Product Name

  • Name

    2-Bromopropionyl chloride

  • EINECS 230-466-2
  • CAS No. 7148-74-5
  • Article Data52
  • CAS DataBase
  • Density 1.712 g/cm3
  • Solubility soluble in water and react with water
  • Melting Point
  • Formula C3H4BrClO
  • Boiling Point 133.858 °C at 760 mmHg
  • Molecular Weight 171.421
  • Flash Point 34.756 °C
  • Transport Information UN 2920 8/PG 2
  • Appearance clear yellow liquid
  • Safety 16-26-27-36/37/39-45-25
  • Risk Codes 10-34-36/37
  • Molecular Structure Molecular Structure of 7148-74-5 (2-Bromopropionyl chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms Bromopropionyl chloride;Propionylchloride, 2-bromo- (6CI,8CI);2-Bromopropionicacid chloride;NSC 64455;α-Bromopropanoyl chloride;α-Bromopropionic acid chloride;α-Bromopropionyl chloride;
  • PSA 17.07000
  • LogP 1.53520

Synthetic route

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

Conditions
ConditionsYield
With oxalyl dichloride for 6h; Heating;78%
With phosphorus trichloride
With phosphorus pentachloride In dichloromethane
propionyl chloride
79-03-8

propionyl chloride

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

Conditions
ConditionsYield
With phosphorus; bromine
With N-Bromosuccinimide; hydrogen bromide In tetrachloromethane at 85℃; for 4h; Yield given;
With N-Bromosuccinimide; hydrogen bromide In dichloromethane
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;
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

propionic acid
802294-64-0

propionic acid

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

Conditions
ConditionsYield
Stage #1: propionic acid With thionyl chloride at 60℃; for 1h;
Stage #2: With hydrogen bromide; bromine In water at 60 - 70℃;
C14H20Cl2N2O2
1188535-15-0

C14H20Cl2N2O2

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

C17H23BrCl2N2O3
1188535-16-1

C17H23BrCl2N2O3

Conditions
ConditionsYield
With triethylamine In toluene at 20℃;100%
tert-butyl 3-(5-((methylamino)methyl)-1H-imidazol-2-yl)azetidine-1-carboxylate

tert-butyl 3-(5-((methylamino)methyl)-1H-imidazol-2-yl)azetidine-1-carboxylate

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

tert-butyl 3-(5-((2-bromo-N-methylpropanamido)methyl)-1H-imidazol-2-yl)azetidine-1-carboxylate

tert-butyl 3-(5-((2-bromo-N-methylpropanamido)methyl)-1H-imidazol-2-yl)azetidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
tert-butyl 5-formyl-2-(4-methyltetrahydro-2H-pyran-4-yl)-1H-imidazole-1-carboxylate

tert-butyl 5-formyl-2-(4-methyltetrahydro-2H-pyran-4-yl)-1H-imidazole-1-carboxylate

methylamine
74-89-5

methylamine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-methyl-N-((2-(4-methyltetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methyl)propanamide

2-bromo-N-methyl-N-((2-(4-methyltetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methyl)propanamide

Conditions
ConditionsYield
Stage #1: tert-butyl 5-formyl-2-(4-methyltetrahydro-2H-pyran-4-yl)-1H-imidazole-1-carboxylate; methylamine In tetrahydrofuran; methanol at 0 - 20℃; for 18h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 0.5h;
Stage #3: 2-Bromopropionyl chloride With triethylamine In dichloromethane at 20℃; for 2h;
100%
2-amino-6-bromophenol
28165-50-6

2-amino-6-bromophenol

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-(3-bromo-2-hydroxyphenyl)propionamide
868371-90-8

2-bromo-N-(3-bromo-2-hydroxyphenyl)propionamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 3h;99%
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 3h;73%
n-dioctylamine
1120-48-5

n-dioctylamine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N,N-dioctylpropanamide

2-bromo-N,N-dioctylpropanamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 2h;98%
2-oxoindole
59-48-3

2-oxoindole

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

5-<(2-bromo-1-oxo)propyl>-1,3-dihydro-2H-indol-2-one
65435-05-4

5-<(2-bromo-1-oxo)propyl>-1,3-dihydro-2H-indol-2-one

Conditions
ConditionsYield
With aluminium trichloride In N,N-dimethyl-formamide 1) RT, 18h, 2) 40 deg C, 1h;97%
With aluminum (III) chloride In dichloromethane for 6h; Reflux;75%
AlCl3 In dichloromethane
4-bromo-aniline
106-40-1

4-bromo-aniline

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-(4-bromophenyl)propanamide
42276-46-0

2-bromo-N-(4-bromophenyl)propanamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃;97%
In dichloromethane at 20℃;
With triethylamine In dichloromethane at 0 - 20℃;
ethanethiol
75-08-1

ethanethiol

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

S-ethyl 2-bromopropanethioate
209597-98-8

S-ethyl 2-bromopropanethioate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 1.66667h;96%
With triethylamine In dichloromethane Ambient temperature; Yield given;
(1S)-1-(4-chloro-3-fluorophenyl)ethan-1-amine hydrochloride

(1S)-1-(4-chloro-3-fluorophenyl)ethan-1-amine hydrochloride

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-[(1S)-1-(4-chloro-3-fluorophenyl)ethyl]propanamide

2-bromo-N-[(1S)-1-(4-chloro-3-fluorophenyl)ethyl]propanamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;96%
2N-NaOH

2N-NaOH

N-Phenylglycine
103-01-5

N-Phenylglycine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

A

N-(2-bromopropionylphenyl)glycine

N-(2-bromopropionylphenyl)glycine

B

N-(2-bromo-propionyl)-N-phenyl-glycine
861570-46-9

N-(2-bromo-propionyl)-N-phenyl-glycine

Conditions
ConditionsYield
A 94.8%
B n/a
N-methyl-1-(2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methanamine hydrochloride

N-methyl-1-(2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methanamine hydrochloride

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-methyl-N-((2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methyl)propanamide

2-bromo-N-methyl-N-((2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)methyl)propanamide

Conditions
ConditionsYield
With triethylamine In chloroform at 0℃; for 0.5h;94%
2-amino-4,5-dimethyl-1H-pyrrole-3-carbonitrile
21392-51-8

2-amino-4,5-dimethyl-1H-pyrrole-3-carbonitrile

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-(2-bromopropionamido)-3-cyano-4,5-dimethylpyrrole
77995-60-9

2-(2-bromopropionamido)-3-cyano-4,5-dimethylpyrrole

Conditions
ConditionsYield
With pyridine In acetone for 0.333333h; Ambient temperature;93.1%
aniline
62-53-3

aniline

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromopropionanilide
42308-20-3

2-bromopropionanilide

Conditions
ConditionsYield
In benzene for 5h; Ambient temperature;93%
With benzene
With triethylamine In dichloromethane at 0 - 20℃; for 20h;
In dichloromethane at 20℃;
pyrrolidine
123-75-1

pyrrolidine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-1-(pyrrolidin-1-yl)propan-1-one
54537-48-3

2-bromo-1-(pyrrolidin-1-yl)propan-1-one

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 2.5h;93%
5-amino-3-phenyl-1,2,3-oxadiazol-3-ium chloride
1008-78-2

5-amino-3-phenyl-1,2,3-oxadiazol-3-ium chloride

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

C11H10BrN3O2

C11H10BrN3O2

Conditions
ConditionsYield
With triethylamine In dichloromethane at -30℃;93%
N-cyclopentylglycine tert-butyl ester
78773-69-0

N-cyclopentylglycine tert-butyl ester

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

tert-butyl N-(2-bromopropanoyl)-N-cyclopentylglycinate
85101-47-9

tert-butyl N-(2-bromopropanoyl)-N-cyclopentylglycinate

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 16h;92%
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

(2R,3S)-2-((R)-5-Benzyloxy-1-hydroxy-pentyl)-3-methyl-3-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentanone

(2R,3S)-2-((R)-5-Benzyloxy-1-hydroxy-pentyl)-3-methyl-3-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentanone

2-Bromo-propionic acid (R)-5-benzyloxy-1-{(1R,2S)-2-methyl-5-oxo-2-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentyl}-pentyl ester

2-Bromo-propionic acid (R)-5-benzyloxy-1-{(1R,2S)-2-methyl-5-oxo-2-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentyl}-pentyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Acylation;92%
benzylamine
100-46-9

benzylamine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

N-benzyl-2-bromopropanamide
6653-71-0

N-benzyl-2-bromopropanamide

Conditions
ConditionsYield
In benzene for 5h; Ambient temperature;91%
With triethylamine In dichloromethane at 20℃; for 0.166667h;83%
With triethylamine In dichloromethane at 0 - 20℃; for 20h; Reflux;
With triethylamine In dichloromethane at 0 - 20℃; for 2h;
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

(2R,3S)-2-((S)-5-Benzyloxy-1-hydroxy-pentyl)-3-methyl-3-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentanone

(2R,3S)-2-((S)-5-Benzyloxy-1-hydroxy-pentyl)-3-methyl-3-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentanone

2-Bromo-propionic acid (S)-5-benzyloxy-1-{(1R,2S)-2-methyl-5-oxo-2-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentyl}-pentyl ester

2-Bromo-propionic acid (S)-5-benzyloxy-1-{(1R,2S)-2-methyl-5-oxo-2-[(E)-3-(toluene-4-sulfonyl)-allyl]-cyclopentyl}-pentyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Acylation;91%
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

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

prop-1-en-1-one

Conditions
ConditionsYield
With {bis(triphenylphosphine)nitrogen}{manganese(carbonyl)5} In chloroform at 0℃; under 0.1 - 20 Torr; for 3h;90%
2-(2-methoxy-phenoxymethyl)-1,3-thiazolidine
103181-68-6, 119562-05-9, 119562-07-1

2-(2-methoxy-phenoxymethyl)-1,3-thiazolidine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

3-α-bromopropionyl-2-(o-methoxyphenoxy)methyl-thiazolidine

3-α-bromopropionyl-2-(o-methoxyphenoxy)methyl-thiazolidine

Conditions
ConditionsYield
With triethylamine In acetone at 0 - 5℃; for 1h;90%
With triethylamine In dichloromethane
2-aminophenylacetic acid methyl ester
35613-44-6

2-aminophenylacetic acid methyl ester

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

methyl 2-(2-(2-bromopropionamido)phenyl)acetate

methyl 2-(2-(2-bromopropionamido)phenyl)acetate

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran at -78℃; for 1.5h;90%
biphenyl
92-52-4

biphenyl

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

1-(4-biphenylyl)-2-bromo-1-propanone
73932-64-6

1-(4-biphenylyl)-2-bromo-1-propanone

Conditions
ConditionsYield
With aluminium trichloride In carbon disulfide for 1h; Ambient temperature;89%
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one
50892-62-1

8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

5-(2-Bromo-propionyl)-8-chloro-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one
98374-57-3

5-(2-Bromo-propionyl)-8-chloro-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one

Conditions
ConditionsYield
In toluene for 7h; Heating;89%
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

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 1,1,2,2-tetrachloroethylene at 50℃; for 4h;89%
2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

(R)-Pantolacton
599-04-2

(R)-Pantolacton

2-Bromo-propionic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester
690271-97-7

2-Bromo-propionic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at -20℃; for 0.333333h;89%
3,4-dihydro-3-oxo-2H-1,4-benzoxazine
5466-88-6

3,4-dihydro-3-oxo-2H-1,4-benzoxazine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

6-(2-bromopropanoyl)-2H-1,4-benzoxazin-3(4H)-one
58819-99-1

6-(2-bromopropanoyl)-2H-1,4-benzoxazin-3(4H)-one

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 12h;89%
4-chloro-m-anisidine
13726-14-2

4-chloro-m-anisidine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

2-bromo-N-(4-chloro-3-methoxyphenyl)propanamide

2-bromo-N-(4-chloro-3-methoxyphenyl)propanamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 0 - 20℃; Inert atmosphere;89%
5-amino-3-isopropyl-[1,2,3]oxadiazolium; chloride
5123-98-8

5-amino-3-isopropyl-[1,2,3]oxadiazolium; chloride

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

C8H12BrN3O2

C8H12BrN3O2

Conditions
ConditionsYield
With triethylamine In dichloromethane at -30℃;89%
2-(nitromethylene)thiazolidine

2-(nitromethylene)thiazolidine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

N-(2-bromopropionyl)-2-nitromethylenethiazolidine

N-(2-bromopropionyl)-2-nitromethylenethiazolidine

Conditions
ConditionsYield
With piperidine In chloroform at 20 - 30℃; for 1.5h;88.9%

2-Bromopropionyl chloride Specification

The 2-Bromopropionyl chloride, with the CAS registry number 7148-74-5, is also known as α-Bromopropanoyl chloride. It belongs to the product categories of Aromatic Propionic Acids; Acid Halides; Carbonyl Compounds; Organic Building Blocks. Its EINECS number is 230-466-2. This chemical's molecular formula is C3H4BrClO and molecular weight is 171.42. What's more, its systematic name is 2-Bromopropanoyl chloride. This chemical should be sealed and stored in a cool and dry place.

Physical properties of 2-Bromopropionyl chloride are: (1)ACD/LogP: 1.109; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.11; (4)ACD/LogD (pH 7.4): 1.11; (5)ACD/BCF (pH 5.5): 4.10; (6)ACD/BCF (pH 7.4): 4.10; (7)ACD/KOC (pH 5.5): 95.61; (8)ACD/KOC (pH 7.4): 95.61; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.481; (14)Molar Refractivity: 28.517 cm3; (15)Molar Volume: 100.119 cm3; (16)Polarizability: 11.305×10-24cm3; (17)Surface Tension: 35.6 dyne/cm; (18)Density: 1.712 g/cm3; (19)Flash Point: 34.756 °C; (20)Enthalpy of Vaporization: 37.135 kJ/mol; (21)Boiling Point: 133.858 °C at 760 mmHg; (22)Vapour Pressure: 8.3 mmHg at 25°C.

Preparation of 2-Bromopropionyl chloride: this chemical can be prepared by alpha-Bromopropanoic acid at the ambient temperature. This reaction will need reagents oxalyl chloride, DMF and solvent benzene. The yield is about 63%.

2-Bromopropionyl chloride can be prepared by alpha-Bromopropanoic acid at the ambient temperature

Uses of 2-Bromopropionyl chloride: it can be used to produce 2-(alpha-Bromopropionyl)aminobenzamide at the ambient temperature. It will need regent pyridine and solvent CH2Cl2 with the reaction time of 24 hours. The yield is about 79%.

2-Bromopropionyl chloride can be used to produce 2-(alpha-Bromopropionyl)aminobenzamide at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It can cause burns and is irritating to eyes and respiratory system. You should avoid contact with eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you need to seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: BrC(C(Cl)=O)C
(2)Std. InChI: InChI=1S/C3H4BrClO/c1-2(4)3(5)6/h2H,1H3
(3)Std. InChIKey: OZGMODDEIHYPRY-UHFFFAOYSA-N 

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