOI:10.1021/acs.jcim.7b00733

Reference yield: 82.0%

m-bromobenzoic aldehyde (3132-99-8) + trimethylsulphonium iodide (2181-42-2) → 2-(3-bromophenyl)oxirane (28022-44-8,131567-05-0)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/C8CC06503A

Reference yield: 75.3%

2,3'-dibromoacetophenone (18523-22-3) → 2-(3-bromophenyl)oxirane (28022-44-8,131567-05-0)

Guidance literature:

2,3'-dibromoacetophenone; With sodium tetrahydroborate; In methanol; at 0 ℃;

With potassium carbonate;

DOI:10.1002/adsc.202000898

upstream raw materials:

3-bromostyrene

m-chloroperoxybenzoic acid

2,3'-dibromoacetophenone

methylenedimethyl sulfurane

Downstream raw materials:

1-(3-Bromophenyl)ethanone

m-Bromphenyl-4-penten-1-ol-5

Refernces

• 1、 Zhou, Xuan,Wang, Qiong,Xiong, Wenfang,Wang, Lu,Ye, Rongkai,Xiang, Ge,Qi, Chaorong,Hu, Jianqiang. "Epoxidation of Alkenes with Molecular Oxygen as the Oxidant in the Presence of Nano-Al 2O 3". supporting information. p. 1789 - 1794. Retrieved 2020/09/18.
• 2、 Magalh?es, Joana,Annunziato, Giannamaria,Franko, Nina,Pieroni, Marco,Campanini, Barbara,Bruno, Agostino,Costantino, Gabriele. "Integration of Enhanced Sampling Methods with Saturation Transfer Difference Experiments to Identify Protein Druggable Pockets". . p. 710 - 723. Retrieved 2018/03/30.