1,4-Dibromobutane supplier

Name
1,4-Dibromobutane
EINECS 203-775-5
CAS No. 110-52-1
Article Data96
CAS DataBase
Density 1.785 g/cm³
Solubility immiscible with water.
Melting Point - 20 °C(lit.)
Formula C₄H₈Br₂
Boiling Point 197 °C at 760 mmHg
Molecular Weight 215.916
Flash Point 65.2 °C
Transport Information UN 2810 6.1/PG 3
Appearance Clear, colorless liquid
Safety 26-39-45-37/39
Risk Codes 25-37/38-41-36/37/38
Molecular Structure
Hazard Symbols T,Xi,C
Synonyms 1,4-Dibrombutan;DBB;1,4 Dibromo Butane;1,4-Butylene Bromide;1,4-Dibromobutane / Tetramethylene Dibromide;1,4-Dibromobutene;Tetramethylene dibromide;Butane, 1,4-dibromo-;Butane,1,4-dibromo-;
PSA 0.00000
LogP 2.55640

Synthetic route

: 109-99-9
tetrahydrofuran

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

Conditions

Conditions	Yield
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine In dichloromethane at 20℃; for 0.15h; Appel Halogenation;	95%
With carbon tetrabromide; triphenylphosphine In chloroform at 20℃; for 240h;	93%
With 2,2,2-tribromo-1,3,2-benzodioxaphosphole In chloroform	86%

: 7051-34-5
cyclopropylcarbinyl bromide

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

Conditions

Conditions	Yield
With water; boron tribromide In dichloromethane at 23℃; for 23h; regioselective reaction;	87%
With hydrogen bromide at 170℃; im Rohr;

: 109-99-9
tetrahydrofuran

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

B: 42023-34-7
4-bromobutyl phosphite

Conditions

Conditions	Yield
With hydrogen bromide; phosphorus tribromide at 80℃; for 0.666667h;	A 85% B 4%
With hydrogen bromide; phosphorus tribromide at 80℃; for 0.666667h;	A 27% B 53%

: 110-63-4
Butane-1,4-diol

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

Conditions

Conditions	Yield
With sulfuric acid; sodium bromide In water for 3h; Heating;	84.8%
With hydrogen bromide at 130℃;
With sulfuric acid; hydrogen bromide

: 150-76-5
4-methoxy-phenol

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

B: 2033-83-2
1-(4-methoxyphenoxy)-4-bromobutane

Conditions

Conditions	Yield
	A n/a B 82%

: 873988-92-2
1,4-bis-isopentyloxy-butane

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

B: 51748-48-2
1-bromo-4-isopentyloxy-butane

Conditions

Conditions	Yield
With hydrogen bromide

: 2516-33-8
Cyclopropylmethanol

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

Conditions

Conditions	Yield
With hydrogen bromide

: 1200-03-9
4-bromophenyl butyl ether

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

Conditions

Conditions	Yield
With hydrogen bromide

: 3459-88-9
1,4-diphenoxybutane

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

Conditions

Conditions	Yield
With hydrogen bromide
With hydrogen bromide at 130 - 140℃; im Rohr;

: 31991-78-3
uvariadiamide

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

Conditions

Conditions	Yield
With phosphorus pentabromide
With bromine; phosphorus trichloride
With phosphorus pentabromide im Vakuum;

: 109-99-9
tetrahydrofuran

: 41138-92-5
methanesulfonyl bromide

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

B: 7239-41-0
4,4'-dibromo-di-n-butyl ether

C: 55-98-1
busulfan

D: 40671-33-8
1-bromo-4-methanesulfonyloxy-butane

Conditions

Conditions	Yield
zinc(II) chloride at 75℃; for 5h;

...Expand

: 109-65-9
1-bromo-butane

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

B: 62168-25-6
1,1-dibromobutane

C: 107-80-2
1,3-dibromobutane

D: 533-98-2, 130232-89-2, 130232-90-5
1,2-dibromobutane

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane at 15℃; Product distribution; Irradiation; CH2CCl2; influence of additive - BrCCl3;

...Expand

: 31528-89-9
trifluoro-acetic acid, 1,4-butanediyl ester

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

Conditions

Conditions	Yield
With lithium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 4h; Heating; Yield given;

: 15018-33-4
2-(ω-bromobutylthio)-4,6-dimethylpyrimidine

A: 110-01-0
thiophene

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

C: 16879-39-3
2-bromo-4,6-dimethylpyrimidine

D: 14961-47-8
1,4-bis(4',6'-dimethylpyrimidinyl-2'-thio)butane

Conditions

Conditions	Yield
at 165 - 205℃; under 15 Torr; Further byproducts given;	A 2.5 g B 4.8 g C 8.5 g D 9.5 g
at 165 - 205℃; under 15 Torr;	A 2.5 g B 4.8 g C 8.5 g D 9.5 g

...Expand

: 109-99-9
tetrahydrofuran

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

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

: 3389-54-6
n-benzoylpyrrolidine

: 7789-69-7
phosphorus pentabromide

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

B: 100-47-0
benzonitrile

Conditions

Conditions	Yield
Beim Erwaermen und nachfolgendem Destillieren des Reaktionsprodukts im Vakuum.;

...Expand

adipate silver: adipate silver

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

Conditions

Conditions	Yield
With tetrachloromethane; bromine

butanediol-(1.4)-diisopentyl ether: butanediol-(1.4)-diisopentyl ether

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

Conditions

Conditions	Yield
With hydrogen bromide

pseudobutylene bromide: pseudobutylene bromide

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

Conditions

Conditions	Yield
at 220 - 230℃; im Rohr;

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

: 3406-02-8
bis(phenylsulfonyl)methane

: 88073-51-2
1,1-bis(benzenesulphonyl)cyclopentane

Conditions

Conditions	Yield
tetrabutylammomium bromide In sodium hydroxide at 25 - 30℃; for 3h;	100%
With sodium hydride In N,N-dimethyl-formamide at 70 - 80℃; for 1h;	88%

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

: 144243-24-3
tert‐butyl 3‐aminopiperidine‐1‐carboxylate

: 144243-26-5
1-(tert-butoxycarbonyl)-3-(1-pyrrolidinyl)piperidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 72h;	100%

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

: 140-53-4
p-chlorobenzyl cyanide

: 64399-26-4
1-(4-chlorophenyl)cyclopentane-1-carbonitrile

Conditions

Conditions	Yield
With sodium hydride In diethyl ether; dimethyl sulfoxide; mineral oil at 0 - 20℃; for 3.5h; Solvent; Temperature;	100%
Stage #1: p-chlorobenzyl cyanide With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	82%
Stage #1: p-chlorobenzyl cyanide With sodium hydroxide In N,N-dimethyl-formamide for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 50 - 55℃; for 4h;	76%
Stage #1: p-chlorobenzyl cyanide With sodium hydroxide In N,N-dimethyl-formamide for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 50 - 55℃; for 4h;	76%
With sodium hydride In diethyl ether; dimethyl sulfoxide	61%

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

: 128738-23-8
methyl 3-oxonon-8-ene-1-carboxylate

: 171925-00-1
methyl 1-hept-6-enoylcyclopentanecarboxylate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide Ambient temperature;	100%

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

: 5904-62-1
pyrrolidin-1-ol

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; triethylamine for 1.5h; Heating;	100%
With hydroxylamine hydrochloride; triethylamine for 1h; Heating;
With hydroxylamine hydrochloride; triethylamine for 1h; Inert atmosphere; Reflux;

Wang-benzaldehyde resin, imine with glycine ethyl ester: Wang-benzaldehyde resin, imine with glycine ethyl ester

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

: 22649-37-2
1-amino-cyclopentanecarboxylic acid ethyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: Wang-benzaldehyde resin, imine with glycine ethyl ester; 1,4-dibromo-butane In 1-methyl-pyrrolidin-2-one for 1h; Stage #2: With tert-butylimino-tri(pyrrolidino)phosphorane In 1-methyl-pyrrolidin-2-one at 20℃; for 14h; Stage #3: With hydrogenchloride In tetrahydrofuran for 5h;	100%

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

: 102-85-2
tri-n-butyl phosphite

: dibutyl(4-bromobutyl)phosphonate

Conditions

Conditions	Yield
at 118℃; for 6h;	100%

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

: 114897-91-5
(4-bromo-2-fluorophenyl)acetonitrile

: 749930-45-8
2-(4-bromo-2-chloro-phenyl)-2-methyl-propionitrile(4-bromo-2-fluorophenyl)acetonitrile

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water at 50℃; for 3h;	100%

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

: 868609-61-4
1-(4-iodo-phenoxymethyl)-cyclopropylamine

: 868609-62-5
1-[1-(4-brom-phenoxymethyl)-cyclopropyl]-pyrrolidine

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 24h;	100%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 24h;

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

: 89990-53-4, 124072-89-5
tetrahydropyridazine dihydrochloride

Conditions

Conditions	Yield
Stage #1: t-butoxycarbonylhydrazine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide Stage #3: With hydrogenchloride In 1,4-dioxane; diethyl ether at 20℃; for 1h;	100%

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

: 914288-77-0, 914288-78-1, 829666-42-4
(+)-(aR)-7,7'-dihydroxy-8,8'-biquinolyl

: 1062259-42-0
C22H18N2O2

Conditions

Conditions	Yield
Stage #1: (-)-(aS)-7,7'-dihydroxy-8,8'-biquinolyl With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.416667h; Williamson synthesis; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 42h; Williamson synthesis;	100%

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

: 95-64-7
4-amino-o-xylene

: 1-(3,4-dimethylphenyl)pyrrolidine

Conditions

Conditions	Yield
With sodium dodecyl-sulfate; sodium hydrogencarbonate In water at 80℃; for 1h; Inert atmosphere;	100%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;

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

: 2739-97-1
pyridine-2-acetonitrile

: 400727-04-0
1-(pyridin-2-yl)cyclopentanecarbonitrile

Conditions

Conditions	Yield
With sodium hydride In diethyl ether; dimethyl sulfoxide; mineral oil at 15 - 20℃; for 25h; Inert atmosphere;	100%
Stage #1: pyridine-2-acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.666667h; Stage #2: 1,4-dibromo-butane In tetrahydrofuran at -78 - 20℃; for 10h;	96%
With sodium hydride In diethyl ether; dimethyl sulfoxide at 0 - 20℃; for 4.5h;	82%

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

: methyl 3,5-difluorobenzoate

: 1344015-79-7
1-(3,5-difluorophenyl)cyclopentanol

Conditions

Conditions	Yield
Stage #1: 1,4-dibromo-butane With magnesium In tetrahydrofuran at 0 - 20℃; for 1h; Stage #2: methyl 3,5-difluorobenzoate In tetrahydrofuran at 0 - 20℃; for 1h; Stage #3: With ammonium chloride In tetrahydrofuran	100%
Stage #1: 1,4-dibromo-butane With magnesium In tetrahydrofuran at 0 - 20℃; for 1h; Stage #2: methyl 3,5-difluorobenzoate In tetrahydrofuran at 0 - 20℃; for 1h;	100%
Stage #1: 1,4-dibromo-butane With magnesium In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: methyl 3,5-difluorobenzoate In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	100%

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

: 124-40-3
dimethyl amine

: 111-51-3
N,N,N',N'-tetramethyl-1,4-butanediamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 24h;	100%
In chloroform at 20℃; for 24h;	100%

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

: 59-02-9
Tocopherol

: 1451385-71-9
(R)-6-(4-bromobutoxy)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere; Darkness;	100%
Stage #1: Tocopherol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	50%
Stage #1: Tocopherol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃;	47%

: 142-08-5
2-hydroxypyridin

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

: 82791-51-3
C14H16N2O2

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 5.5h;	100%

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

: 240423-18-1
N-(tert-butoxycarbonyl)-N'-(2-nitrobenzenesulfonyl)-1,3-propanediamine

: C32H48N6O12S2

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In acetonitrile at 0 - 60℃; for 2h; Inert atmosphere;	100%

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

: 348-60-7
4-chloro-3-fluorophenol

: 4-(4-bromobutoxy)-1-chloro-2-fluorobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	100%

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

: 348-62-9
4-chloro-2-fluorophenol

: 4-(4-bromobutoxy)-1-chloro-3-fluorobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	100%

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

: 611-20-1
salicylonitrile

: 2-(4-bromobutoxy)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	100%

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

: 66041-61-0
3,3'-dinitro-[1,1'-biphenyl]-4,4’-diol

: C20H22Br2N2O6

Conditions

Conditions	Yield
Stage #1: 3,3'-dinitro-[1,1'-biphenyl]-4,4’-diol With potassium carbonate In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: 1,4-dibromo-butane In tetrahydrofuran for 24h; Inert atmosphere; Reflux;	99.6%

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

: 1152-75-6, 141417-87-0
N,N'-bis(4-methoxyphenyl)iminoformamide

: C19H24N2O3

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 100℃;	99.4%

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

: 67126-75-4
methyl 4-{[4-(methoxycarbonyl)phenyl]-amino}methyleneaminobenzoate

: C21H24N2O5

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 100℃;	99.4%

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

: 529-49-7
gentitein

: C17H15BrO5

Conditions

Conditions	Yield
Stage #1: gentitein With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 20h;	99.3%
Stage #1: gentitein With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 12.5h;

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

: 100334-95-0
7-chloro-1,3-dihydroxy-9H-xanthen-9-one

: C17H14BrClO4

Conditions

Conditions	Yield
Stage #1: 7-chloro-1,3-dihydroxy-9H-xanthen-9-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 20h;	99.2%
Stage #1: 7-chloro-1,3-dihydroxy-9H-xanthen-9-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 12.5h;

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

: C17H16N2O4

: C21H24N2O5

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 100℃;	99.1%

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

: 86-73-7
9H-fluorene

: 14966-37-1
Spirofluorene>

Conditions

Conditions	Yield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 0.75h; Stage #2: 1,4-dibromo-butane In tetrahydrofuran at -78 - 20℃; for 4h;	99%
With potassium tert-butylate In dimethyl sulfoxide for 2h; cooled (water bath);

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

: 112-69-6
N,N-dimethylhexadecylamine

: 29908-17-6
butane-1,4-diyl bis(N,N-dimethyl-N-hexadecylammonium) dibromide

Conditions

Conditions	Yield
In ethanol at 80℃; for 48h;	99%
In acetonitrile for 0.5h; Heating;	94%
In ethanol; ethyl acetate for 48h; Reflux; Inert atmosphere;	59%

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

: 492-41-1
(1R,2S)-norephedrine

: 56571-91-6, 56571-92-7, 123620-80-4, 127641-25-2
(1R,2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 24h; Heating;	99%
With sodium hydrogencarbonate In toluene at 110 - 118℃; for 20h;	97%
With sodium hydrogencarbonate In toluene for 32h; Heating;	97%

1,4-Dibromobutane Consensus Reports

Reported in EPA TSCA Inventory.

1,4-Dibromobutane Specification

1. Introduction of 1,4-Dibromobutane
1,4-Dibromobutane is a kind of Pharmaceutical intermediates, it is also called Dibromobutane; tetramethylene bromide; Tetramethylene dibromide.

2. Properties of 1,4-Dibromobutane
Melting Point: - 20 °C(lit.)
Boiling Point: 197 °C at 760 mmHg
Flash Point: 65.2 °C
Solubility: immiscible with water.
Appearance: Clear, colorless liquid

3. Toxicity of 1,4-Dibromobutane

1.		mmo-sat 10 µmol/plate		MUREAV Mutation Research. 141 (1984),11.
2.		ipr-mus LD50:300 mg/kg		ARZNAD Arzneimittel-Forschung. Drug Research. 14 (1964),668.

4. Safety Information of 1,4-Dibromobutane
Hazard Codes :

Xi,

C (Toxic;Irritant;Corrosive)
Risk Statements :25-41-36/37/38 (Toxic if swallowed ;Risk of serious damage to eyes ;Irritating to eyes, respiratory system and skin )
Safety Statements :26-45-37/39 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;Wear suitable gloves and eye/face protection )
RIDADR :UN 2810 6.1/PG 3
WGK Germany : 2
RTECS : EJ7565000

6. Preparation of 1,4-Dibromobutane
1,4-Dibromobutane can be from THF via the open-loop, bromide derived. added hydrobromic acid,then add THF dropwise under stirring , and then dropping sulfuric acid,the temperature should be controlled at below 50 ℃. And then heated to 108 ℃ or so back 4h, after reaction continue stiring for 1h,when it is cold, take the subnatant,wash to neutral with soda solution, then add anhydrous calcium chloride for drying, filtration,then it is finished.

7. Use of 1,4-DIBROMOBUTANE
1,4-DIBROMOBUTANE can be used in organic intermediates.

Product Name

1,4-Dibromobutane

Synthetic route

1,4-Dibromobutane Consensus Reports

1,4-Dibromobutane Specification

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