4-Bromo-1-butanol supplier | CasNO.33036-62-3

Name
4-Bromo-1-butanol
EINECS 251-355-5
CAS No. 33036-62-3
Article Data76
CAS DataBase
Density 1.454 g/cm³
Solubility insoluble
Melting Point
Formula C₄H₉BrO
Boiling Point 190.9 °C at 760 mmHg
Molecular Weight 153.019
Flash Point 92.1 °C
Transport Information UN 1987 3/PG 2
Appearance Clear colorless to brown liquid
Safety 26-37/39-16
Risk Codes 11-36/37/38-22
Molecular Structure
Hazard Symbols F,Xn,Xi
Synonyms 1-Bromo-4-butanol;1-Bromo-4-hydroxybutane;4-Bromobutan-1-ol;4-Bromobutanol;Tetramethylene bromohydrin;
PSA 20.23000
LogP 1.15380

Synthetic route

: 109-99-9
tetrahydrofuran

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With dimethylboron bromide; triethylamine In dichloromethane at 0℃; for 2h;	100%
With sulfuric acid; hydrogen bromide	90%
With tetrabutylammomium bromide; hydrogen bromide In water for 0.0833333h; Microwave irradiation;	81%

: 2623-87-2
bromobutyric acid

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
Stage #1: bromobutyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 0.5h;	99%
Stage #1: bromobutyric acid With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 0℃; for 0.166667h; Stage #2: With sodium tetrahydroborate In water; ethyl acetate at 0℃; for 0.366667h;	92%
With dimethylsulfide borane complex	86%

: 4753-59-7
4-Bromobutyl acetate

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 1h; Heating;	96%
With Amberlite IR-120 (H+ form) In methanol at 22℃; for 16h;
With sulfuric acid In methanol for 40h; Ambient temperature;
With sulfuric acid In methanol for 48h; Yield given;
With methanol; sulfuric acid for 1h; Heating;

: 109-99-9
tetrahydrofuran

: 17745-40-3
methyl p-propanoylbenzoate

A: 33036-62-3
4-Bromo-1-butanol

B: 58764-22-0
methyl 4-(2-bromopropanoyl)benzoate

Conditions

Conditions	Yield
With 2-pyrrolidinon In tetrahydrofuran at 50℃; for 3h;	A 4% B 91%

...Expand

: 121335-12-4
4-Bromo-butyric acid 6-nitro-benzotriazol-1-yl ester

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0 - 5℃; for 1.5h;	82%

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

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With tetrabutylammomium bromide; hydrogen bromide In water for 0.0833333h; Microwave irradiation;	77.4%
With hydrogen bromide In water; benzene Reflux; Dean-Stark apparatus;	68%
With hydrogen bromide In water; benzene for 12h; Reflux;	68%

: 67-56-1
methanol

: 2623-87-2
bromobutyric acid

A: 4457-67-4
4-Methoxy-1-bromobutane

B: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
Stage #1: bromobutyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: methanol With sodium tetrahydroborate In tetrahydrofuran at 0℃; for 0.5h;	A 22% B 75%

...Expand

: 109-99-9
tetrahydrofuran

: 112-14-1
n-octyl acetate

: 201230-82-2
carbon monoxide

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

B: 33036-62-3
4-Bromo-1-butanol

C: C13H25BrO3

D: 1352810-79-7
C15H27BrO4

Conditions

Conditions	Yield
Stage #1: n-octyl acetate; carbon monoxide With 2AlBr3*CBr4 In dibromomethane at -20 - 20℃; under 750.075 Torr; for 3h; Stage #2: tetrahydrofuran In dibromomethane at -20 - 0℃; for 20h; regioselective reaction;	A n/a B n/a C n/a D 72%

...Expand

: 4897-84-1
Methyl 4-bromobutyrate

A: 33036-62-3
4-Bromo-1-butanol

B: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene; Petroleum ether 1.) 10-20 deg C, 2.) room temperature, 10 min;	A 60% B 16%

: 2623-87-2
bromobutyric acid

: 67-63-0
isopropyl alcohol

A: 33036-62-3
4-Bromo-1-butanol

B: 51748-44-8
1-bromo-4-isopropoxybutane

Conditions

Conditions	Yield
Stage #1: bromobutyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: isopropyl alcohol With sodium tetrahydroborate In tetrahydrofuran at 0℃; for 0.5h;	A 50% B 25%

...Expand

: 7333-16-6
4-hydroxybutyl octyl sulfoxide

A: 111-83-1
1-bromo-octane

B: 33036-62-3
4-Bromo-1-butanol

C: octyl cyclobutyl sulfonium bromide

D: 80623-45-6
4-bromobutyl octyl sulfone

Conditions

Conditions	Yield
With bromine In acetonitrile at -25℃; for 2h; Further byproducts given;	A n/a B n/a C 24% D 46%

...Expand

: 7333-16-6
4-hydroxybutyl octyl sulfoxide

A: 111-83-1
1-bromo-octane

B: 33036-62-3
4-Bromo-1-butanol

C: 4-hydroxybutanesulfinyl bromide

D: octanesulfinyl bromide

E: octane-1-sulfonyl bromide

F: octyl cyclobutyl sulfonium bromide

Conditions

Conditions	Yield
With bromine In acetonitrile at -25℃; for 2h; Product distribution;	A n/a B n/a C n/a D n/a E n/a F 24%

...Expand

: 540-51-2
2-bromoethanol

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
	21%

: 109-99-9
tetrahydrofuran

: 60-12-8
2-phenylethanol

A: 52767-51-8
(±)-2-phenethoxytetrahydrofuran

B: 33036-62-3
4-Bromo-1-butanol

C: 2-(4-bromobutoxy)tetrahydrofuran

Conditions

Conditions	Yield
With Bromotrichloromethane at 60℃; Product distribution; Further Variations:; Reagents; Alkylation;	A 8% B n/a C n/a

...Expand

: 4897-84-1
Methyl 4-bromobutyrate

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

: 17745-40-3
methyl p-propanoylbenzoate

A: 33036-62-3
4-Bromo-1-butanol

B: 58764-22-0
methyl 4-(2-bromopropanoyl)benzoate

Conditions

Conditions	Yield
With 2-pyrrolidinon; pyrrolidone hydrotribromide In tetrahydrofuran at 50℃; for 3h;

: 616-45-5
2-pyrrolidinon

: pyrrolidone hydrotribromide

: 17745-40-3
methyl p-propanoylbenzoate

A: 33036-62-3
4-Bromo-1-butanol

B: 58764-22-0
methyl 4-(2-bromopropanoyl)benzoate

Conditions

Conditions	Yield
Stage #1: 2-pyrrolidinon; pyrrolidone hydrotribromide; methyl p-propanoylbenzoate In tetrahydrofuran at 50℃; for 3h; Stage #2: With sodium disulfite In tetrahydrofuran; diethyl ether; water

...Expand

: 616-45-5
2-pyrrolidinon

: pyrrolidone hydrotribromide

: 17745-40-3
methyl p-propanoylbenzoate

A: 33036-62-3
4-Bromo-1-butanol

B: 58764-22-0
methyl 4-(2-bromopropanoyl)benzoate

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 3h;	A 4 %Spectr. B 91 %Spectr.

...Expand

: 2969-81-5
4-bromoethylbutanoate

: 33036-62-3
4-Bromo-1-butanol

Conditions

Conditions	Yield
With dimethylsulfide borane complex In 2-methyltetrahydrofuran at 90℃; under 7500.75 Torr; for 0.333333h; Inert atmosphere; Flow reactor;

: 33036-62-3
4-Bromo-1-butanol

: 146563-40-8
4-(nitrooxy)butyl bromide

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 0℃; for 1h;	100%
With sulfuric acid; nitric acid In dichloromethane at -5 - 5℃; for 2 - 5h;	96%
With sulfuric acid; nitric acid In dichloromethane at -5 - 5℃; for 2 - 5h;	96%

: 33036-62-3
4-Bromo-1-butanol

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 4-hydroxybutyl ((benzyloxy)carbonyl)-L-valinate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 8h;	100%

: 110-87-2
3,4-dihydro-2H-pyran

: 33036-62-3
4-Bromo-1-butanol

: 31608-22-7
4-bromo-1-(2-tetrahydropyranyloxy)butane

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 24h;	99%
With toluene-4-sulfonic acid In diethyl ether for 1h; Ambient temperature;	96%
With pyridinium p-toluenesulfonate In dichloromethane	95%

: 33036-62-3
4-Bromo-1-butanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 89043-32-3
(4-bromobutoxy)-tert-butyldimethylsilane

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 3h; Inert atmosphere;	95%
With 1H-imidazole In dichloromethane	92%
Stage #1: 4-Bromo-1-butanol With 1H-imidazole In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	91.3%

: 33036-62-3
4-Bromo-1-butanol

: C8H18O2S

Conditions

Conditions	Yield
With sodium sulfide at 140℃; for 12h; Inert atmosphere;	95%

: 33036-62-3
4-Bromo-1-butanol

: 71962-74-8
Ethyl nipecotate

: ethyl 1-(4-hydroxybutyl)piperidine-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In neat (no solvent) at 0 - 20℃; for 48h; Darkness;	95%

: 33036-62-3
4-Bromo-1-butanol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 125010-58-4
(4-bromobutoxy)(tert-butyl)diphenylsilane

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 9h;	94%
With dmap; triethylamine In dichloromethane at 25℃; for 12h;	72%
With 1H-imidazole In tetrahydrofuran at 20℃; for 72h; Inert atmosphere;	31%
With 1H-imidazole In N,N-dimethyl-formamide at 0℃;

: 110-15-6
succinic acid

: 33036-62-3
4-Bromo-1-butanol

: 100525-08-4
bis(4-bromobutyl) succinate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 16h; Reflux; Dean-Stark;	94%

: 120-72-9
indole

: 33036-62-3
4-Bromo-1-butanol

: 1-(4-hydroxybutyl)-1H-indole

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 5h;	93%

: 533-31-3
Sesamol

: 33036-62-3
4-Bromo-1-butanol

: 56219-41-1
4-(3,4-methylenedioxyphenoxy)butyl bromide

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; Inert atmosphere;	92%

: 33036-62-3
4-Bromo-1-butanol

: 2622-05-1
allylmagnesium bromide

: 4117-10-6
6-hepten-1-ol

Conditions

Conditions	Yield
With dilithium tetrachlorocuprate In tetrahydrofuran at 20℃; for 15h;	90%

: 1-biphenyl-4-yl-1H-imidazole

: 33036-62-3
4-Bromo-1-butanol

: C19H21N2O(1+)*Br(1-)

Conditions

Conditions	Yield
Stage #1: 1-biphenyl-4-yl-1H-imidazole In toluene at 85℃; for 6h; Stage #2: 4-Bromo-1-butanol In toluene at 20℃; for 48h;	90%

: 33036-62-3
4-Bromo-1-butanol

: 135791-03-6
(2R,3R,4R)-3,4-Dibenzyloxy-2-(benzyloxymethyl)pyrrolidine

: (2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-1-[(3-hydroxy)propyl]-1H-pyrrolidine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 72h;	88%

: 33036-62-3
4-Bromo-1-butanol

: 108-95-2
phenol

: 1927-71-5
4-phenoxybutan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 17h; Inert atmosphere;	88%

: 33036-62-3
4-Bromo-1-butanol

: 82799-91-5
5,5'-(2,2'-bipyridine)diacid chloride

: 1364123-13-6
bis(4-bromobutyl) 2,2'-bipyridine-5,5'-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane Reflux;	87%

: 109-87-5
Dimethoxymethane

: 33036-62-3
4-Bromo-1-butanol

: 34508-57-1
1-bromo-4-(methoxymethoxy)butane

Conditions

Conditions	Yield
With phosphorus pentaoxide In dichloromethane Ambient temperature;	86%

: 33036-62-3
4-Bromo-1-butanol

: 41100-49-6
N,3,5-trimethyladamantan-1-amine

: 937670-71-8
4-((3,5-dimethyladamantan-1-yl)amino)butan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	86%

: memantine hydrochloride

: 33036-62-3
4-Bromo-1-butanol

: 4-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)butan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h; Sealed tube;	86%

: 33036-62-3
4-Bromo-1-butanol

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: C16H20BrNO3S

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; for 4h; Time; Inert atmosphere;	86%

: 865716-50-3
2-[2-(allyloxy)-5-hydroxyphenyl]-1H-isoindole-1,3(2H)-dione

: 33036-62-3
4-Bromo-1-butanol

: C21H20BrNO4

Conditions

Conditions	Yield
With di-tert-butyl-diazodicarboxylate; PPh3-polymer supported In tetrahydrofuran at 20℃; for 12h; Mitsunobu reaction;	85%

: 13154-24-0
triisopropylsilyl chloride

: 33036-62-3
4-Bromo-1-butanol

: C13H29BrOSi

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 4h;	85%

: 33036-62-3
4-Bromo-1-butanol

: N-methyl-4-(4-(2-(piperazin-1-yl)ethyl)phenyl)thiazol-2-amine

: 4-(4-((4-(2-(methylamino)thiazol-4-yl)phen)thyl)piperazin-1-yl)butan-1-ol

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 100℃; for 3h;	85%

: 33036-62-3
4-Bromo-1-butanol

: 19768-54-8
N-pentyl imidazole

: 3-(4-hydroxybutyl)-1-pentyl-1H-imidazol-3-ium bromide

Conditions

Conditions	Yield
In toluene at 100℃; for 0.333333h; Sealed tube; Microwave irradiation;	85%

: 33036-62-3
4-Bromo-1-butanol

: 1241391-92-3
12-hydroxy-2,2-dimethyl-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-one

: 3,4-dihydro-12-O-(4'-hydroxybutyl)-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 24h;	83.4%

: 33036-62-3
4-Bromo-1-butanol

: 54953-78-5
4-azido-1-butanol

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 70℃; for 24h;	83%
With sodium azide In dimethyl sulfoxide for 2.5h; Ambient temperature;	67%
With sodium azide In water; acetone Inert atmosphere;	60%

4-Bromo-1-butanol Specification

The 4-Bromo-1-butanol, with the cas registry number 33036-62-3 and EINECS registry number 251-355-5, has the systematic name of 4-bromobutan-1-ol. It belongs to the following product categories: omega-Bromoalkanols; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides. And the molecular formula of the chemical is C₄H₉BrO.

The characteristics of this chemical are as followings: (1)ACD/LogP: 0.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.81; (4)ACD/LogD (pH 7.4): 0.81; (5)ACD/BCF (pH 5.5): 2.43; (6)ACD/BCF (pH 7.4): 2.43; (7)ACD/KOC (pH 5.5): 65.75; (8)ACD/KOC (pH 7.4): 65.75; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 29.84 cm³; (15)Molar Volume: 105.2 cm³; (16)Polarizability: 11.83×10^-24cm³; (17)Surface Tension: 37.3 dyne/cm; (18)Density: 1.453 g/cm³; (19)Flash Point: 92.1 °C; (20)Enthalpy of Vaporization: 49.71 kJ/mol; (21)Boiling Point: 190.9 °C at 760 mmHg; (22)Vapour Pressure: 0.142 mmHg at 25°C.

Preparation of 4-Bromo-1-butanol: This chemical can be prepared by butane-1,4-diol. The reaction will need reagent 48% hydrobromic acid, and the menstruum benzene. The reaction time is 24 hours with heating, and the yield is about 65%.

Uses of 4-Bromo-1-butanol: It can react with 3,4-dihydro-2H-pyran to produce 2-(4-bromo-butoxy)-tetrahydro-pyran. This reaction will need reagent Amberlyst 15, and the menstruum hexane. The reaction time is 3 hours with temperature of 25°C.

When you are using this chemical, please be cautious about it as the following: Firstly, it is highly flammable. Secondly, it is harmful if swallowed. And what's more, it irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Keep away from sources of ignition; Wear suitable protective gloves and eye/face protection; In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: BrCCCCO
(2)InChI: InChI=1/C4H9BrO/c5-3-1-2-4-6/h6H,1-4H2
(3)InChIKey: SIJLYRDVTMMSIP-UHFFFAOYAK

Product Name

4-Bromo-1-butanol

Synthetic route

4-Bromo-1-butanol Specification

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