Product Name

  • Name

    2-Bromopropionyl bromide

  • EINECS 209-261-7
  • CAS No. 563-76-8
  • Article Data22
  • CAS DataBase
  • Density 2.118 g/cm3
  • Solubility
  • Melting Point
  • Formula C3H4Br2O
  • Boiling Point 154.6 °C at 760 mmHg
  • Molecular Weight 215.872
  • Flash Point 66.5 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance Pale yellow transparent liquid
  • Safety 26-36/37/39-45
  • Risk Codes 22-34
  • Molecular Structure Molecular Structure of 563-76-8 (2-Bromopropionyl bromide)
  • Hazard Symbols
  • Synonyms Propionylbromide, 2-bromo- (6CI,7CI);2-Bromopropanoyl bromide;DL-2-Bromopropionyl bromide;a-Bromopropanyl bromide;a-Bromopropionyl bromide;
  • PSA 17.07000
  • LogP 1.69130

Synthetic route

1,1-dibromopropene
13195-80-7

1,1-dibromopropene

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
With oxygen at 20℃;
propanoyl bromide
598-22-1

propanoyl bromide

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
With bromine at 100℃;
propionyl chloride
79-03-8

propionyl chloride

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
durch Bromierung;
propionyl chloride
79-03-8

propionyl chloride

A

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

B

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

Conditions
ConditionsYield
With bromine am besten im Sonnenlicht;
propionic acid
802294-64-0

propionic acid

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
With phosphorus; bromine zuletzt unter Erwaermen;
With bromine; sulfur zuletzt unter Erwaermen;
With phosphorus; bromine
With phosphorus; bromine; sodium hydroxide at 110℃; Hell-Vollard-Zelinsky halogenation; regioselective reaction;
With bromine; phosphorus tribromide at 80℃; for 3.5h; Inert atmosphere; Schlenk technique;
Ethyl propionate
105-37-3

Ethyl propionate

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
With phosphorus; bromine
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
With phosphorus; bromine
bromine
7726-95-6

bromine

propionyl chloride
79-03-8

propionyl chloride

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
at 80℃;
bromine
7726-95-6

bromine

propionyl chloride
79-03-8

propionyl chloride

A

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

B

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

bromine
7726-95-6

bromine

propionic acid
802294-64-0

propionic acid

red phosphorus

red phosphorus

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

bromine
7726-95-6

bromine

Ethyl propionate
105-37-3

Ethyl propionate

red phosphorus

red phosphorus

A

ethyl bromide
74-96-4

ethyl bromide

B

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

1,1-dibromopropene
13195-80-7

1,1-dibromopropene

oxygen

oxygen

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
at 20℃;
1,1-dibromopropene
13195-80-7

1,1-dibromopropene

water
7732-18-5

water

oxygen

oxygen

A

1,1,2-tribromo-propane
14602-62-1

1,1,2-tribromo-propane

B

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Conditions
ConditionsYield
at 20℃;
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

benzene
71-43-2

benzene

2-bromo-1-phenyl-1-propanone
2114-00-3

2-bromo-1-phenyl-1-propanone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 20 - 40℃; for 2.5h;100%
With aluminum (III) chloride at 20 - 30℃; for 3h; Friedel-Crafts Acylation;90.1%
With carbon disulfide; aluminium trichloride
With aluminium trichloride
1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-bromo-1-(2,4-difluorophenyl)-1-propanone
135206-83-6

2-bromo-1-(2,4-difluorophenyl)-1-propanone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 20 - 40℃; for 3.5h;100%
With aluminium trichloride at 25 - 30℃; for 4h;96%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

allyl alcohol
107-18-6

allyl alcohol

allyl α-bromopropionate
87129-38-2

allyl α-bromopropionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere;100%
With triethylamine In dichloromethane at 20℃; for 18h;76%
With pyridine In dichloromethane 1) 0 deg C, 1 h, 2) r.t, overnight;70%
With dmap; triethylamine In dichloromethane at 0 - 23℃;
cholesterol
57-88-5

cholesterol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 2-bromopropanoate

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 2-bromopropanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane Acylation;100%
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-bromo-N-methoxy-N-methylpropanamide

2-bromo-N-methoxy-N-methylpropanamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;100%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

4-hydroxy-1-((1'-phenylethyl)oxy)-2,2,6,6-tetramethylpiperidine
132416-36-5

4-hydroxy-1-((1'-phenylethyl)oxy)-2,2,6,6-tetramethylpiperidine

C20H30BrNO3
1258873-86-7

C20H30BrNO3

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 17h; Cooling;100%
4-nitro-phenol
100-02-7

4-nitro-phenol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

p‐nitrophenyl 2‐bromopropionate
56985-87-6

p‐nitrophenyl 2‐bromopropionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1h;100%
With triethylamine In dichloromethane at 0℃; for 1h;
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-bromo-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one
118484-79-0

2-bromo-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one

Conditions
ConditionsYield
With pyridine In dichloromethane at -78 - 20℃; for 1.75h;100%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

N-methylaniline
100-61-8

N-methylaniline

2-bromo-N-methyl-N-phenylpropanamide
2620-11-3

2-bromo-N-methyl-N-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 20h; Inert atmosphere;99%
With triethylamine In dichloromethane at 0 - 20℃; for 20h;99%
In benzene at 20℃;95%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

N-methyl-N-(4-methoxyphenyl)amine
5961-59-1

N-methyl-N-(4-methoxyphenyl)amine

N-(4-methoxyphenyl)-N-methyl-2-bromopropionylamide
153880-69-4

N-(4-methoxyphenyl)-N-methyl-2-bromopropionylamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 2h; Heating;99%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-Allylphenol
1745-81-9

2-Allylphenol

2-bromo-propionic acid 2-allyl-phenyl ester

2-bromo-propionic acid 2-allyl-phenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 18h;99%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

Methyl N-methylanthranilate
85-91-6

Methyl N-methylanthranilate

methyl 2-(N-(2-bromopropionyl)-N-methylamino)benzoate

methyl 2-(N-(2-bromopropionyl)-N-methylamino)benzoate

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
2,6-dimethylbenzene-1-thiol
118-72-9

2,6-dimethylbenzene-1-thiol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

S-2,6-dimethylphenyl α-bromothiopropionate
1247748-11-3

S-2,6-dimethylphenyl α-bromothiopropionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;99%
Stage #1: 2,6-dimethylbenzene-1-thiol; α-bromopropionyl bromide With pyridine In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With dmap In dichloromethane at 0 - 20℃; Inert atmosphere;
63%
thiophenol
108-98-5

thiophenol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

S-phenyl α-bromothiopropionate
120346-72-7

S-phenyl α-bromothiopropionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;99%
Stage #1: thiophenol; α-bromopropionyl bromide With pyridine In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With dmap In dichloromethane at 0 - 20℃; Inert atmosphere;
50%
n-dioctylamine
1120-48-5

n-dioctylamine

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-bromo-N,N-dioctylpropanamide

2-bromo-N,N-dioctylpropanamide

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 20℃; for 2h;99%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

2-bromopropionic acid 2-oxopropyl ester

2-bromopropionic acid 2-oxopropyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 0.5h;99%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-(2-bromopropionyloxy)benzaldehyde

2-(2-bromopropionyloxy)benzaldehyde

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 0.583333h;98.1%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

prop-1-en-1-one
6004-44-0

prop-1-en-1-one

Conditions
ConditionsYield
With zinc In diethyl ether at 20℃; Solvent;98%
2-(benzylamino)benzonitrile
5589-62-8

2-(benzylamino)benzonitrile

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

N-benzyl-N-(2-bromopropionyl)-2-cyanoaniline
106874-99-1

N-benzyl-N-(2-bromopropionyl)-2-cyanoaniline

Conditions
ConditionsYield
With pyridine In 1,4-dioxane Ambient temperature;98%
(-)-8-phenylmenthol
65253-04-5

(-)-8-phenylmenthol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
203253-68-3

2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Conditions
ConditionsYield
With N,N-dimethyl-aniline In diethyl ether 1.) 0 deg C, 3 h, 2.) reflux, 3 h;98%
With pyridine In dichloromethane Esterification; -5 deg C -> r.t., 2 h;97%
3-Phenylpropan-1-amine
2038-57-5

3-Phenylpropan-1-amine

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

N-(3-phenylpropyl)-2-bromopropionamide
220316-75-6

N-(3-phenylpropyl)-2-bromopropionamide

Conditions
ConditionsYield
In dichloromethane at 0℃; for 2h; Acylation;98%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

polymer, 5-(2-hydroxyethyl)thiophen-2-yl-terminated poly(3-hexylthiophene), degree of polymerization 46, polydispersity index 1.28; monomer(s): 2-bromo-3-hexylthiophene; 5-[2-(2-tetrahydropyranyloxy)ethyl]thiopen-2-yl zinc chloride

polymer, 5-(2-hydroxyethyl)thiophen-2-yl-terminated poly(3-hexylthiophene), degree of polymerization 46, polydispersity index 1.28; monomer(s): 2-bromo-3-hexylthiophene; 5-[2-(2-tetrahydropyranyloxy)ethyl]thiopen-2-yl zinc chloride

polymer, 5-(Br(CH3)CHCOOCH2CH2)-thiophen-2-yl-terminated poly(3-hexylthiophene); monomer(s): 2-bromo-3-hexylthiophene; 5-[2-(2-tetrahydropyranyloxy)ethyl]thiopen-2-yl zinc chloride; 2-bromopropionyl bromide

polymer, 5-(Br(CH3)CHCOOCH2CH2)-thiophen-2-yl-terminated poly(3-hexylthiophene); monomer(s): 2-bromo-3-hexylthiophene; 5-[2-(2-tetrahydropyranyloxy)ethyl]thiopen-2-yl zinc chloride; 2-bromopropionyl bromide

Conditions
ConditionsYield
With trimethylamine In tetrahydrofuran at 25℃;98%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

cinnamyl 2-bromopropanoate
40630-85-1

cinnamyl 2-bromopropanoate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;98%
With pyridine; dmap In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique;5.7 g
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

C13H16BrNO3

C13H16BrNO3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;98%
α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

1,2-O-ethylene-4,5-O-methylene-β-D-fructopyranose
221534-51-6

1,2-O-ethylene-4,5-O-methylene-β-D-fructopyranose

C12H17BrO7
239446-13-0

C12H17BrO7

Conditions
ConditionsYield
With pyridine In dichloromethane Esterification; -5 deg C -> r.t., 2 h;97%
methyl 6-hydroxy-m-toluate
22717-57-3

methyl 6-hydroxy-m-toluate

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

methyl 2-(2-bromopropionyloxy)-5-methylbenzoate

methyl 2-(2-bromopropionyloxy)-5-methylbenzoate

Conditions
ConditionsYield
In dichloromethane at 20℃;97%
ethyl 2-(benzylamino)acetate
6436-90-4

ethyl 2-(benzylamino)acetate

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

ethyl 2-(N-benzyl-2-bromopropanamido)acetate
872164-99-3

ethyl 2-(N-benzyl-2-bromopropanamido)acetate

Conditions
ConditionsYield
With triethylamine In toluene for 3h; Heating;97%
2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

2,2-dimethylpropyl 2-bromopropanoate
5441-01-0

2,2-dimethylpropyl 2-bromopropanoate

Conditions
ConditionsYield
With pyridine In dichloromethane97%
(S)-2-benzylamino-3-phenyl-propionic acid methyl ester
66399-75-5, 84028-90-0

(S)-2-benzylamino-3-phenyl-propionic acid methyl ester

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

(S)-(n-benzyl-N-(2-bromopropionyl))phenylalanine methyl esters
1258512-80-9

(S)-(n-benzyl-N-(2-bromopropionyl))phenylalanine methyl esters

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 20℃; Inert atmosphere;97%
N-benzyl-L-leucine methyl ester
66399-70-0

N-benzyl-L-leucine methyl ester

α-bromopropionyl bromide
563-76-8

α-bromopropionyl bromide

(2S)-methyl 2-(n-benzyl-2-bromopropanamido)-4-methyl pentanoate
1258512-81-0

(2S)-methyl 2-(n-benzyl-2-bromopropanamido)-4-methyl pentanoate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 20℃; Inert atmosphere;97%

2-Bromopropionyl bromide Chemical Properties

IUPAC Name: 2-Bromopropanoyl bromide
Synonyms of 2-Bromopropionyl bromide (CAS NO.563-76-8): Propanoyl bromide, 2-bromo- 
CAS NO: 563-76-8        
Molecular Formula: C3H4Br2O     
Molecular Weight : 215.8713                                                         
Molecular Structure:  
EINECS: 209-261-7
H bond acceptors:  1 
H bond donors:  0 
Freely Rotating Bonds:  1 
Polar Surface Area:  17.07 Å2 
Index of Refraction:  1.528 
Molar Refractivity:  31.39 cm3 
Molar Volume:  101.9 cm3 
Surface Tension:  41.2 dyne/cm 
Density:  2.118 g/cm3 
Flash Point:  66.5 °C 
Enthalpy of Vaporization:  39.13 kJ/mol 
Boiling Point:  154.6 °C at 760 mmHg 
Vapour Pressure:  3.16 mmHg at 25°C
Sensitive : Moisture Sensitive 
Appearance: 2-Bromopropionyl bromide (CAS NO.563-76-8) is colorless or light yellow liquidSolubility: miscibility with benzene, acetic acid and propionic acid . 
Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks

2-Bromopropionyl bromide Uses

 2-Bromopropionyl bromide (CAS NO.563-76-8) is used as a intermediates of medicine and pesticide .

2-Bromopropionyl bromide Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 22-34
R22: Harmful if swallowed. 
R34: Causes burns.
Safety Statements: 26-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
HazardClass: 8
PackingGroup: II

2-Bromopropionyl bromide Specification

 2-Bromopropionyl bromide (CAS NO.563-76-8) decomposes with water and alcohol.

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