2-(4-Bromophenyl)oxirane

Base Information

• Chemical Name: 2-(4-Bromophenyl)oxirane
• CAS No.: 32017-76-8
• Molecular Formula: C8H7 Br O
• Molecular Weight: 199.047
• Hs Code.: 29109000
• European Community (EC) Number: 628-308-6
• DSSTox Substance ID: DTXSID10953896
• Nikkaji Number: J864.296F
• Mol file: 32017-76-8.mol

Synonyms:2-(4-Bromophenyl)oxirane;32017-76-8;p-Bromostyrene oxide;4-Bromostyrene oxide;Oxirane, (4-bromophenyl)-;(4-Bromophenyl)oxirane;p-Bromostyrene 7,8-oxide;Oxirane, (p-bromophenyl)-;CCRIS 825;1-Bromo-4-(epoxyethyl)benzene;Benzene, 1-bromo-4-(epoxyethyl)-;BRN 0114322;4-17-00-00402 (Beilstein Handbook Reference);2-(4-bromophenyl)-oxirane;2-(4-bromo-phenyl)-oxirane;SCHEMBL916179;DTXSID10953896;2-(4-Bromophenyl)oxirane, 96%;(2R)-2-(4-bromophenyl)-oxirane;(^+)-4-Bromostyrene oxide, 98%;MFCD01656787;AKOS000137934;AKOS016843483;SB44972;AS-30086;LS-29199;CS-0132986;FT-0770655;FT-0773934;EN300-62262;A901156;J-018603;J-500923;Z278165164

Chemical Property of 2-(4-Bromophenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.0339mmHg at 25°C
• Melting Point: 26-29 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 91-93 °C2 mm Hg(lit.)
• Flash Point: 99.3°C
• PSA: 12.53000
• Density: 1.596g/cm³
• LogP: 2.52040
• Water Solubility.: Insoluble in water.
• 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:

97% ^*data from raw suppliers

2-(4-Bromophenyl)oxirane 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 10-68-51/53-22
• Safety Statements: 26-36-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=C(C=C2)Br

Technology Process of 2-(4-Bromophenyl)oxirane

There total 21 articles about 2-(4-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: 96.0%

trimethylsulphonium iodide (2181-42-2) + 4-bromo-benzaldehyde (1122-91-4) → (+/-)-2-(4-bromophenyl)oxirane (32017-76-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; water; for 60h; Reflux;

DOI:10.1016/j.tet.2009.07.053

Reference yield: 95.0%

1-bromo-4-ethenyl-benzene (2039-82-9) → (+/-)-2-(4-bromophenyl)oxirane (32017-76-8)

Guidance literature:

1-bromo-4-ethenyl-benzene; With tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate; scandium tris(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 0.166667h; Sealed tube;

With dihydrogen peroxide; In water; acetonitrile; for 0.05h; Sealed tube;

DOI:10.1039/c7cc09698d

Reference yield: 85.0%

4-bromo-benzaldehyde (1122-91-4) + polymer; monomer(s): 4-vinylphenyl methyl sulfide; 1,4-bis(4-vinylphenoxy)butane; methyl trifluoromethanesulfonate → (+/-)-2-(4-bromophenyl)oxirane (32017-76-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/j.tet.2004.01.074

upstream raw materials:

para-bromophenacyl bromide

1-bromo-4-ethenyl-benzene

1-(4-bromophenyl)-2-chloroethan-1-ol

methylenedimethyl sulfurane

Downstream raw materials:

2-{4-[2-(4-bromo-phenyl)-2-hydroxy-ethyl]-piperazin-1-yl}-5-phenyl-oxazol-4-one

1-(4-bromophenyl)ethanol

1-(4-bromophenyl)ethane-1,2-diol

(R)-(-)-1-(4-bromophenyl)-1,2-ethanediol

Refernces

• 1、 Wang, Yumei,Zhang, Ziwu,Deng, Lichan,Lao, Tianfeng,Su, Zhengquan,Yu, Yue,Cao, Hua. "Mechanochemical Synthesis of 1,2-Diketoindolizine Derivatives from Indolizines and Epoxides Using Piezoelectric Materials". . p. 7171 - 7176. Retrieved 2021/09/14.
• 2、 Chen, Xingpeng,Huang, Zhengshuo,Xu, Jiaxi. "Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines". supporting information. p. 3098 - 3108. Retrieved 2021/05/10.