4-Bromostyrene

Base Information

• Chemical Name: 4-Bromostyrene
• CAS No.: 2039-82-9
• Molecular Formula: C8H7Br
• Molecular Weight: 183.048
• Hs Code.: 29036990
• European Community (EC) Number: 218-022-6
• NSC Number: 60393
• UNII: TVK4S80XLU
• DSSTox Substance ID: DTXSID40174330
• Nikkaji Number: J7.855G
• Wikidata: Q27290437
• Mol file: 2039-82-9.mol

Synonyms:4-bromostyrene;p-bromostyrene

Chemical Property of 4-Bromostyrene

Chemical Property:

• Appearance/Colour: clear slightly yellow to yellow liquid
• Vapor Pressure: 0.23mmHg at 25°C
• Melting Point: 4.5 °C
• Refractive Index: n20/D 1.594(lit.)
• Boiling Point: 214.3 °C at 760 mmHg
• Flash Point: 86.7 °C
• PSA: 0.00000
• Density: 1.391 g/cm³
• LogP: 3.09210
• Storage Temp.: −20°C
• Solubility.: Miscible with ethanol, ether and benzene.
• XLogP3: 3.4
• 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:

95% ^*data from raw suppliers

4-Bromostyrene (stabilized with TBC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Styrenes
• Canonical SMILES: C=CC1=CC=C(C=C1)Br
• Uses: 4-Bromostyrene is widely utilized in the synthesis of nitroolefins by alkene cross-metathesis. It plays an important role in the Heck reaction to the synthesis of poly(1,4-phenylenevinylene). It is employed in the structure activity relationships (SAR) study of the chemical and biochemical properties of the vinyl group of styrene. It is also used to investigate the photochemical growth of Br-terminated self-assembled monolayers. It is also involved in the synthesis of silsesquioxanes.

Technology Process of 4-Bromostyrene

There total 94 articles about 4-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: 99.0%

1-bromo-4-(1,2-dibromoethyl)benzene (33458-10-5) → 1-bromo-4-ethenyl-benzene (2039-82-9)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate; In dimethyl sulfoxide; at 20 ℃; for 1.5h; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation;

DOI:10.1002/chem.201601819

Reference yield: 99.0%

4-bromo-1-ethynylbenzene (766-96-1) → 1-bromo-4-ethenyl-benzene (2039-82-9)

Guidance literature:

With hydrogen; In toluene; at 20 ℃; for 12h; under 19001.3 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/jacs.5b07521

Reference yield: 95.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 4-bromo-benzaldehyde (1122-91-4) → 1-bromo-4-ethenyl-benzene (2039-82-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In diethyl ether; at 20 ℃; for 0.25h; Inert atmosphere;

4-bromo-benzaldehyde; In diethyl ether; at 0 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01446

upstream raw materials:

Vinyl bromide

(4-bromophenyl)magnesium bromide

2-phenylethanol

1-(4-bromophenyl)ethanol

Downstream raw materials:

[5-(4-bromo-phenyl)-2-phenyl-isoxazolidin-3-yl]-phenyl-methanone

2-(4-bromophenyl)-1,1-dichlorocyclopropane

3,3,3-Trichlor-1-brom-1-<4-brom-phenyl>-propan

9,10-Dihydro-9,10-<1-(p-bromphenyl)-aethano>-anthracen

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