1-Bromo-2-butanone supplier

Name
1-Bromo-2-butanone
EINECS 212-431-3
CAS No. 816-40-0
Article Data38
CAS DataBase
Density 1.439 g/cm³
Solubility
Melting Point
Formula C₄H₇BrO
Boiling Point 155.9 °C at 760 mmHg
Molecular Weight 151.003
Flash Point 68.3 °C
Transport Information UN 1693
Appearance colorless to light yellow liquid
Safety 26-27-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1-Bromo-2-butanone;2-Oxobutyl bromide;Bromomethyl ethyl ketone;1-bromobutan-2-one;1-Bromo-2-butanone;
PSA 17.07000
LogP 1.36040

Synthetic route

: 14091-67-9
1-(trimethylsilyl)-2-butanone

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With bromine In dichloromethane at -78℃;	95%

: 30668-14-5
1-morpholinopropane-1-one

: 1271-66-5
dimethyltitanocene

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: 1-morpholinopropane-1-one; dimethyltitanocene In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	95%

: 14045-28-4
N-propionylpiperidine

: 1271-66-5
dimethyltitanocene

A: 3479-86-5
1,1-dibromo-butan-2-one

B: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: N-propionylpiperidine; dimethyltitanocene In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	A n/a B 94%

...Expand

: 4553-05-3
1-pyrrolidin-1-yl-propan-1-one

: 1271-66-5
dimethyltitanocene

A: 3479-86-5
1,1-dibromo-butan-2-one

B: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: 1-pyrrolidin-1-yl-propan-1-one; dimethyltitanocene In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	A n/a B 93%

...Expand

: 1271-66-5
dimethyltitanocene

: 1114-59-6
N,N-dipropylpropionamide

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: dimethyltitanocene; N,N-dipropylpropionamide In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	91%

: 1271-66-5
dimethyltitanocene

: 1114-51-8
N,N-diethylpropanamide

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: dimethyltitanocene; N,N-diethylpropanamide In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	90%

: 1271-66-5
dimethyltitanocene

: 758-96-3
N,N-dimethyl-propanamide

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: dimethyltitanocene; N,N-dimethyl-propanamide In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Solvent; Temperature; Reagent/catalyst; Schlenk technique; Inert atmosphere; regioselective reaction;	90%

: 78-93-3
butanone

A: 2648-69-3
3,3-dibromobutan-2-one

B: 3479-86-5
1,1-dibromo-butan-2-one

C: 816-40-0
1-Bromo-2-butanone

D: 814-75-5
3-bromo-butanone

Conditions

Conditions	Yield
With N-Bromosuccinimide; silica gel In methanol for 0.166667h; Reflux;	A n/a B n/a C 14% D 83%

...Expand

: 78-93-3
butanone

A: 816-40-0
1-Bromo-2-butanone

B: 814-75-5
3-bromo-butanone

Conditions

Conditions	Yield
With Oxone; ammonium bromide In methanol at 20℃; for 8h; regioselective reaction;	A 80% B 9%
With 3-bromo-6-chloroimidazo<1,2-b>pyridazine hydrobromide-bromine for 0.5h; Ambient temperature;	A 19% B 58%
With potassium chlorate; bromine at 50℃;

: 78-93-3
butanone

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With N-bromo-N-sodiopolystyrenesulphonamide; sulfuric acid In chloroform for 8h; Heating;	50%
With bromine
With potassium chlorate; bromine

: 1271-66-5
dimethyltitanocene

: 758-96-3
N,N-dimethyl-propanamide

A: 815-51-0
1,3-dibromobutan-2-one

B: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
Stage #1: dimethyltitanocene; N,N-dimethyl-propanamide With bromine at 70℃; for 2h; Stage #2: With water	A n/a B 35%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 598-22-1
propanoyl bromide

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With diethyl ether beim folgenden Einleiten von HBr bei 0grad;

: 106-98-9
1-butylene

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With hypobromous acid

: 2482-57-7
1-bromo-2-butanol

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With chromic acid
With potassium dichromate; sulfuric acid

: 64-19-7
acetic acid

: 78-93-3
butanone

A: 4906-24-5
3-acetoxy-2-butanone

B: 1575-57-1
2-oxobutyl acetate

C: 816-40-0
1-Bromo-2-butanone

D: 814-75-5
3-bromo-butanone

Conditions

Conditions	Yield
With bromine; sodium acetate In water Further byproducts given;

...Expand

: 78-93-3
butanone

A: 4906-24-5
3-acetoxy-2-butanone

B: 1575-57-1
2-oxobutyl acetate

C: 816-40-0
1-Bromo-2-butanone

D: 814-75-5
3-bromo-butanone

Conditions

Conditions	Yield
With bromine; sodium acetate In water; acetic acid Further byproducts given;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 79-03-8
propionyl chloride

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With hydrogen bromide 1.) diethyl ether, 2.) diethyl ether; Multistep reaction;

: 2482-57-7
1-bromo-2-butanol

chromic acid: chromic acid

: 816-40-0
1-Bromo-2-butanone

: 4091-39-8
3-chloro-2-butanone

: 816-40-0
1-Bromo-2-butanone

Conditions

Conditions	Yield
With sodium bromide In N-methyl-acetamide

: 78-92-2, 15892-23-6
iso-butanol

A: 78-93-3
butanone

B: 816-40-0
1-Bromo-2-butanone

C: 814-75-5
3-bromo-butanone

Conditions

Conditions	Yield
With sodium bromate; sulfuric acid; sodium bromide In water at 60℃; for 0.166667h; Microwave irradiation;

...Expand

: 6863-73-6
3-chloropyrazin-2-amine

: 816-40-0
1-Bromo-2-butanone

: 391954-17-9
8-chloro-2-ethylimidazo[1,2-a]pyrazine

Conditions

Conditions	Yield
at 90℃; for 18h;	100%
With sodium carbonate In 1,4-dioxane; dimethylsulfoxide-d6; diethyl ether; water	74%
In tert-butyl alcohol Heating;	44%

: 532-32-1
sodium benzoate

: 816-40-0
1-Bromo-2-butanone

: 80387-17-3
3-oxo-2-butyl benzoate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 3.75h;	100%

: 35302-72-8
pyrrol-2-yl trichloromethyl ketone

: 816-40-0
1-Bromo-2-butanone

: 1613023-09-8
3-ethyl-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 19h;	100%

: 105-56-6
ethyl 2-cyanoacetate

: 816-40-0
1-Bromo-2-butanone

: C14H17BrN2O4

Conditions

Conditions	Yield
With bromocyane; triethylamine In ethanol at 0 - 20℃; for 0.00138889h; Sealed tube;	100%

: 816-40-0
1-Bromo-2-butanone

: 109-77-3
malononitrile

: C10H7BrN4

Conditions

Conditions	Yield
With bromocyane; triethylamine In ethanol at 0 - 20℃; for 0.00138889h; Sealed tube;	100%

: 21052-18-6
2-thio-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-(3H)pyrimidine-2,4-dione

: 816-40-0
1-Bromo-2-butanone

: 155006-17-0
2-(2-oxobutyl)thio-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4(1H)-pyrimidinone

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1h; Ambient temperature;	99%

: 2-hydroxy-4-methoxy-6-((2-(4-methoxyphenyl)thiazol-4-yl)methoxy)benzaldehyde

: 816-40-0
1-Bromo-2-butanone

: 1-(6-methoxy-4-((2-(4-methoxyphenyl)thiazol-4-yl)methoxy)benzofuran-2-yl)propan-1-one

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	99%

: 158980-46-2
N-(Diphenylmethyl)glycine 1,1-dimethylethyl ester

: 816-40-0
1-Bromo-2-butanone

: 647857-04-3
[benzhydryl-(2-oxobutyl)amino]acetic tert-butyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetone at -60℃; Heating / reflux;	98%

: 28443-50-7
2-amino-5-chlorophenol

: 816-40-0
1-Bromo-2-butanone

: 7-chloro-3-ethyl-2H-benzo[b][1,4]oxazine

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 3h; Cooling with ice;	98%

: 951771-70-3
5-chloro-6-(4-chlorophenylamino)nicotinamidine

: 816-40-0
1-Bromo-2-butanone

: [3-chloro-5-(4-ethyl-1H-imidazol-2-yl)-pyridin-2-yl]-(4-chloro-phenyl)-amine

Conditions

Conditions	Yield
With potassium hydrogencarbonate In tetrahydrofuran at 60 - 80℃; for 2h;	97%

: 402-17-5
2-nitro-5-trifluoromethylphenol

: 816-40-0
1-Bromo-2-butanone

: 1-[2-nitro-5-(trifluoromethyl)phenoxy]butan-2-one

Conditions

Conditions	Yield
Stage #1: 2-nitro-5-trifluoromethylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 1-Bromo-2-butanone In N,N-dimethyl-formamide; mineral oil at 20℃; for 21.5h; Inert atmosphere;	97%

: tert-butyl (2-bromo-4-methyl-6-nitrophenyl)carbamate

: 816-40-0
1-Bromo-2-butanone

: tert-butyl (2-bromo-4-methyl-6-nitrophenyl)(2-oxobutyl)carbamate

Conditions

Conditions	Yield
Stage #1: tert-butyl (2-bromo-4-methyl-6-nitrophenyl)carbamate With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-Bromo-2-butanone In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.25h;	97%

: 603-35-0
triphenylphosphine

: 816-40-0
1-Bromo-2-butanone

: 94953-37-4
2-oxobutyltriphenylphosphonium bromide

Conditions

Conditions	Yield
In tetrahydrofuran for 4h; Reflux;	96%
In tetrahydrofuran for 3h; Cooling with ice; Reflux;	95%

: 8-(hydroxymethyl)-3-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-1H-purine-2,6(3H,7H)-dione

: 816-40-0
1-Bromo-2-butanone

: 8-(hydroxymethyl)-3-methyl-1-(2-oxobutyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-1H-purine-2,6(3H,7H)-dione

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;	96%

: 3-benzhydryl-6-bromo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

: 816-40-0
1-Bromo-2-butanone

: 3-Benzhydryl-6-bromo-1-(2-oxobutyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Conditions

Conditions	Yield
In acetonitrile for 2h; Reflux;	96%

: 816-40-0
1-Bromo-2-butanone

: 197089-39-7
4-acetylamino-3-amino-benzoic acid t-butyl ester

: 233671-43-7
4-acetylamino-3-(2'-oxobutyl)-aminobenzoic acid t-butyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide Ambient temperature;	95%

: 689251-37-4
3-(4-nitrophenyl)propanethioamide

: 816-40-0
1-Bromo-2-butanone

: 689251-39-6
4-ethyl-2-[2-(4-nitrophenyl)ethyl]-1,3-thiazole

Conditions

Conditions	Yield
In tert-butyl alcohol for 0.5h; Heating / reflux;	95%

: 2365-48-2
Methyl thioglycolate

: 816-40-0
1-Bromo-2-butanone

: 61363-63-1
methyl 2-<(3-methylacetonyl)thio>acetate

Conditions

Conditions	Yield
With sodium methylate In methanol a) room temperature, 25 min, b) 57 deg C, 25 min;	94%

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 816-40-0
1-Bromo-2-butanone

: 1907-97-7
<2-Oxo-butyl>-malonsaeure-diethylester

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	94%

: N-(3-cyclopropyl-3-hydroxypropyl)-4-methylbenzenesulfonamide

: 816-40-0
1-Bromo-2-butanone

: N-(3-cyclopropyl-3-hydroxypropyl)-4-methyl-N-(2-oxobutyl)benzenesulfonamide

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 16h;	94%

: 26395-26-6
3-methoxy-2-methylpyridine

: 816-40-0
1-Bromo-2-butanone

: 177559-02-3
3-Methoxy-2-methyl-1-(2-oxobutyl)-pyridinium Bromide

Conditions

Conditions	Yield
at 70℃; for 0.166667h;	93.8%

: 23051-16-3
4-thioureidobenzoic acid ethyl ester

: 816-40-0
1-Bromo-2-butanone

: 960324-91-8
4-(4-ethylthiazol-2-ylamino)-benzoic acid ethyl ester

Conditions

Conditions	Yield
In 1,4-dioxane at 110℃; for 0.25h;	93%
In 1,4-dioxane at 110℃; for 0.25h; Microwave irradiation;	93%

: 5369-16-4
meta-iso-propyl aniline

: 816-40-0
1-Bromo-2-butanone

: 41904-39-6
3-chloro-benzeneacetyl chloride

: N-(3-isopropylphenyl)-N-(2-oxobutyl)-3-chlorophenylacetamide

Conditions

Conditions	Yield
With pyridine; N-ethyl-N,N-diisopropylamine In toluene	93%

...Expand

: 816-40-0
1-Bromo-2-butanone

: 177560-06-4
ethyl 3-benzyloxy-2-pyridineacetate

: 177558-64-4
Ethyl (8-Benzyloxy-2-ethylindolizin-1-yl)carboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In butanone for 24h; Heating;	92%
With sodium hydrogencarbonate In butanone	92%
With sodium hydrogencarbonate In butyraldehyde for 24h; Heating / reflux;	92%
With sodium hydrogencarbonate In butyraldehyde for 24h; Heating / reflux;	92%

: 816-40-0
1-Bromo-2-butanone

: 463975-31-7
N-methoxy-N-methyl-2-(5-thioxo-1-trimethylsilanylmethyl-pyrrolidin-2-yl)-acetamide

: 463975-33-9
N-methoxy-N-methyl-2-[5-(2-oxo-butylidene)-1-trimethylsilanylmethyl-pyrrolidin-2-yl]-acetamide

Conditions

Conditions	Yield
Stage #1: 1-Bromo-2-butanone; N-methoxy-N-methyl-2-(5-thioxo-1-trimethylsilanylmethyl-pyrrolidin-2-yl)-acetamide In acetonitrile at 23℃; Stage #2: With triethylamine; triphenylphosphine In acetonitrile at 23℃;	92%

: 896722-44-4
2-(5-methoxy-pyridin-2-yl)-1-(3,4,5-trimethoxyphenyl)ethanone

: 816-40-0
1-Bromo-2-butanone

: (2-ethyl-6-methoxy-indolizin-1-yl)-(3,4,5-trimethoxy-phenyl)-methanone

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone for 20h;	92%

1-Bromo-2-butanone Specification

The 1-Bromo-2-butanone, with the CAS registry number 816-40-0 and EINECS registry number 212-431-3, has the systematic name and IUPAC name of 1-bromobutan-2-one. It is a kind of colorless to light yellow liquid, and belongs to the product category of Halogen compounds. And the molecular formula of the chemical is C₄H₇BrO.

The characteristics of 1-Bromo-2-butanone are as followings: (1)ACD/LogP: 1.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.07; (4)ACD/LogD (pH 7.4): 1.07; (5)ACD/BCF (pH 5.5): 3.84; (6)ACD/BCF (pH 7.4): 3.84; (7)ACD/KOC (pH 5.5): 91.15; (8)ACD/KOC (pH 7.4): 91.15; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.452; (14)Molar Refractivity: 28.34 cm³; (15)Molar Volume: 104.8 cm³; (16)Polarizability: 11.23×10^-24cm³; (17)Surface Tension: 31.5 dyne/cm; (18)Density: 1.439 g/cm³; (19)Flash Point: 68.3 °C; (20)Enthalpy of Vaporization: 39.26 kJ/mol; (21)Boiling Point: 155.9 °C at 760 mmHg; (22)Vapour Pressure: 2.96 mmHg at 25°C.

Uses of 1-Bromo-2-butanone: It can react with 6-chloro-3H-benzooxazol-2-one to 6-chloro-3-(2-oxo-butyl)-3H-benzooxazol-2-one. This reaction will need reagent sodium ethoxide, and the menstruum ethanol. The reaction time is 3 hours, and the yield is about 35%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: BrCC(=O)CC
(2)InChI: InChI=1/C4H7BrO/c1-2-4(6)3-5/h2-3H2,1H3
(3)InChIKey: CCXQVBSQUQCEEO-UHFFFAOYAC

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LCLo	inhalation	500mg/m³/10M (500mg/m³)		National Defense Research Committee, Office of Scientific Research and Development, Progress Report.Vol. No.9-4-1-9, Pg. 1943,

Product Name

1-Bromo-2-butanone

Synthetic route

1-Bromo-2-butanone Specification

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