4-Bromostyrene supplier | CasNO.2039-82-9

Name
4-Bromostyrene
EINECS 218-022-6
CAS No. 2039-82-9
Article Data154
CAS DataBase
Density 1.391 g/cm³
Solubility
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
Appearance clear slightly yellow to yellow liquid
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 0.00000
LogP 3.09210

Synthetic route

: 766-96-1
4-bromo-1-ethynylbenzene

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 5391-88-8
1-(4-bromophenyl)ethanol

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With MoO2Cl2(H2O)2 In tetrahydrofuran for 16h; Reflux; Schlenk technique; Green chemistry;	91%
With aluminum (III) chloride; triphenylphosphine In nitromethane at 80℃; for 2h;	79%
With sodium pyrosulfate at 150℃;
With aluminum oxide at 300 - 400℃;
With phosphorus pentaoxide; benzene

: 2065-66-9
methyl-triphenylphosphonium iodide

: 1122-91-4
4-bromo-benzaldehyde

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
Stage #1: methyl-triphenylphosphonium iodide With potassium carbonate In 1,2-dimethoxyethane for 1h; Wittig Olefination; Inert atmosphere; Stage #2: 4-bromo-benzaldehyde In 1,2-dimethoxyethane at 80℃; for 24h; Wittig Olefination; Inert atmosphere;	91%
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 4-bromo-benzaldehyde In tetrahydrofuran at 20℃;	90%
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 4-bromo-benzaldehyde In tetrahydrofuran at 20℃;	90%

: 873-75-6
4-bromobenzenemethanol

: 1779-49-3
Methyltriphenylphosphonium bromide

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With titanium(IV) isopropylate; manganese(IV) oxide; 1-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene In tetrahydrofuran for 48h; oxidation-Wittig reaction; Heating;	88%

: tricyclohexyl(hydroxymethyl)phosphonium tetrafluoroborate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Wittig Olefination;	88%

: 3020-28-8
(iodomethyl)triphenylphosphonium iodide

: 1122-91-4
4-bromo-benzaldehyde

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With dibutyl telluride In tetrahydrofuran at 80℃; Heating;	87%

: 32017-76-8
(+/-)-2-(4-bromophenyl)oxirane

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With ammonium bromide In tetrahydrofuran; water at 20℃; for 1h; Electrochemical reaction;	86%
With iododioxobis(triphenylphosphine)rhenium(V) In toluene for 0.5h; Reflux; chemoselective reaction;	67%
With triphenylphosphine; (Cp*ReO)2(μ-O)2 In toluene at 90℃; for 16h; Yield given;

: 589-15-1
1-bromomethyl-4-bromobenzene

: 2344-80-1
Chloromethyltrimethylsilane

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
Stage #1: 1-bromomethyl-4-bromobenzene With polymer bound α-sulfonyl monocarbanions In tetrahydrofuran; N,N-dimethyl-formamide at 80℃; solid-phase synthesis; Stage #2: Chloromethyltrimethylsilane With Lithium dimsyl In dichloromethane at 20℃; Stage #3: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃;	86%

: 108-24-7
acetic anhydride

: 94397-78-1
(E)-trimethyl<2-(4-bromophenyl)ethenyl>silane

A: 2039-82-9
1-bromo-4-ethenyl-benzene

B: 20511-04-0, 3815-31-4
(E)-4-(4-bromophenyl)but-3-ene-2-one

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In toluene at 120℃; for 24h; Inert atmosphere;	A n/a B 85%

...Expand

: 589-87-7
1,4-bromoiodobenzene

: 1826-67-1
vinyl magnesium bromide

: C24H20In(1-)*ClMg(1+)

A: 2039-82-9
1-bromo-4-ethenyl-benzene

B: 2350-89-2
p-vinylbiphenyl

Conditions

Conditions	Yield
Stage #1: vinyl magnesium bromide With indium(III) chloride In tetrahydrofuran Stage #2: 1,4-bromoiodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Heating; Stage #3: C24H20In(1-)*ClMg(1+) With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Heating;	A 11% B 84%

...Expand

: 1122-91-4
4-bromo-benzaldehyde

: 18107-18-1
diazomethyl-trimethyl-silane

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With copper(l) iodide; triphenylphosphine; isopropyl alcohol In tetrahydrofuran; diethyl ether at 60℃; for 16h;	81%
With Wilkinson's catalyst; isopropyl alcohol; 4-diphenylphosphanyl-benzoic acid 2-trimethylsilanyl-ethyl ester In tetrahydrofuran at 25℃; for 2h;	77%

: 78-08-0
Triethoxyvinylsilane

: 589-87-7
1,4-bromoiodobenzene

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; palladium dichloride In tetrahydrofuran at 65℃; for 8h; Hiyama coupling; chemoselective reaction;	80%

poly-4-bromostyrene: poly-4-bromostyrene

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
at 500 - 650℃;	78%

: 2156-04-9
4-Vinylphenylboronic acid

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; potassium bromide; copper(ll) bromide In N,N-dimethyl-formamide at 130℃; for 20h;	78%

: 1746-28-7
1-bromo-4-(2-bromoethyl)benzene

A: 2039-82-9
1-bromo-4-ethenyl-benzene

B: 134336-90-6
1-bromo-4-(pent-4-en-1-yl)benzene

Conditions

Conditions	Yield
With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 60℃; for 24h; Inert atmosphere; chemoselective reaction;	A < 10 %Chromat. B 78%

: 123-75-1
pyrrolidine

: 124-38-9
carbon dioxide

: 75230-51-2
4-bromoacetophenone tosylhydrazone

A: 2039-82-9
1-bromo-4-ethenyl-benzene

B: 1-(4-bromophenyl)ethyl pyrrolidine-1-carboxylate

C: 5391-88-8
1-(4-bromophenyl)ethanol

Conditions

Conditions	Yield
With water; potassium carbonate In tetrahydrofuran at 120℃; under 30003 Torr; for 24h; Solvent; Autoclave; Green chemistry;	A 9 %Chromat. B 72% C 8 %Chromat.

...Expand

: 50-00-0
formaldehyd

: 51044-13-4
4-bromobenzyl triphenylphosphonium bromide

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With sodium hydroxide	70.9%

: 673-40-5
4-bromobenzenediazonium tetrafluoroborate

: potassium vinyltrifluoroborate

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
With Pd2(μ-OAc)22 In methanol at 20℃; for 0.333333h;	70%

: 4-Methoxy-3-(trimethylphosphonio)phenolate

: 1122-91-4
4-bromo-benzaldehyde

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
In 1,4-dioxane at 120℃; for 21h; Schlenk technique; Inert atmosphere;	70%

: 106-40-1
4-bromo-aniline

: potassium vinyltrifluoroborate

: 2039-82-9
1-bromo-4-ethenyl-benzene

Conditions

Conditions	Yield
Stage #1: 4-bromo-aniline Diazotization; Stage #2: potassium vinyltrifluoroborate; Pd2(μ-OAc)22 In methanol at 20℃; for 0.5h; Arylation;	69%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 33458-10-5
1-bromo-4-(1,2-dibromoethyl)benzene

Conditions

Conditions	Yield
With bromine In tetrachloromethane	100%
With sodium periodate; acetic acid; lithium bromide at 25℃;	97%
With [bis(acetoxy)iodo]benzene; potassium bromide In dichloromethane; water at 20℃; for 0.25h;	96%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 117465-34-6
2-bromo-1-(4-bromophenyl)ethanol

Conditions

Conditions	Yield
With N-Bromosuccinimide; water In acetonitrile at 20℃;	100%
With N-Bromosuccinimide; ammonium acetate In acetone at 20℃; for 2h;	92%
With N-Bromosuccinimide; water In various solvent(s) at 27℃; for 3h;	89%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 18291-77-5
(4-bromophenethyl)trichlorosilane

Conditions

Conditions	Yield
With trichlorosilane; platinum at 20℃; for 2h; Addition;	100%
With dihydrogen hexachloroplatinate(IV) hexahydrate; trichlorosilane In tetrahydrofuran; isopropyl alcohol at 80℃; for 6h; Sealed tube; Inert atmosphere;

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1585-07-5
1-bromo-4-ethylbenzene

Conditions

Conditions	Yield
With C50H57IrN2P; hydrogen In dichloromethane at -78 - 20℃;	100%
With hydrogen In methanol; ethanol at 25℃; under 5171.62 Torr; for 18h; Inert atmosphere;	99%
With 0.42C23H20N4O42Cl(1-)Zn(2+)10.16H2O0.58Pd(2+)*0.58C23H20N4O4(1-); hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1066-54-2
trimethylsilylacetylene

: 135005-24-2
[(4-ethenylphenyl)ethynyl]trimethylsilane

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 12h; Inert atmosphere;	100%
Stage #1: 1-bromo-4-ethenyl-benzene; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; triethylamine at 50℃; for 0.0833333h; Stage #2: With copper(l) iodide at 50℃; for 16h;	65%
Stage #1: 1-bromo-4-ethenyl-benzene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: trimethylsilylacetylene at 60℃; for 16h; Inert atmosphere; Schlenk technique;	62%

: 109-72-8, 29786-93-4
n-butyllithium

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1009-43-4
4-(trimethylsilyl)styrene

Conditions

Conditions	Yield
With chloro-trimethyl-silane In tetrahydrofuran; hexane; ethyl acetate	100%
With chloro-trimethyl-silane In tetrahydrofuran	91.2%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1122-91-4
4-bromo-benzaldehyde

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 75℃; for 6h;	100%
With eosin Y; oxygen In dimethyl sulfoxide at 20℃; for 10h; Irradiation; Green chemistry;	95%
With oxygen at 110℃; for 12h; Green chemistry;	92%

: 223575-42-6
2-(benzo[b]thiophen-3-yl)benzaldehyde

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1065544-52-6
[2-(benzo[b]thien-3-yl)phenyl](4-vinylphenyl)methanol

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-ethenyl-benzene With magnesium In tetrahydrofuran Stage #2: 2-(benzo[b]thiophen-3-yl)benzaldehyde In tetrahydrofuran at 20℃; for 1h; Grignard addition; Further stages.;	100%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 282537-68-2
5-chloro-3,6-diphenyl-2(H)-1,4-oxazin-2-one

: (1R,4R,8R)-8-(4-Bromo-phenyl)-6-chloro-1,4-diphenyl-2-oxa-5-aza-bicyclo[2.2.2]oct-5-en-3-one

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol at 70℃; for 48h; Diels-Alder cycloaddition;	99%
at 70℃; for 48h; Diels-Alder cycloaddition;

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 70-55-3
toluene-4-sulfonamide

: 97401-95-1
2-(4-bromophenyl)-1-tosylaziridine

Conditions

Conditions	Yield
With copper(l) iodide; iodosylbenzene In acetonitrile at 20℃; for 18h; Molecular sieve; Inert atmosphere;	99%
With tetrakis(actonitrile)copper(I) hexafluorophosphate; iodosylbenzene In acetonitrile at 0 - 20℃; Molecular sieve;	76%
With tetrakis(actonitrile)copper(I) hexafluorophosphate; iodosylbenzene In acetonitrile at 0 - 20℃; Inert atmosphere; Sealed tube; Molecular sieve;	76%
With tetrakis(actonitrile)copper(I) hexafluorophosphate; iodosylbenzene In acetonitrile at 0 - 20℃; Molecular sieve; Inert atmosphere;	76%
With tert-butylhypochlorite; sodium iodide In acetonitrile at 20℃; for 5h; Darkness; Inert atmosphere;

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 66003-76-7
Diphenyliodonium triflate

: 13041-70-8
(E)-4-bromostilbene

Conditions

Conditions	Yield
With resorcinolbis[(diphenyl)phosphinite] palladium trifluoroacetate; sodium hydrogencarbonate In tetrahydrofuran at 50℃; for 18h;	99%
With palladium diacetate In N,N-dimethyl-formamide at 130℃; for 0.0333333h; Schlenk technique; Microwave irradiation; regioselective reaction;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 98-80-6
phenylboronic acid

: 13041-70-8
(E)-4-bromostilbene

Conditions

Conditions	Yield
With C38H36Cl2Fe2N2Pd2; oxygen In N,N-dimethyl-formamide at 50℃; for 3h; Heck reaction;	99%
With N-Bromosuccinimide; palladium diacetate In toluene at 20℃; for 12h; Heck Reaction; Inert atmosphere; Schlenk technique;	69%

: 623-73-4
diazoacetic acid ethyl ester

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 875479-34-8
ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate

Conditions

Conditions	Yield
With myoglobin(H64V,V68A)[Fe(2,4-diacetyl deuteroporphyrin IX)] In ethanol at 20℃; for 16h; pH=7; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	99%
copper (I) trifluoromethane sulfonate benzene; 2,2-bis-[2-((4R)-(1,1-dimethylethyl)-1,3-oxazolinyl)]propane In tert-butyl methyl ether at 0 - 20℃; Inert atmosphere;	88%
copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline] In tert-butyl methyl ether at 0 - 20℃; Inert atmosphere;	88%
copper (I) trifluoromethane sulfonate benzene; 2,2-bis-[2-((4R)-(1,1-dimethylethyl)-1,3-oxazolinyl)]propane In tert-butyl methyl ether at 0 - 20℃; Inert atmosphere;	88%
With copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline] In tert-butyl methyl ether at 0℃; Inert atmosphere;	88%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 7029-31-4
bis(2-methylphenyl)zinc

: 4'-ethenyl-2-methylbiphenyl

Conditions

Conditions	Yield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 0.0833333h; Negishi cross-coupling reaction; In air;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 115262-00-5
[chloro(difluoro)methyl]trimethylsilane

: 1275621-14-1
1-bromo-4-(2,2-difluorocycloprop-1-yl)benzene

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride In tetrahydrofuran at 110℃; for 4h; [2+1] cycloaddition;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 5415-82-7
(E)-4,4'-(but-1-ene-1,3-diyl)bis(bromobenzene)

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); silver trifluoromethanesulfonate; triphenylphosphine In dichloromethane at 20℃; for 12h; Schlenk technique; Inert atmosphere;	99%
With bis(acetylacetonato)palladium(II); trifluoroacetic acid In dichloromethane at 20℃; for 0.0833333h; stereoselective reaction;	92%
With trifluorormethanesulfonic acid In ethylene dibromide at 60℃;	86%
With bis(trifluoromethanesulfonyl)amide In tetrahydrofuran; cyclohexane at 80℃; for 12h; regioselective reaction;	85%
With iodine; triethyl phosphite In 1,2-dichloro-ethane for 0.5h; Reflux;	66%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 145838-86-4
bis(methoxycarbonyl)(phenyliodinio)methanide

: (S)-dimethyl 2-(4-bromophenyl)cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; (4S,4's)-2,2'-(1,3-bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4-phenyl-4,5-dihydro-oxazole) In toluene at -40℃; for 76h; Molecular sieve; Inert atmosphere;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1809-20-7
diisopropyl hydrogenphosphonate

: 1422620-77-6
diisopropyl (4-vinylphenyl)phosphonate

Conditions

Conditions	Yield
With C37H33ClFeNPPd(1+); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; Michaelis-Becker-Nylen Synthesis; Inert atmosphere;	99%
With potassium fluoride; [Pd(η(5)-C5H5)Fe(η(5)-C5H3-C(CH3)=N-C6H4-4-CH3)Cl(P(C6H5)3)]; tetrabutylammomium bromide; isopropyl alcohol In water for 16h; Inert atmosphere; Reflux; Green chemistry;	53%

: 3265-14-3
3-diazo-1-methyl-1,3-dihydro-indol-2-one

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1416060-95-1
C17H14BrNO

Conditions

Conditions	Yield
With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; mercuric triflate In toluene at 25℃; for 24h; Inert atmosphere; enantioselective reaction;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 4-chloro-N,N-dimethyl-1H-indole-1-carboxamide

: 1454704-73-4
(E)-2-(4-bromostyryl)-4-chloro-N,N-dimethyl-1H-indole-1-carboxamide

Conditions

Conditions	Yield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper(II) acetate monohydrate In tetrahydrofuran at 100℃; for 24h; Heck Reaction; Inert atmosphere; stereoselective reaction;	99%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;	93%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 1228117-71-2
5-chloro-N,N-dimethyl-1H-indole-1-carboxamide

: 1454704-75-6
(E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide

Conditions

Conditions	Yield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper(II) acetate monohydrate In tetrahydrofuran at 100℃; for 24h; Heck Reaction; Inert atmosphere; stereoselective reaction;	99%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;	83%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 5-bromo-N,N-dimethyl-1H-indole-1-carboxamide

: 1454704-76-7
(E)-2-(4-bromostyryl)-5-bromo-N,N-dimethyl-1H-indole-1-carboxamide

Conditions

Conditions	Yield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper(II) acetate monohydrate In tetrahydrofuran at 100℃; for 24h; Heck Reaction; Inert atmosphere; stereoselective reaction;	99%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;	90%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 70957-05-0
1-(N,N‑dimethylcarbamoyl)indole

: 1454704-56-3
(E)-2-(4-bromostyryl)-N,N-dimethyl-1H-indole-1-carboxamide

Conditions

Conditions	Yield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper(II) acetate monohydrate In tetrahydrofuran at 100℃; for 24h; Heck Reaction; Inert atmosphere; stereoselective reaction;	99%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;	74%

: 591-50-4
iodobenzene

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 4714-24-3
1-bromo-4-styrylbenzene

Conditions

Conditions	Yield
With dihexadecyldimethylammonium bromide; potassium carbonate In water; ethylene glycol at 80℃; for 24h; Heck Reaction;	99%
With potassium phosphate tribasic trihydrate In N,N-dimethyl-formamide at 120℃; for 4h; Heck Reaction;	99%
With triethylamine In water; acetonitrile at 60℃; for 2h; Heck Reaction;	97%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 241147-96-6
2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole

A: 98-54-4
para-tert-butylphenol

B: 1585-07-5
1-bromo-4-ethylbenzene

Conditions

Conditions	Yield
With oxygen; hydrazine hydrate In acetonitrile at 32℃; under 760.051 Torr; for 3h; Schlenk technique;	A 99% B 89%

...Expand

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 6773-29-1
dimethyl diazomalonate

: 851293-09-9
dimethyl 2-(4-bromophenyl)cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With dirhodium tetraacetate In dichloromethane at 20℃; for 15h;	99%
With dirhodium tetraacetate In dichloromethane at 20℃; for 15h;
With rhodium(II) acetate dimer In dichloromethane at 20℃; for 15h;

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 22252-15-9
trans-4-methoxychalcone

: (±)-((1S,2S,3R)-3-(4-bromophenyl)-2-(4-methoxyphenyl)cyclobutyl)(phenyl)methanone

Conditions

Conditions	Yield
With iron(III) trifluoromethanesulfonate In acetonitrile at 0℃; for 4h; diastereoselective reaction;	99%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 2,2,2,-trichloroethoxycarbonyl azide

: 2,2,2-trichloroethyl 2-(4-bromophenyl)aziridine-1-carboxylate

Conditions

Conditions	Yield
With Co(3,5-ditBu-QingPhyrin); potassium carbonate In chlorobenzene at 20℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; enantioselective reaction;	99%

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

Product Name

4-Bromostyrene

Synthetic route

4-Bromostyrene Specification

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