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4-Bromostyrene

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Name

4-Bromostyrene

EINECS 218-022-6
CAS No. 2039-82-9 Density 1.391 g/cm3
PSA 0.00000 LogP 3.09210
Solubility N/A Melting Point 4.5 °C
Formula C8H7Br Boiling Point 214.3 °C at 760 mmHg
Molecular Weight 183.048 Flash Point 86.7 °C
Transport Information N/A Appearance clear slightly yellow to yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2039-82-9 (4-Bromostyrene) Hazard Symbols IrritantXi
Synonyms

Styrene,p-bromo- (6CI,7CI,8CI);1-(4-Bromophenyl)ethylene;1-Bromo-4-ethenylbenzene;1-Bromo-4-vinylbenzene;4-Bromophenylethene;4-Vinyl-1-bromobenzene;NSC 60393;Parabromostyrene;p-Bromostyrene;para-Bromostyrene;

Article Data 154

4-Bromostyrene Synthetic route

766-96-1

4-bromo-1-ethynylbenzene

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
With hydrogen In toluene at 20℃; under 19001.3 Torr; for 12h; Autoclave; chemoselective reaction;99%
With silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; C19H13I2N3O2Ru; hydrogen In isopropyl alcohol at 80℃; under 3750.38 Torr; for 4h; Autoclave; Schlenk technique; chemoselective reaction;86%
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;83%
33458-10-5

1-bromo-4-(1,2-dibromoethyl)benzene

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
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;99%
at 20℃; for 0.05h; chemoselective reaction;93%
With indium; cobalt(II) chloride hexahydrate In methanol at 20℃; for 1.5h;91%
With indium; niobium pentachloride In tetrahydrofuran at 20℃; for 0.166667h; Sonication; chemoselective reaction;91%
1122-91-4

4-bromo-benzaldehyde

31729-70-1

bis(iodozinc)methane

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 0.05h; Microflow system;98%
766-96-1

4-bromo-1-ethynylbenzene

A

2039-82-9

1-bromo-4-ethenyl-benzene

B

1585-07-5

1-bromo-4-ethylbenzene

Conditions
ConditionsYield
With hydrogen In hexane at 40℃; under 760.051 Torr; for 6h;A 97%
B 3%
With hydrogen; dimethyl sulfoxide In ethyl acetate at 20℃; under 760.051 Torr; for 24h;A 88 %Spectr.
B 9 %Spectr.
50-00-0

formaldehyd

873-75-6

4-bromobenzenemethanol

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
Stage #1: 4-bromobenzenemethanol With triethylphosphine hydrobromide at 100℃; for 0.166667h; Microwave irradiation;
Stage #2: formaldehyd With potassium carbonate In water at 100℃; for 0.0833333h; Microwave irradiation;
96%
1779-49-3

Methyltriphenylphosphonium bromide

1122-91-4

4-bromo-benzaldehyde

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 4-bromo-benzaldehyde In diethyl ether at 0℃; for 15h; Inert atmosphere;
95%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: 4-bromo-benzaldehyde In tetrahydrofuran; hexane at 0 - 20℃; Further stages.;
93%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Schlenk technique;
Stage #2: 4-bromo-benzaldehyde In tetrahydrofuran at 0 - 20℃;
91%
20488-10-2

1-(1-chloroethyl)-4-bromobenzene

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
With sodium hydroxide at 70℃;94%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 75℃; Rate constant;

2-(4-bromophenyl)thiirane

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
With molybdenum hexacarbonyl In toluene for 1h; Reflux; chemoselective reaction;94%
50-00-0

formaldehyd

589-15-1

1-bromomethyl-4-bromobenzene

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; triphenylphosphine In acetonitrile at 20℃; for 6h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; Irradiation;93%
99-90-1

para-bromoacetophenone

2039-82-9

1-bromo-4-ethenyl-benzene

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; trifluorormethanesulfonic acid In tetrahydrofuran at 35℃; for 5h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Flow reactor;91.7%
Multi-step reaction with 2 steps
1: methanol / 2 h / Reflux
2: potassium carbonate; water / tetrahydrofuran / 24 h / 120 °C / 30003 Torr / Autoclave; Green chemistry
View Scheme
Multi-step reaction with 2 steps
1: methanol / 2 h / Reflux
2: potassium carbonate; water / N,N-dimethyl-formamide / 24 h / 120 °C / 30003 Torr / Autoclave; Green chemistry
View Scheme

4-Bromostyrene Specification

The Benzene,1-bromo-4-ethenyl-, with CAS registry number 2039-82-9, belongs to the following product categories: (1)Styrenes; (2)Monomers; (3)Polymer Science; (4)Styrene and Functionalized Styrene Monomers. It has the systematic name of 1-bromo-4-ethenylbenzene. This chemical is a kind of clear slightly yellow to yellow liquid. And is should be stored at the temperature of −20°C. The main use of this chemical is for organic synthesis.

Physical properties of Benzene,1-bromo-4-ethenyl-: (1)ACD/LogP: 3.59; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.59; (4)ACD/LogD (pH 7.4): 3.59; (5)ACD/BCF (pH 5.5): 315.41; (6)ACD/BCF (pH 7.4): 315.41; (7)ACD/KOC (pH 5.5): 2139.44; (8)ACD/KOC (pH 7.4): 2139.44; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.597; (14)Molar Refractivity: 44.86 cm3; (15)Molar Volume: 131.5 cm3; (16)Polarizability: 17.78×10-24cm3; (17)Surface Tension: 36.2 dyne/cm; (18)Enthalpy of Vaporization: 43.22 kJ/mol; (19)Vapour Pressure: 0.23 mmHg at 25°C.

Preparation: this chemical can be prepared by bromoethene and (4-bromo-phenyl)-magnesium bromide. This reaction will need reagent CoCl2.

Uses of p-Chloropropiophenone: it can be used to produce 1-bromo-4-(1,2-dibromo-ethyl)-benzene. This reaction will need reagents chloroform, bromine.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1-bromo-4-ethenyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccc(\C=C)cc1
(2)InChI: InChI=1/C8H7Br/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2
(3)InChIKey: WGGLDBIZIQMEGH-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C8H7Br/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2
(5)Std. InChIKey: WGGLDBIZIQMEGH-UHFFFAOYSA-N

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