Bromotriphenylethylene

Base Information

• Chemical Name: Bromotriphenylethylene
• CAS No.: 1607-57-4
• Molecular Formula: C20H15Br
• Molecular Weight: 335.243
• Hs Code.: 29036990
• European Community (EC) Number: 216-531-8
• NSC Number: 38797
• UNII: MRW5MKO6LZ
• DSSTox Substance ID: DTXSID80166971
• Nikkaji Number: J78.036G
• Wikipedia: Triphenylbromoethylene
• Wikidata: Q27284205
• Mol file: 1607-57-4.mol

Synonyms:1-bromo-1,2,2-triphenylethylene;bromotriphenylethylene;phenylstilbene bromide;Prostilban

Chemical Property of Bromotriphenylethylene

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 3.05E-06mmHg at 25°C
• Melting Point: 115-117 °C(lit.)
• Refractive Index: 1.648
• Boiling Point: 399.936 °C at 760 mmHg
• Flash Point: 213.591 °C
• PSA: 0.00000
• Density: 1.311 g/cm³
• LogP: 5.99810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 334.03571
• Heavy Atom Count: 21
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1,1,2-triphenylethylene >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Br)C3=CC=CC=C3

Technology Process of Bromotriphenylethylene

There total 13 articles about Bromotriphenylethylene 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: 97.0%

Triphenylethylene (58-72-0) → Triphenylvinyl bromide (1607-57-4)

Guidance literature:

With aluminum tri-bromide; benzeneseleninyl chloride; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1246/bcsj.61.449

Reference yield: 37.0%

phenyllithium (591-51-5) + diphenyl acetylene (501-65-5) → Triphenylvinyl bromide (1607-57-4)

Guidance literature:

diphenyl acetylene; With dmap; n-butyllithium; zirconocene dichloride; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Inert atmosphere;

phenyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 12h; Further stages; Inert atmosphere;

DOI:10.3762/bjoc.10.48

Reference yield: 14.0%

1,1,2-triphenylethane (1520-42-9) → Triphenylethylene (58-72-0) + Triphenylvinyl bromide (1607-57-4) + 1-bromo-1,2,2-triphenylethane (18495-77-7) + 1,2-dibromo-1,1,2-triphenyl-ethane (74064-34-9)

Guidance literature:

With bromine; In tetrachloromethane; Mechanism; Irradiation; different ratios of rectants, concentrations, and temperatures;

DOI:10.1021/jo00314a045

upstream raw materials:

Triphenylethylene

1,2,2-triphenyl-1-ethanol

1-bromo-1-nitro-1,2,2-triphenyl-ethane

chloroform

Downstream raw materials:

Triphenylethylene

2,3,3-triphenylacrylonitrile

2,3,3-triphenylacrylic acid

1-bromo-1-(4-nitro-phenyl)-2,2-diphenyl-ethene

Refernces

• 1、 Iakovenko, Roman,Hlavá?, Jan. "Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes". supporting information. p. 440 - 446. Retrieved 2021/01/28.
• 2、 Yan, Xiaoyu,Chen, Chao,Xi, Chanjuan. "Zirconoarylation of alkynes through p-chloranilpromoted reductive elimination of arylzirconates". . p. 528 - 534. Retrieved 2014/04/17.