Vinyl bromide supplier | CasNO.593-60-2

Name
Vinyl bromide
EINECS 209-800-6
CAS No. 593-60-2
Article Data101
CAS DataBase
Density 1.532 g/cm³
Solubility insoluble in water
Melting Point -139 °C(lit.)
Formula C₂H₃Br
Boiling Point 15.799 °C at 760 mmHg
Molecular Weight 106.95
Flash Point 1 °F
Transport Information UN 1993 3/PG 1
Appearance colourless liquid
Safety 53-9-16-29-33-45
Risk Codes 45-12-19-36/37
Molecular Structure
Hazard Symbols T; F+
Synonyms Ethylene,bromo- (8CI);Bromoethene;Bromoethylene;R 1140B1;Vinyl bromide;
PSA 0.00000
LogP 1.52480

Synthetic route

: 106-93-4
ethylene dibromide

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 40℃; for 1h;	70%
With potassium hydroxide In ethanol Heating;	56%
With potassium hydroxide at 60℃;

: 79-10-7
acrylic acid

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With N,N-dimethyl-formamide; potassium bromide; trichlorophosphate In acetonitrile at 20℃; Reagent/catalyst; Sonication;	60%

: 99178-24-2
1,2,2,4,5,5-hexamethyl-piperazine

: 106-93-4
ethylene dibromide

A: 593-60-2
Vinyl bromide

B: 1,2,2,4,5,5-hexamethyl-piperazine; dihydrobromide

...Expand

: 60-29-7
diethyl ether

: 78-74-0
1,1,2-tribromoethane

: phenylmagnesium bromide

A: 108-86-1
bromobenzene

B: 593-60-2
Vinyl bromide

C: 92-52-4
biphenyl

D: 71-43-2
benzene

Conditions

Conditions	Yield
Zersetzen des Reaktionsproduktes mit Wasser;

...Expand

: 557-91-5
1,1-Dibromoethane

: 64-17-5
ethanol

: 141-52-6
sodium ethanolate

A: 593-60-2
Vinyl bromide

B: 74-86-2
acetylene

...Expand

: 557-91-5
1,1-Dibromoethane

: 593-60-2
Vinyl bromide

: 78-74-0
1,1,2-tribromoethane

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With diethyl ether; phenylmagnesium bromide und Zers. des Reaktionsproduktes mit Wasser;

: 856929-61-8
1,4-dibenzyl-2,2,5,5-tetramethyl-piperazine

: 106-93-4
ethylene dibromide

A: 593-60-2
Vinyl bromide

B: 1,4-dibenzyl-2,2,5,5-tetramethyl-piperazine; dihydrobromide

...Expand

: 557-91-5
1,1-Dibromoethane

: 62-53-3
aniline

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
at 120 - 125℃;

: 74-86-2
acetylene

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide at 60℃;
With pyridine-base; hydrogen bromide; cadmium(II) bromide at 215 - 230℃;
With BaBr2-charcoal; hydrogen bromide at 200℃;

: 74-86-2
acetylene

A: 593-60-2
Vinyl bromide

B: 557-91-5
1,1-Dibromoethane

Conditions

Conditions	Yield
With mercury bromide; hydrogen bromide at 200℃;

: 110-52-1
1,4-dibromo-butane

: 14604-48-9
vinyl cation

A: 74-96-4
ethyl bromide

B: 593-60-2
Vinyl bromide

C: 74-85-1
ethene

D: 74-86-2
acetylene

Conditions

Conditions	Yield
With hydrogen at 100℃; under 60 - 600 Torr; Product distribution; Kinetics; Thermodynamic data; labelled with tritium; -ΔH;

...Expand

: 74-96-4
ethyl bromide

A: 593-60-2
Vinyl bromide

B: 557-91-5
1,1-Dibromoethane

C: 74-84-0
ethane

D: 74-85-1
ethene

E: 106-97-8
n-butane

Conditions

Conditions	Yield
at 24.9℃; Quantum yield; Irradiation; dependence of the product quantum yields on ethyl bromide pressure, photolysios time and additives (as N2, CF4, NO).;

...Expand

: 593-96-4
1-bromo-1-chloroethane

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
copper and nickel chlorides at 170℃; Equilibrium constant; Thermodynamic data; 200 - 250 deg C, ΔH(excit.), ΔS(excit.);

: 4399-47-7
Bromocyclobutane

A: 593-60-2
Vinyl bromide

B: 74-85-1
ethene

C: 106-99-0
buta-1,3-diene

Conditions

Conditions	Yield
With sulphur hexafluoride In gaseous matrix Rate constant; Thermodynamic data; Irradiation; effect of laser fluence, effect of partial pressure of SF6, energy distribution, activation energy;

...Expand

: 2669-89-8
vinyl radical

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With bromine at 23.9 - 258.9℃; Kinetics; Irradiation; carrier gas, He, the role of resonance stabilization;

: 359-63-7
N,N-bis(trifluoromethyl)hydroxylamine

: 106-93-4
ethylene dibromide

A: 593-60-2
Vinyl bromide

B: 6141-70-4
1,2-bisethane

C: 1--2-bromoethane

Conditions

Conditions	Yield
With sodium hydride 1.) Et2O, -78 deg C, 0.5 h, 2.) diglyme, 50 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 57718-12-4
(6-iodohex-1-yn-1-yl)benzene

: 106-95-6
allyl bromide

A: 593-60-2
Vinyl bromide

B: 57718-21-5
(1-cyclopentylidene-3-butenyl)benzene

Conditions

Conditions	Yield
With tert.-butyl lithium 1.) pentane, Et2O, from -78 deg C to RT, 1 h, 2.) pentane, Et2O, -78 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 563-79-1
2,3-Dimethyl-2-butene

: 4222-23-5
3-bromo-3-methyldiazirine

A: 593-60-2
Vinyl bromide

B: 96335-77-2
1-Bromo-1,2,2,3,3-pentamethyl-cyclopropane

Conditions

Conditions	Yield
In n-heptane Product distribution; Quantum yield; Mechanism; Irradiation; energy data: ΔH;
In n-heptane at 80℃; Product distribution; Mechanism; Thermodynamic data; ΔH;

...Expand

: 74-86-2
acetylene

A: 593-60-2
Vinyl bromide

B: 593-61-3
bromoethyne

C: 6088-90-0
bromodiacetylene

Conditions

Conditions	Yield
With hydrogen bromide at -261.2℃; for 5.03333h; Product distribution; Irradiation;

...Expand

: 74-85-1
ethene

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
With bromine In methanol at 25℃; Mechanism; deuterium kinetic isotope effect; also deuterated ethylenes; other solvent;

: 34557-54-5
methane

: 75-63-8
Bromotrifluoromethane

A: 74-83-9
methyl bromide

B: 593-60-2
Vinyl bromide

C: 373-52-4
bromofluoromethane

D: 75-46-7
trifluoromethan

E: 75-38-7
Vinylidene fluoride

F: 74-95-3
1,1-dibromomethane

Conditions

Conditions	Yield
Mn exchaged zeolite ZSM-5 at 599.85℃; Product distribution; other catalysts, temp.;

...Expand

: 106-93-4
ethylene dibromide

alkali: alkali

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
Kinetics; Bromwasserstoffabspaltung;

: 106-93-4
ethylene dibromide

concentrated alcoholic KOH-solution: concentrated alcoholic KOH-solution

: 593-60-2
Vinyl bromide

: 106-93-4
ethylene dibromide

mercury (I)-fluoride: mercury (I)-fluoride

: 593-60-2
Vinyl bromide

Conditions

Conditions	Yield
at 120 - 140℃;

: 7732-18-5
water

: 10035-10-6, 12258-64-9
hydrogen bromide

: 74-86-2
acetylene

mercury (II)-bromide: mercury (II)-bromide

A: 593-60-2
Vinyl bromide

B: 557-91-5
1,1-Dibromoethane

Conditions

Conditions	Yield
at 100℃; under 80 - 240 Torr; Kinetics;

...Expand

: 106-93-4
ethylene dibromide

KF: KF

A: 593-60-2
Vinyl bromide

B: 762-49-2
2-fluoroethyl bromide

Conditions

Conditions	Yield
at 200℃;

...Expand

: 107-21-1
ethylene glycol

: 106-93-4
ethylene dibromide

KF: KF

A: 593-60-2
Vinyl bromide

B: 762-49-2
2-fluoroethyl bromide

Conditions

Conditions	Yield
at 150℃;

...Expand

: 593-60-2
Vinyl bromide

: 60779-09-1
1-phenylethylmagnesium chloride

: 934-10-1
3-phenylbut-1-ene

Conditions

Conditions	Yield
With (2R,3R)-2,3-(2,5,8,11-tetrathiadodecamethylene)-1,4-dioxaspiro<4.5>decane; nickel dichloride In diethyl ether at -10 - 0℃; for 24h; Product distribution; var. of ligand, temp., ratio, time; asymmetric induction;	100%
all-(S) 4-Me2N-cis-decaline[3,2-b](1-Ph2P-ferrocene)*PdCl2 In diethyl ether at 0℃; for 24h;	96%

: 593-60-2
Vinyl bromide

: 2385-77-5
(R)-Citronellal

: 1037496-91-5
(5R)-5,9-dimethyl-1,8-decadien-3-ol

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With magnesium In tetrahydrofuran at 20℃; for 2h; Stage #2: (R)-Citronellal In tetrahydrofuran at 20℃; for 3h; Further stages.;	100%

: 593-60-2
Vinyl bromide

: 132563-81-6
1-(2,4-difluorophenyl)-2-(tetrahydropyranyloxy)propan-1-one

: 126945-39-9
(3S,4R)-3-(2,4-Difluorophenyl)-4-(2-tetrahydropyranyloxy)-1-penten-3-ol

Conditions

Conditions	Yield
With sodium chloride; ammonium chloride; magnesium In tetrahydrofuran; acetone	100%

: 26654-39-7
4,4-dimethyl-1,3-oxazolidin-2-one

: 593-60-2
Vinyl bromide

: 929554-28-9
4,4-dimethyl-3-vinyloxazolidin-2-one

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene at 113℃; for 16h;	100%

: 593-60-2
Vinyl bromide

: 389079-71-4
N-(2-(cyclohex-1-en-1-yl)ethyl)-4-methylbenzenesulfonamide

: 1180843-91-7
C17H23NO2S

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In tetrahydrofuran at 80℃; Inert atmosphere;	100%

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

: 593-60-2
Vinyl bromide

: 1-bromo-4-(but-3-en-1-yn-1-yl)benzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran at 20 - 50℃; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 24℃; for 4h; Inert atmosphere; Alkaline conditions;	96%
Stage #1: Vinyl bromide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: 4-bromo-1-ethynylbenzene In tetrahydrofuran at 20℃; Inert atmosphere;	79.1%

: 593-60-2
Vinyl bromide

: 32401-10-8
1,6-dibromodiamantane

: 1,6-bis(2,2-dibromoethyl)diamantane

Conditions

Conditions	Yield
With aluminium bromide at -50℃; for 1h;	100%

: 593-60-2
Vinyl bromide

: 73448-13-2
tert-butyldimethylsilyl hex-5-yn-1-yl ether

: 138059-76-4
8-<(tert-butyldimethylsilyl)oxy>-1-octen-3-yne

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine for 2h; Ambient temperature;	99%

: 593-60-2
Vinyl bromide

: 6141-72-6
perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane)

: 1-bromo-2-<-1->ethane

Conditions

Conditions	Yield
for 1h; Ambient temperature; in vacuo;	99%

: 593-60-2
Vinyl bromide

: 768-60-5
4-methoxyphenylacetylen

: 55088-86-3
1-(but-3-en-1-yn-1-yl)-4-methoxybenzene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	99%
Stage #1: Vinyl bromide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: 4-methoxyphenylacetylen In tetrahydrofuran at 20℃; Inert atmosphere;	92.5%

: 943151-35-7
C21H17NO4

: 593-60-2
Vinyl bromide

: 943151-36-8
C23H21NO4

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With tert.-butyl lithium In diethyl ether at -78℃; for 0.25h; Stage #2: C21H17NO4 In tetrahydrofuran; diethyl ether at 0℃; for 0.166667h; Further stages.;	99%

: 593-60-2
Vinyl bromide

: 654085-09-3
[(4'-(4-t-butylphenyl)-2,2':6',2''-terpyridine)Rh(Br)]

: 654085-21-9
Rh(III)Br2(ethenyl)(4'-(4-tertbutylphenyl)-2,2':6',2''-terpyridine)

Conditions

Conditions	Yield
In ethanol Ar; adding 100 equiv. of bromoethene to a mixt. of Rh complex with ethanol at room temp.; pouring the mixt. into pentane after 5 min, decantation, washing the solid with pentane, drying under reduced pressure;	99%

: 764-93-2
1-decyne

: 593-60-2
Vinyl bromide

: 74744-36-8
1-dodecene-3-yne

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	95%

: 593-60-2
Vinyl bromide

: 766-97-2
4-n-methylphenylacetylene

: 30011-66-6
1-(but-3-en-1-yn-1-yl)-4-methylbenzene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; Sealed tube; Inert atmosphere;	95%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	84%

: 593-60-2
Vinyl bromide

: 78-27-3
1-Ethynyl-1-cyclohexanol

: 2696-22-2
1-vinylethynyl-1-cyclohexanol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine at 0 - 20℃; for 6.5h;	98%

: 593-60-2
Vinyl bromide

: 4187-87-5
1-Phenyl-2-propyn-1-ol

: 2720-52-7
1-phenylpent-4-en-2-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	88%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 0 - 20℃; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	76%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 0 - 25℃; Inert atmosphere;	45.9%

: 593-60-2
Vinyl bromide

: 766-49-4
(2-fluorophenyl)acetylene

: 1-(but-3-en-1-yn-1-yl)-2-fluorobenzene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; diethylamine at 0 - 20℃; Inert atmosphere;	69%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique;	29%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; for 4h; Glovebox;

: 593-60-2
Vinyl bromide

: 705-31-7
4-trifluoromethylphenylacetylene

: 1-(but-3-en-1-yn-1-yl)-4-(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: 4-trifluoromethylphenylacetylene In tetrahydrofuran at 20℃; Inert atmosphere;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique;	89%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Sealed tube; Inert atmosphere;
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine at 20℃; Sonogashira Cross-Coupling; Inert atmosphere;

: 593-60-2
Vinyl bromide

: 216064-35-6
6-benzoyloxy-1-hexyne

: oct-7-en-5-yn-1-yl benzoate

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	99%

: 593-60-2
Vinyl bromide

: 629-05-0
n-octyne

: 33622-26-3
dec-1-en-3-yne

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran at 50℃; for 2h; Sonogashira Cross-Coupling;	98%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	90%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	90%

: 593-60-2
Vinyl bromide

: 127643-19-0
3-[1,3]Dioxolan-2-ylmethyl-4-methyl-pentanal

: 127600-26-4
5-[1,3]Dioxolan-2-ylmethyl-6-methyl-hept-1-en-3-ol

Conditions

Conditions	Yield
With iodine; magnesium In tetrahydrofuran	98%

: 593-60-2
Vinyl bromide

: acetylmercaptoacetonitrile

: 83060-72-4
3-amino-5-phenylthiophene-2-carbonitrile

Conditions

Conditions	Yield
With NaOCH3 In ethanol; chloroform	98%

: 593-60-2
Vinyl bromide

: 1567325-02-3
pent-4-ynyl 4-(trifluoromethyl)benzoate

: hept-6-en-4-yn-1-yl 4-(trifluoromethyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 0 - 20℃; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	98%

: 593-60-2
Vinyl bromide

: 78-74-0
1,1,2-tribromoethane

Conditions

Conditions	Yield
With bromine In dichloromethane at 0 - 22℃; for 2h; Inert atmosphere;	97%
With bromine In chloroform at 20℃; for 12h; Bromination;	87%
With bromine

: 593-60-2
Vinyl bromide

: 71996-27-5
2-(phenylselenenyl)-2-cyclopentenone

LiMe2Cu: LiMe2Cu

: 3-Methyl-2-phenylselanyl-2-vinyl-cyclopentanone

Conditions

Conditions	Yield
	97%

...Expand

: 593-60-2
Vinyl bromide

: 228579-91-7
(2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate

: 1017802-73-1
L-N-(tert-butyloxycarbonyl)-5-vinylproline tert-butyl ester

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With iodine; magnesium In tetrahydrofuran for 0.5h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at -40℃; for 0.75h; Stage #3: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate With boron trifluoride diethyl etherate In tetrahydrofuran at -78 - 20℃; for 4.5h;	97%

: 593-60-2
Vinyl bromide

: 12151-13-2
cycloocta-1,5-dienebis(triphenylphosphine)nickel(0)

A: Ni(P(C6H5)3)2(C2H3)Br

B: 5259-72-3, 10060-40-9, 111-78-4
1,5-dicyclooctadiene

Conditions

Conditions	Yield
In hexane addn. of Ni-complex to soln. of vinyl bromide in hexane (stirring, -50-(-70)°C), after 30 min warming to -10°C, stirring 30 min; filtration, washing (cold hexane), drying (vac., -10°C);	A 97% B n/a

...Expand

: 593-60-2
Vinyl bromide

: copper(I) bromide dimethylsulfide complex

: 69786-76-1
Li(Cr(CO)3(η6-C6H4OMe-2))

: 164577-77-9, 52456-48-1, 147127-36-4
η6-[(2-methoxy)vinylbenzene]tricarbonylchromium(0)

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran react. with 1 equiv. CuBr*SMe2 in THF at -78°C, then with 1 equiv. CH2=CHBr and Pd(PPh3)4, -78°C to room temp.;	97%

...Expand

: 593-60-2
Vinyl bromide

: 16520-62-0
4-Phenyl-1-butyne

: hex-5-en-3-yn-1-yl benzene

Conditions

Conditions	Yield
Stage #1: Vinyl bromide With copper(l) iodide; triethylamine; palladium dichloride In tetrahydrofuran at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: 4-Phenyl-1-butyne In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;	97%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 24℃; for 13h; Inert atmosphere; Alkaline conditions;	96%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In tetrahydrofuran at 24℃; for 14h; Inert atmosphere;	95%

: 593-60-2
Vinyl bromide

: 1255097-31-4
C29H56O2Si2

A: 1255097-32-5
C31H60O2Si2

B: C31H60O2Si2

Conditions

Conditions	Yield
Stage #1: C29H56O2Si2 With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 0 - 20℃; for 7h; Stage #2: Vinyl bromide With tetrakis(triphenylphosphine) palladium(0); water; sodium hydroxide In tetrahydrofuran at 20℃; for 1.5h; optical yield given as %de;	A 97% B n/a

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Vinyl bromide Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 133.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 19 ,1979,p. 367.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Vinyl bromide Standards and Recommendations

OSHA PEL: TWA 5 ppm
ACGIH TLV: TWA 0.5 ppm; Suspected Human Carcinogen
DFG MAK: Human Carcinogen
NIOSH REL: (Vinyl Bromide) Lowest Detectable Level
DOT Classification: 2.1; Label: Flammable Gas

Vinyl bromide Analytical Methods

For occupational chemical analysis use OSHA: #08 or NIOSH: Vinyl Bromide, 1009.

Vinyl bromide Specification

The CAS registry number of Vinyl bromide is 593-60-2. Its EINECS registry number is 209-800-6. The IUPAC name is bromoethene. In addition, the molecular formula is C₂H₃Br and the molecular weight is 106.95. It is also called Ethene,bromo-. What's more, it is a kind of colourless liquid and belongs to the classes of Gas Cylinders; Halides (low boiling point); omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; omega-Unsaturated Halides; Synthetic Organic Chemistry. And it is soluble in chloroform, ethanol, diethyl ether.

Physical properties about this chemical are: (1)ACD/LogP: 1.57; (2)ACD/LogD (pH 5.5): 1.57; (3)ACD/LogD (pH 7.4): 1.57; (4)ACD/BCF (pH 5.5): 9.188; (5)ACD/BCF (pH 7.4): 9.188; (6)ACD/KOC (pH 5.5): 170.247; (7)ACD/KOC (pH 7.4): 170.247 ; (8)Index of Refraction: 1.45; (9)Molar Refractivity: 18.772 cm³; (10)Molar Volume: 69.824 cm³; (11)Polarizability: 7.442 ×10^-24cm³; (12)Surface Tension: 22.973 dyne/cm; (13)Density: 1.532 g/cm³; (14)Enthalpy of Vaporization: 25.223 kJ/mol; (15)Boiling Point: 15.799 °C at 760 mmHg; (16)Vapour Pressure: 1051.361 mmHg at 25°C.

Preparation of Vinyl bromide: it can be prepared by 1,2-dibromo-ethane. This reaction will need reagent KOH and solvent ethanol. The yield is about 56% by heating.

Uses of Vinyl bromide: this chemical is used to manufacture bromopolymers and mainly polyvinyl bromide. Further it is used as an alkylation agent. In addition, it can be used to get 1,1,2-tribromo-ethane. This reaction will need reagent Br₂ and solvent CHCl₃. The reaction time is 12 hours at reaction temperature of 20 °C. The yield is about 87%.

Vinyl bromide can be used to get 1,1,2-tribromo-ethane

When you are using this chemical, please be cautious about it as the following:
This chemical is extremely flammable and may form explosive peroxides. And it is irritating to eyes and respiratory system. Moreover, it may cause cancer. You should avoid exposure - obtain special instruction before use. During using it, you should not empty into drains. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). And you should keep container in a well-ventilated place and keep away from sources of ignition - No smoking. Moreover, take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: C=CBr
(2)InChI: InChI=1/C2H3Br/c1-2-3/h2H,1H2
(3)InChIKey: INLLPKCGLOXCIV-UHFFFAOYAI

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LCLo	inhalation	50000ppm/7H (50000ppm)		"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1690, 1991.
rat	LD50	oral	500mg/kg (500mg/kg)		Dow Chemical Company Reports. Vol. -, Pg. 12, 1966.

Product Name

Vinyl bromide

Synthetic route

Vinyl bromide Consensus Reports

Vinyl bromide Standards and Recommendations

Vinyl bromide Analytical Methods

Vinyl bromide Specification

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