(Z)-beta-Bromostyrene

Base Information

• Chemical Name: (Z)-beta-Bromostyrene
• CAS No.: 588-73-8
• Deprecated CAS: 41380-64-7
• Molecular Formula: C8H7Br
• Molecular Weight: 183.048
• European Community (EC) Number: 215-617-2
• NSC Number: 147120,147118
• UNII: C18DMK0W55
• Nikkaji Number: J264.095C
• Wikidata: Q27275049
• Mol file: 588-73-8.mol

Synonyms:beta-bromostyrene

Chemical Property of (Z)-beta-Bromostyrene

Chemical Property:

• Melting Point: min, - 2oC
• Refractive Index: 1.5990
• Boiling Point: 112oC at 20 mm Hg
• PSA: 0.00000
• Density: 1.4322
• LogP: 3.05220
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 181.97311
• Heavy Atom Count: 9
• Complexity: 90.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CBr
• Isomeric SMILES: C1=CC=C(C=C1)/C=C\Br

Technology Process of (Z)-beta-Bromostyrene

There total 61 articles about (Z)-beta-Bromostyrene 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: 95.0%

erythro-2,3-dibromo-3-phenylpropanoic acid (6286-30-2,31357-31-0,54624-38-3,91649-50-2,99145-28-5,113569-00-9,113626-42-9) → (Z)-β-bromostyrene (588-73-8,1340-14-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 0.00833333h; Irradiation;

DOI:10.1016/S0040-4039(01)00595-0

Reference yield: 89.0%

2,3-dibromo-3-phenylpropanoic acid (6286-30-2) → (Z)-β-bromostyrene (588-73-8,1340-14-3)

Guidance literature:

With sodium hydrogencarbonate; In acetone;

DOI:10.1016/S0040-4039(00)88070-3

Reference yield: 84.0%

2,2-dibromostyrene (7436-90-0) → (Z)-β-bromostyrene (588-73-8,1340-14-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In dichloromethane; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201101630

upstream raw materials:

2-bromo-1,3-diphenyl-2-propen-1-one

ethanol

erythro-2,3-dibromo-3-phenylpropanoic acid

sodium acetate

Downstream raw materials:

trans,trans-1,4-Diphenyl-1,3-butadiene

(Z)-hex-1-en-1-ylbenzene

(Z)-1-(dec-1-enyl)benzene

(E)-1-phenyl-1-decene

Refernces

• 1、 Kumaki, Wataru,Kinoshita, Hidenori,Miura, Katsukiyo. "Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide". . . Retrieved 2022/03/07.
• 2、 Miya, Masamitsu,Takagi, Tsukasa,Takenaka, Katsuhiko,Toda, Tomoyuki. "Stable and Highly Regioselective Anionic Polymerization of (Z)-1-Phenyl[3]dendralene". . p. 4326 - 4332. Retrieved 2021/05/29.