Product Name

  • Name

    4-Bromo-1-butene

  • EINECS 225-937-4
  • CAS No. 5162-44-7
  • Article Data44
  • CAS DataBase
  • Density 1.312 g/cm3
  • Solubility Miscible with water, benzene, ether and ethanol.
  • Melting Point -115.07°C (estimate)
  • Formula C4H7Br
  • Boiling Point 99.3 °C at 760 mmHg
  • Molecular Weight 135.004
  • Flash Point 9.4 °C
  • Transport Information UN 1993 3/PG 2
  • Appearance colourless liquid
  • Safety 26-36/37/39
  • Risk Codes 11-36/37-42/43
  • Molecular Structure Molecular Structure of 5162-44-7 (4-Bromo-1-butene)
  • Hazard Symbols FlammableF, HarmfulXn, IrritantXi
  • Synonyms 1-Bromo-3-butene;3-Butenyl bromide;4-Bromobutene-1;Allylcarbinyl bromide;Homoallyl bromide;
  • PSA 0.00000
  • LogP 1.95740

Synthetic route

but-3-enyl 4-methylbenzenesulfonate
778-29-0

but-3-enyl 4-methylbenzenesulfonate

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With lithium bromide In acetone for 1h; Heating;98%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide at 200 - 210℃;97%
With N,N,N,N,N,N-hexamethylphosphoric triamide at 210℃;95%
With N,N,N,N,N,N-hexamethylphosphoric triamide for 1h; Heating;82%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With diisobutylaluminium hydride In hexane at 40℃;90%
(2-bromoethyl)oxirane
13287-42-8

(2-bromoethyl)oxirane

dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

mesoxalate de methyle
3298-40-6

mesoxalate de methyle

Conditions
ConditionsYield
With dirhodium tetraacetate In toluene for 0.75h; Heating;A 84%
B n/a
homoalylic alcohol
627-27-0

homoalylic alcohol

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With phosphorus tribromide In pyridine80%
With pyridine; phosphorus tribromide In neat (no solvent) at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;74%
With pyridine; phosphorus tribromide at 0℃;
formaldehyd
50-00-0

formaldehyd

homoalylic alcohol
627-27-0

homoalylic alcohol

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With phosphorus tribromide73%
cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With C50H44Au2P4(2+)*2C2F6NO4S2(1-) In water; acetonitrile for 0.166667h; Inert atmosphere; Sealed tube; UV-irradiation;72%
cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

Conditions
ConditionsYield
With NbCl3(N,N′-bis-(2,6-diisopropylphenyl)-1,4-diaza-2,3-dimethyl-1,3-butadiene) In benzene-d6 at 120℃; for 14h; Catalytic behavior; Inert atmosphere; Schlenk technique; Glovebox;A 59%
B 33%
allyl bromide
106-95-6

allyl bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With copper(I) chloride * phenylphosphite at -20 - -10℃;A 58%
B 1.2%
homoalylic alcohol
627-27-0

homoalylic alcohol

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

1,3-dibromobutane
107-80-2

1,3-dibromobutane

Conditions
ConditionsYield
With hydrogen bromide at 0℃;
With phosphorus tribromide
With hydrogen bromide
buta-1,3-diene
106-99-0

buta-1,3-diene

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

(E/Z)-crotyl bromide
4784-77-4, 29576-14-5, 39616-19-8

(E/Z)-crotyl bromide

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide
ethene
74-85-1

ethene

dichloromethane
75-09-2

dichloromethane

methylcyclopropane
594-11-6

methylcyclopropane

2,2-dimethyl-N-bromoglutarimide
82621-80-5

2,2-dimethyl-N-bromoglutarimide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

2,2-dimethylglutarimide
1194-33-8

2,2-dimethylglutarimide

C

bromodichloromethane
75-27-4

bromodichloromethane

D

N-(2-bromoethyl)-3,3-dimethylglutarimide

N-(2-bromoethyl)-3,3-dimethylglutarimide

E

ethylene dibromide
106-93-4

ethylene dibromide

F

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
at 15℃; for 1h; Product distribution; Kinetics; Mechanism; Irradiation;A 1.7 % Chromat.
B 50.4 % Chromat.
C 12.8 % Chromat.
D 50.1 % Chromat.
E 2.0 % Chromat.
F 18.0 % Chromat.
dichloromethane
75-09-2

dichloromethane

methylcyclopropane
594-11-6

methylcyclopropane

2,2-dimethyl-N-bromoglutarimide
82621-80-5

2,2-dimethyl-N-bromoglutarimide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

2,2-dimethylglutarimide
1194-33-8

2,2-dimethylglutarimide

C

bromodichloromethane
75-27-4

bromodichloromethane

D

1,3-dibromobutane
107-80-2

1,3-dibromobutane

E

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
at 15℃; for 1h; Product distribution; Mechanism; Kinetics; Irradiation;A 3.2 % Chromat.
B 95.9 % Chromat.
C 24.1 % Chromat.
D 8.5 % Chromat.
E 34.5 % Chromat.
Bromotrichloromethane
75-62-7

Bromotrichloromethane

(cyclopropylmethyl)(1-hydroxy-1-methylethyl)diazene
104877-17-0

(cyclopropylmethyl)(1-hydroxy-1-methylethyl)diazene

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

trans-1-bromo-5,5,5-trichloro-2-pentene
117153-45-4

trans-1-bromo-5,5,5-trichloro-2-pentene

C

3,5-dibromo-1,1,1-trichloropentane
117135-60-1

3,5-dibromo-1,1,1-trichloropentane

D

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

E

acetone
67-64-1

acetone

F

propan-2-one azine
627-70-3

propan-2-one azine

Conditions
ConditionsYield
In dichloromethane at -20.1 - 0.4℃; Product distribution; Rate constant; Irradiation; investigation of thermolysis and photolysis; various solvents, time, temperatures, and concentrations;
Bromocyclobutane
4399-47-7

Bromocyclobutane

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
nickel at 16.9℃; under 0.08 Torr; Product distribution;
bicyclo[1.1.0]butane
157-33-5

bicyclo[1.1.0]butane

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; mercury dibromide 1.) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen bromide Product distribution; influence of reaction time;
Bromocyclobutane
4399-47-7

Bromocyclobutane

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

hydrogen bromide

zinc bromide

zinc bromide

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

homoalylic alcohol
627-27-0

homoalylic alcohol

sulfuric acid
7664-93-9

sulfuric acid

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

hydrogen bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

(E/Z)-crotyl bromide
4784-77-4, 29576-14-5, 39616-19-8

(E/Z)-crotyl bromide

homoalylic alcohol
627-27-0

homoalylic alcohol

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

hydrogen bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

1,3-dibromobutane
107-80-2

1,3-dibromobutane

Conditions
ConditionsYield
at 0℃;
homoalylic alcohol
627-27-0

homoalylic alcohol

phosphorus tribromide
7789-60-8

phosphorus tribromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

1,3-dibromobutane
107-80-2

1,3-dibromobutane

Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

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

hydrogen bromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

dichloromethane
75-09-2

dichloromethane

Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

phosphorus tribromide
7789-60-8

phosphorus tribromide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

chloro(cyclopropyl)methane
5911-08-0

chloro(cyclopropyl)methane

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With sodium bromide; NaY zeolite In pentane at 25℃; Kinetics;A 58 % Chromat.
B 32 % Chromat.
C 10 % Chromat.
3-bromopropanal
65032-54-4

3-bromopropanal

methyltriphenylphosphonium iodide
20667-19-0

methyltriphenylphosphonium iodide

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h;
Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

Bromocyclobutane
4399-47-7

Bromocyclobutane

C

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
With hydrogen bromide; 3-ethyl-1-methyl-1H-imidazol-3-ium bromide at 80℃; for 0.333333h; Reagent/catalyst; Temperature;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

4-azido-1-butene
113738-20-8

4-azido-1-butene

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran; water at 80℃; for 3h; Inert atmosphere;100%
With sodium azide In dimethyl sulfoxide for 18h; Ambient temperature;76%
With sodium azide In water; acetone for 20h; Heating;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

thiophenol
108-98-5

thiophenol

homoallyl phenyl sulfide
4285-49-8

homoallyl phenyl sulfide

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone Reflux;100%
With potassium carbonate In acetone Reflux;96%
91%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

triphenylphosphine
603-35-0

triphenylphosphine

but-3-en-1-yltriphenylphosphonium bromide
16958-42-2

but-3-en-1-yltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene for 24h; Inert atmosphere; Reflux;100%
In N,N-dimethyl-formamide for 3h; Heating;84%
In acetonitrile at 23℃; for 23h; Reflux; Inert atmosphere;81%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1,8-nonadiene-5-ol
94427-72-2

1,8-nonadiene-5-ol

Conditions
ConditionsYield
Stage #1: 1-bromo-4-butene With magnesium In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #2: formic acid ethyl ester In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
100%
Stage #1: 1-bromo-4-butene With iodine; magnesium In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: formic acid ethyl ester In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;
98%
Stage #1: 1-bromo-4-butene With iodine; magnesium In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: formic acid ethyl ester In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
94%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

2',3'-dichloro-4'-hydroxybutyrophenone
2350-46-1

2',3'-dichloro-4'-hydroxybutyrophenone

2,3-dichloro-4-(3-butenyloxy)butyrophenone
113239-47-7

2,3-dichloro-4-(3-butenyloxy)butyrophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 65℃; for 5h;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

piperidine-2,6-dione
1121-89-7

piperidine-2,6-dione

1-But-3-enylpiperidine-2,6-dione
67310-69-4

1-But-3-enylpiperidine-2,6-dione

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In benzene for 12h; Heating;100%
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

bis(3-butenyl)magnesium
38443-93-5

bis(3-butenyl)magnesium

Conditions
ConditionsYield
Stage #1: 1-bromo-4-butene With magnesium In tetrahydrofuran at 27℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: In tetrahydrofuran; 1,4-dioxane at 27℃; Inert atmosphere; Schlenk technique; Glovebox;
100%
With 1,4-dioxane; magnesium In diethyl ether for 0.666667h; Metallation;
Stage #1: 1-bromo-4-butene With magnesium In diethyl ether for 0.666667h;
Stage #2: With 1,4-dioxane In diethyl ether for 0.5h;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

but-3-ene-1-sulfonic acid sodium salt

but-3-ene-1-sulfonic acid sodium salt

Conditions
ConditionsYield
With sodium sulfite In water at 90℃; for 16h; Inert atmosphere;100%
With sodium sulfite In water for 12h; Heating;
With sodium sulfite In water at 70℃;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

ethanolamine
141-43-5

ethanolamine

N-[2'-(hydroxy)ethyl]-1-amino-but-3-ene
785034-63-1

N-[2'-(hydroxy)ethyl]-1-amino-but-3-ene

Conditions
ConditionsYield
With sodium iodide In methanol for 2h; Inert atmosphere; Reflux;100%
With sodium iodide In methanol for 3h; Reflux;40%
With sodium iodide In methanol for 3h; Reflux;
With sodium iodide In methanol for 3h; Reflux;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

8-methylene-4-(prop-1-ynyl)octahydro-1H-quinolizine-4-carbonitrile

8-methylene-4-(prop-1-ynyl)octahydro-1H-quinolizine-4-carbonitrile

(6RS,9aRS)-6-(but-3-enyl)-2-methylene-6-(prop-1-ynyl)octahydro-1H-quinolizine

(6RS,9aRS)-6-(but-3-enyl)-2-methylene-6-(prop-1-ynyl)octahydro-1H-quinolizine

Conditions
ConditionsYield
Stage #1: 1-bromo-4-butene With magnesium In tetrahydrofuran at 70℃; for 1.5h;
Stage #2: 8-methylene-4-(prop-1-ynyl)octahydro-1H-quinolizine-4-carbonitrile In tetrahydrofuran; dichloromethane at -78 - 20℃;
100%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

3-(but-3-en-1-yl)-1-methyl-1H-imidazol-3-ium bromide
943611-02-7

3-(but-3-en-1-yl)-1-methyl-1H-imidazol-3-ium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃;100%
at 40℃; for 16h; Inert atmosphere; neat (no solvent);97%
at 40℃;
In toluene at 110℃;
In neat (no solvent) at 100℃; for 0.333333h; Microwave irradiation; Sealed tube;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate
142851-03-4

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate
146603-99-8

1-(1,1-dimethylethyl) 4-ethyl 4-(2-propenyl)-1,4-piperidinedicarboxylate

Conditions
ConditionsYield
Stage #1: 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.75h;
Stage #2: 1-bromo-4-butene With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

octakis(dimethylsiloxy)octasilsesquioxane

octakis(dimethylsiloxy)octasilsesquioxane

C48H112Br8O20Si16

C48H112Br8O20Si16

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene; toluene at 80℃;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-[4-(3-buten-1-yl)phenyl]-1H-imidazole

1-[4-(3-buten-1-yl)phenyl]-1H-imidazole

1-[4-(3-buten-1-yl)phenyl]-3-(3-buten-1-yl)imidazolium bromide

1-[4-(3-buten-1-yl)phenyl]-3-(3-buten-1-yl)imidazolium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 48h;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-[4-(3-buten-1-yloxycarbonyl)phenyl]-1H-imidazole

1-[4-(3-buten-1-yloxycarbonyl)phenyl]-1H-imidazole

3-(3-buten-1-yl)-1-{4-[(3-buten-1-yloxy)carbonyl]phenyl}imidazolium bromide

3-(3-buten-1-yl)-1-{4-[(3-buten-1-yloxy)carbonyl]phenyl}imidazolium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 72h;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-(6,7-dimethyl-1-hydroxynaphthalen-2-yl)ethan-1-one

1-(6,7-dimethyl-1-hydroxynaphthalen-2-yl)ethan-1-one

1-(1-(but-3-en-1-yloxy)-6,7-dimethylnaphthalen-2-yl)ethan-1-one

1-(1-(but-3-en-1-yloxy)-6,7-dimethylnaphthalen-2-yl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere; Sealed tube;100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere; Sealed tube;64%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

tert-butyl 1,4-diazepine-1-carboxylate
112275-50-0

tert-butyl 1,4-diazepine-1-carboxylate

tert-butyl 4-(but-3-en-1-yl)-1,4-diazepane-1-carboxylate

tert-butyl 4-(but-3-en-1-yl)-1,4-diazepane-1-carboxylate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In tetrahydrofuran Reflux;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

N-tert-butoxycarbonyl-(R)-3-(benzyloxy)-1-[methoxy(methyl)amino]-2-amino-1-oxopropan

N-tert-butoxycarbonyl-(R)-3-(benzyloxy)-1-[methoxy(methyl)amino]-2-amino-1-oxopropan

N-tert-butoxycarbonyl-(R)-1-(benzyloxy)-2-amino-3-oxohept-6-ene

N-tert-butoxycarbonyl-(R)-1-(benzyloxy)-2-amino-3-oxohept-6-ene

Conditions
ConditionsYield
Stage #1: 1-bromo-4-butene With magnesium In tetrahydrofuran Reflux;
Stage #2: N-tert-butoxycarbonyl-(R)-3-(benzyloxy)-1-[methoxy(methyl)amino]-2-amino-1-oxopropan In tetrahydrofuran at -20 - 20℃; for 18h;
100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

4,4'-dimercaptodiphenyl sulfide
19362-77-7

4,4'-dimercaptodiphenyl sulfide

C20H22S3

C20H22S3

Conditions
ConditionsYield
Stage #1: 4,4'-dimercaptodiphenyl sulfide With sodium hydroxide In water; N,N-dimethyl-formamide Inert atmosphere; Cooling with ice;
Stage #2: 1-bromo-4-butene In water; N,N-dimethyl-formamide at 20℃; Inert atmosphere;
100%
6-bromo-pyridin-3-ol
55717-45-8

6-bromo-pyridin-3-ol

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

2-bromo-5-(but-3-en-1-yloxy)pyridine

2-bromo-5-(but-3-en-1-yloxy)pyridine

Conditions
ConditionsYield
With caesium carbonate In acetone at 85℃; for 72h; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide for 24h; Inert atmosphere;20%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

methyl 1H-pyrrole-2-carboxylate-3-d

methyl 1H-pyrrole-2-carboxylate-3-d

methyl 1(but-3-en-1yl)-1H-pyrrole-2-carboxylate-3-d

methyl 1(but-3-en-1yl)-1H-pyrrole-2-carboxylate-3-d

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In butanone for 24h; Reflux;100%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

(S)-ethyl N-tert-butoxycarbonylpyroglutamate
144978-35-8, 144978-12-1

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

ethyl (2S)-N-Boc-2-amino-5-oxo-non-8-enoate

ethyl (2S)-N-Boc-2-amino-5-oxo-non-8-enoate

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at -78℃; Grignard reaction; Inert atmosphere;99.7%
Stage #1: 1-bromo-4-butene; (S)-ethyl N-tert-butoxycarbonylpyroglutamate With magnesium In tetrahydrofuran
Stage #2: In tetrahydrofuran at -60℃;
75%
Succinimide
123-56-8

Succinimide

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

N-(3-butenyl)succinimide
58805-10-0

N-(3-butenyl)succinimide

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In toluene for 16h; Heating;99.5%
Stage #1: Succinimide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 50℃; for 20h;
92%
With sodium ethanolate In ethanol for 6h; Heating;
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide
Stage #1: Succinimide With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;
Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 50℃; for 16h; Inert atmosphere;
130 g
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-potassio-2-nitroimidazole salt
133733-15-0

1-potassio-2-nitroimidazole salt

1-(3-buten-1-yl)-2-nitroimidazole
93272-52-7

1-(3-buten-1-yl)-2-nitroimidazole

Conditions
ConditionsYield
With 18-crown-6 ether In acetonitrile for 384h;99%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

4-cyanophenol
767-00-0

4-cyanophenol

4-(4'-cyanophenoxy)but-1-ene
115022-60-1

4-(4'-cyanophenoxy)but-1-ene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 12h; Reflux;99%
Stage #1: 4-cyanophenol With potassium carbonate for 1h;
Stage #2: 1-bromo-4-butene at 60℃;
58%
With potassium carbonate In acetonitrile Heating;43%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

salicylaldehyde
90-02-8

salicylaldehyde

2-(but-3-en-1-yloxy)benzaldehyde
55400-94-7

2-(but-3-en-1-yloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 12h; Inert atmosphere; Reflux;99%
With 18-crown-6 ether; potassium carbonate; potassium iodide In acetonitrile at 75℃; for 18h; Inert atmosphere;97%
With potassium carbonate; sodium iodide In acetonitrile Reflux;41%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

(3S,5aR,8aS,8bR)-3-Isopropyl-8b-methyl-octahydro-cyclopenta[3,4]pyrrolo[2,1-b]oxazol-5-one
180982-83-6

(3S,5aR,8aS,8bR)-3-Isopropyl-8b-methyl-octahydro-cyclopenta[3,4]pyrrolo[2,1-b]oxazol-5-one

(3S,5aS,8aS,8bR)-5a-But-3-enyl-3-isopropyl-8b-methyl-octahydro-cyclopenta[3,4]pyrrolo[2,1-b]oxazol-5-one
180871-75-4

(3S,5aS,8aS,8bR)-5a-But-3-enyl-3-isopropyl-8b-methyl-octahydro-cyclopenta[3,4]pyrrolo[2,1-b]oxazol-5-one

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C up to 0 deg C; 2.) 0 deg C; 3.) -78 deg C; 4.) 0 deg C;99%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

phenol
108-95-2

phenol

4-phenoxy-1-butene
2653-89-6

4-phenoxy-1-butene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 12h; Reflux;99%
With potassium carbonate In acetone for 12h; Inert atmosphere; Reflux;95%
With potassium carbonate In acetonitrile for 12h; Reflux;85%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

4-nitro-phenol
100-02-7

4-nitro-phenol

1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene
40742-21-0

1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 18h; Heating;99%
With potassium carbonate In acetonitrile for 12h; Reflux;99%
With potassium carbonate In acetonitrile97%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

1-[2-(3-fluorophenyl)ethyl]piperazine
188400-93-3

1-[2-(3-fluorophenyl)ethyl]piperazine

1-but-3-enyl-4-[2-(3-fluoro-phenyl)-ethyl]piperazine
862158-39-2

1-but-3-enyl-4-[2-(3-fluoro-phenyl)-ethyl]piperazine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 12h; Heating;99%

4-Bromo-1-butene Chemical Properties

Product Name: 4-Bromo-1-butene (CAS NO.5162-44-7)

Molecular formula: C4H7Br
Molecular Weight: 135 
EINECS: 225-937-4
Boiling point: 98-100 °C(lit.)
Flash point: 49 °F
Density: 1.33 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.462(lit.)
Storage temp.: 2-8°C
Sensitive: Light Sensitive
Index of Refraction: 1.457 
Molar Refractivity: 28.03 cm3 
Molar Volume: 102.8 cm
XLogP3-AA: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 0
Structure Descriptors of 4-Bromo-1-butene (CAS NO.5162-44-7):
  IUPAC Name: 4-bromobut-1-ene
  Canonical SMILES: C=CCCBr
  InChI: InChI=1S/C4H7Br/c1-2-3-4-5/h2H,1,3-4H2 
  InChIKey: DMAYBPBPEUFIHJ-UHFFFAOYSA-N
Product Categories: Halides; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; omega-Unsaturated Halides; Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks

4-Bromo-1-butene Uses

 4-Bromo-1-butene (CAS NO.5162-44-7) is used for drug intermediates.

4-Bromo-1-butene Consensus Reports

 4-Bromo-1-butene (CAS NO.5162-44-7) is reported in EPA TSCA Inventory.

4-Bromo-1-butene Safety Profile

Safety Information of 4-Bromo-1-butene (CAS NO.5162-44-7):
Hazard Codes:  FFlammable, XnHarmful,XiIrritantXi
Risk Statements information:
11:  Highly Flammable 
36/37:  Irritating to eyes and respiratory system 
42/43:  May cause sensitization by inhalation and skin contact  
Safety Statements information:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
F: 8-19
HazardClass: 3
PackingGroup: II
HS Code: 29033036
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
A dangerous fire hazard (flash point <1°C). Violent reaction with chloromethylphenylsilane + chloroplatinic acid. When heated to decomposition it emits toxic fumes of Br.

4-Bromo-1-butene Specification

 4-Bromo-1-butene , its CAS NO. is 5162-44-7, the synonyms are 4-bromobut-1-ene ; 4-Bromobutene ; 4-Bromobutene-(1) ; Homoallyl bromide ; 4-bromo-1-buten ; 4-bromo-but-1-ene ; 1-Bromo-3-butene;1-butene,4-bromo- .

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