(E)-1-Bromo-4-(2-bromovinyl)benzene

Base Information

• Chemical Name: (E)-1-Bromo-4-(2-bromovinyl)benzene
• CAS No.: 115665-77-5
• Molecular Formula: C₈H₆Br₂
• Molecular Weight: 261.944
• DSSTox Substance ID: DTXSID801284104
• Nikkaji Number: J2.136.537H,J3.364.795F
• Mol file: 115665-77-5.mol

Synonyms:778641-02-4;(E)-1-Bromo-4-(2-bromovinyl)benzene;1-BROMO-2-(4-BROMOPHENYL)ETHYLENE;1-bromo-4-[(E)-2-bromoethenyl]benzene;4,beta-Dibromostyrene;115665-77-5;(E/Z)-1-Bromo-4-(2-bromovinyl)benzene;1-Bromo-2-(4-bromophenyl)ethylene (contains cis isomer);(Z)-1-Bromo-4-(2-bromovinyl)benzene;115665-68-4;Benzene, 1-bromo-4-[(1E)-2-bromoethenyl]-;(E)-beta,4-Dibromostyrene;(e)-beta-bromo-4-bromostyrene;DTXSID801284104;MFCD07369177;AKOS015835637;1-Bromo-4-[(1E)-2-bromoethenyl]benzene;CS-0204883

Chemical Property of (E)-1-Bromo-4-(2-bromovinyl)benzene

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 261.88158
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CBr)Br
• Isomeric SMILES: C1=CC(=CC=C1/C=C/Br)Br

Technology Process of (E)-1-Bromo-4-(2-bromovinyl)benzene

There total 41 articles about (E)-1-Bromo-4-(2-bromovinyl)benzene 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%

(2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid (112595-55-8) → (E)-1-bromo-4-(2-bromovinyl)benzene (115665-68-4,115665-77-5)

Guidance literature:

With silver(I) acetate; In acetic acid; for 0.0166667h; microwave irradiation;

DOI:10.1016/j.tet.2004.10.102

Reference yield: 94.5%

(2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid (112595-55-8) → (Z)-1-[2-bromovinyl]-4-bromobenzene (115665-77-5,115665-68-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/acs.joc.0c01612

Reference yield: 92.0%

C9H6Br2O2 → (Z)-1-[2-bromovinyl]-4-bromobenzene (115665-77-5,115665-68-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tetlet.2017.08.069

upstream raw materials:

bromocyclooctatetraene

2,3-Dibromo-3-(4-bromophenyl)propionic acid

(2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid

Bromoform

Downstream raw materials:

(S,E)-(+)-tert-butyl 2-cinnamyl-4,4-dimethylpyrrolidine-1-carboxylate

ethyl 5-(4-bromo-phenyl)-isoxazole-3-carboxylate

(E)-3-(4-bromophenyl)acrylonitrile

Refernces

• 1、 Gilmour, Ryan,Hostmann, Theresa,Nevesely, Tomá?. "Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species". . p. 10643 - 10648. Retrieved 2021/08/20.
• 2、 Lanzi, Matteo,Ali Abdine, Racha Abed,De Abreu, Maxime,Wencel-Delord, Joanna. "Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions". supporting information. p. 9047 - 9052. Retrieved 2021/12/06.