4-Bromostyrene

HCID 16263CAS 2039-82-9
Substructure searchFind similar structures

Basic information

Standard SMILES
C=Cc1ccc(Br)cc1
InChIKey
WGGLDBIZIQMEGH-UHFFFAOYSA-N
Molecular formula
C8H7Br
Average molar mass
183.04 g/mol
Monoisotopic mass
181.97311232

Overview

structure in first source

Names & identifiers

Preferred name
4-Bromostyrene
IUPAC
1-bromo-4-ethenylbenzene
English name
4-Bromostyrene
Molecular formula
C8H7Br
Molecular weight
183.05

Names & synonyms

4-BROMOSTYRENE2039-82-9p-Bromostyrene1-bromo-4-ethenylbenzeneBenzene, 1-bromo-4-ethenyl-TVK4S80XLUNSC-60393J7.855GDTXSID40174330RefChem:98226DTXCID8096821218-022-6
Show more names
DK657DK796NSC 603934-Bromstyrolp-BromostyrolBROMOSTYRENE-4
1-Bromo-4-vinylbenzeneStyrene, p-bromo-MFCD000001101-(4-Bromophenyl)ethylene1-bromo-4-vinyl-benzene4-Bromostyrene (Stabilized with TBC)p-BROMO STYRENE4-bromo-1-vinylbenzene

Database identifiers

CAS
2039-82-9
PubChem CID
16263
DTXSID
DTXSID40174330
UNII
TVK4S80XLU
EC Number
218-022-6
Nikkaji
J7.855G

Properties

Computed structural properties

XLogP
3.4
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Styrenes
SpringerMaterials PropertiesBoiling point
Physical DescriptionPale yellow liquid; mp = 3-6 deg C; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
4.5 °C · 4.5 °C
Boiling point
89 °C16 · 89 °C16 mm Hg(lit.)
Density
1.4 g/mL · 1.40 g/mL at 20 °C
refractive index
20 · n20/D 1.594(lit.)
Flash point
168 °F · 168 °F
storage temp.
-20 °C · -20°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBenzene, 1-bromo-4-ethenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See p-Chlorostyrene.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F
8
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
hs_code
29036990
risk_code
36/38-36/37/38
Signal word
Warning

Chemistry & industry

Applications · 2 items

Uses4-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.

General Description4-Bromostyrene is a para-halogenated styrene derivative. The proton spectra of 4-bromostyrene exhibits dipolar couplings consistent with planar ground state structures, only if the torsional motion of lowest frequency occurs at about 80cm-1. It undergoes Heck reaction with 2-bromo-6-methoxynaphthalene in the presence of sodium acetate and Hermann′s catalyst in N,N-dimethylacetamide to afford diarylethene.

Upstream & downstream products

Suppliers50 total

山东玖玥生物科技有限公司15553333686
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

Related reactions

46 records
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Linked notes

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