Bromoacetyl chloride supplier

Name
Bromoacetyl chloride
EINECS 244-790-7
CAS No. 22118-09-8
Article Data41
CAS DataBase
Density 1.891 g/cm³
Solubility Soluble in benzene, ether, chloroform
Melting Point
Formula C₂H₂BrClO
Boiling Point 126.999 °C at 760 mmHg
Molecular Weight 157.394
Flash Point 26.15 °C
Transport Information UN 3265 8/PG 2
Appearance Colorless transparent or light yellow liquid
Safety 26-36/37/39-45
Risk Codes 14-34-37
Molecular Structure
Hazard Symbols C
Synonyms 2-Bromoacetylchloride;NSC 97376;
PSA 17.07000
LogP 1.14670

Synthetic route

: 79-08-3
bromoacetic acid

: 22118-09-8
2-bromoacetyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 2h; Reflux; Inert atmosphere;	95.23%
With thionyl chloride at 80℃; for 6h;	95%
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Cooling with ice;	86.1%

: 17759-85-2
1,1-bromochloroethylene

A: 22118-09-8
2-bromoacetyl chloride

B: 15018-06-1
chloroacetyl bromide

Conditions

Conditions	Yield
Oxydation;

: 98-88-4
benzoyl chloride

: 79-08-3
bromoacetic acid

: 22118-09-8
2-bromoacetyl chloride

: 13094-51-4
bromoacetic anhydride

: 368-44-5
dichloro(fluoro)(phenyl)silane

A: 22118-09-8
2-bromoacetyl chloride

B: 1344680-40-5
PhSiFClOC(O)CH2Br

Conditions

Conditions	Yield
at 20℃;

...Expand

: 493-08-3
chromane

: 22118-09-8
2-bromoacetyl chloride

: 151427-16-6
6-(bromoacetyl)chroman

Conditions

Conditions	Yield
With aluminium trichloride In 1,2-dichloro-ethane for 1h; below 5 deg C;	100%
With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	34%

: 22118-09-8
2-bromoacetyl chloride

: 24043-40-1
diethyl 2-[(4-methoxyphenyl)amino]malonate

: 106817-55-4
diethyl 2-(2-bromo-N-(4-methoxyphenyl)acetamido)malonate

Conditions

Conditions	Yield
In benzene for 2h; Heating;	100%

: 22118-09-8
2-bromoacetyl chloride

: 150650-99-0
1-(N-tert-butyloxycarbonyl-L-valyl-Nε-benzyloxycarbonyl-L-lysyl-L-leucyl)-2-(4-hydroxybenzyl) hydrazine

: 1-(N-tert-butyloxycarbonyl-L-valyl-Nε-benzyloxycarbonyl-L-lysyl-L-leucyl)-2-(4-hydroxybenzyl)-2-bromoacetyl hydrazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethyl acetate for 0.5h; Ambient temperature;	100%

: 22118-09-8
2-bromoacetyl chloride

: 150651-04-0
1-(N-tert-butyloxycarbonyl-L-valyl-Nε-tosyl-L-lysyl-L-leucyl)-2-(4-hydroxybenzyl) hydrazine

: 1-(N-tert-butyloxycarbonyl-L-valyl-Nε-tosyl-L-lysyl-L-leucyl)-2-(4-hydroxybenzyl)-2-bromoacetyl hydrazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethyl acetate for 0.5h; Ambient temperature;	100%

: 22118-09-8
2-bromoacetyl chloride

: 50399-51-4, 215371-20-3
trans-1,2,3,4-tetrahydro-7-methoxy-1-naphthylamine

: N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)bromoacetamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane	100%

: 22118-09-8
2-bromoacetyl chloride

: 53793-13-8
2,3-dimethyl-5-imino-Δ2-1,3,4-thiadiazoline

: 2-bromo-N-(3,5-dimethyl-3H-[1,3,4]thiadiazol-2-ylidene)-acetamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃;	100%

: 22118-09-8
2-bromoacetyl chloride

: 20699-85-8
methyl 5-amino-1-benzothiophene-2-carboxylate

: 910791-75-2
5-(2-bromo-acetylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;	100%

: 22118-09-8
2-bromoacetyl chloride

: 930782-84-6
benzyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride

: 930782-85-7
benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h;	100%

: 22118-09-8
2-bromoacetyl chloride

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 875639-57-9
2-bromo-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-pyrrolo[2,3-b]pyridine With aluminum (III) chloride In dichloromethane for 0.5h; Stage #2: 2-bromoacetyl chloride In dichloromethane for 2h;	100%
Stage #1: 5-bromo-1H-pyrrolo[2,3-b]pyridine With aluminum (III) chloride In dichloromethane at 20℃; for 1h; Stage #2: 2-bromoacetyl chloride In dichloromethane at 20℃;	92%
Stage #1: 5-bromo-1H-pyrrolo[2,3-b]pyridine With aluminum (III) chloride In dichloromethane for 0.5h; Inert atmosphere; Stage #2: 2-bromoacetyl chloride In dichloromethane for 2h;	138 mg

: 22118-09-8
2-bromoacetyl chloride

: 23772-38-5
5-methoxy-6-nitro-2,3-dihydro-indole

: 109-89-7
diethylamine

: 1116230-24-0
N,N-diethyl-2-[5-(methyloxy)-6-nitro-2,3-dihydro-1H-indol-1-yl]-2-oxoethanamine

Conditions

Conditions	Yield
Stage #1: 2-bromoacetyl chloride; 5-methoxy-6-nitro-2,3-dihydro-indole With potassium carbonate In tetrahydrofuran at 20℃; Stage #2: diethylamine In tetrahydrofuran at 60℃; for 50h;	100%

...Expand

: 22118-09-8
2-bromoacetyl chloride

: OZ209

: C19H28BrNO4

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at -10℃;	100%

: 22118-09-8
2-bromoacetyl chloride

: 1299358-19-2
(4S,5S)-1-(benzyloxy)-5-hydroxy-4-methylheptan-3-one

: 1299358-21-6
(1S,2S)-5-(benzyloxy)-1-ethyl-2-methyl-3-oxopentyl bromoacetate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at -78 - -10℃; Inert atmosphere;	100%

: 22118-09-8
2-bromoacetyl chloride

: 178218-36-5
3-(benzylamino)-1,1,1-trifluoropropan-2-ol

: 1394909-64-8
2-bromo-N-(phenylmethyl)-N-(3,3,3-trifluoro-2-hydroxypropyl)-acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	100%

: 22118-09-8
2-bromoacetyl chloride

: C16H17FN2O3

: C18H18BrFN2O4

Conditions

Conditions	Yield
In dichloromethane for 72h; Cooling with ice; Inert atmosphere;	100%
With triethylamine In dichloromethane for 72h; Inert atmosphere; Cooling with ice;	11 g
With triethylamine In dichloromethane for 72h; Cooling with ice; Inert atmosphere;
With triethylamine In dichloromethane for 72h; Inert atmosphere; Cooling with ice;	11 g

: 22118-09-8
2-bromoacetyl chloride

: 39905-45-8
4-octyloxyaniline

: 2-bromo-N-(4-(octyloxy)phenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane; water at 5 - 20℃; for 3h;	100%

: 22118-09-8
2-bromoacetyl chloride

: 145316-45-6
5-methyl-1,6-naphthyridin-2-amine

: 1085267-57-7
C11H10BrN3O

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 2.5h;	99%

: 22118-09-8
2-bromoacetyl chloride

: 39905-47-0
4-decyloxyaniline

: 2-bromo-N-(4-(decyloxy)phenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane; water at 5 - 20℃; for 3h;	99%

: 22118-09-8
2-bromoacetyl chloride

: 81378-80-5
(S)-benzyl (1-(1-methylhydrazinyl)-1-oxo-3-phenylpropan-2-yl)carbamate

: 142182-16-9
1-(N-carbobenzyloxy-L-phenylalanyl)-1-methyl-2-bromoacetyl hydrazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In chloroform; water for 0.5h; Ambient temperature;	98%

: 22118-09-8
2-bromoacetyl chloride

: 55213-85-9
((1r,3r,5r,7r)‐2‐aminoadamantan‐2‐yl)methanol

: 180258-68-8
2-Bromo-N-(2-hydroxymethyl-adamantan-2-yl)-acetamide

Conditions

Conditions	Yield
With potassium hydroxide In dichloromethane for 2h;	98%

: 22118-09-8
2-bromoacetyl chloride

: 91564-56-6
N-thioacetyl-β-(3,4-dimethoxyphenyl)-ethylamine

: 18332-20-2
8,9-dimethoxy-10b-methyl-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinoline-3-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h; Acylation; alkylation; cyclization;	98%

: 22118-09-8
2-bromoacetyl chloride

: 618-87-1
3, 5-dinitroaniline

: 2-bromo-N-(3,5-dinitrophenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; Inert atmosphere;	98%

: 22118-09-8
2-bromoacetyl chloride

: 94-70-2
ortho-phenitidine

: 2-bromo-N-(2-ethoxyphenyl)acetamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 2.16667h;	98%

: 22118-09-8
2-bromoacetyl chloride

: 67605-64-5
5-(p-aminophenyl)-10,15,20-triphenylporphine

: 5-(4α-bromoacetylamidophenyl)-10,15,20-triphenylporphyrin

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;	98%

: 22118-09-8
2-bromoacetyl chloride

: 28657-75-2
2-amino-4,5-methylenedioxy-acetophenone

: N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-2-bromoacetamide

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 0℃; Inert atmosphere;	98%

: 22118-09-8
2-bromoacetyl chloride

: 19171-19-8
pomalidomide

: 2-bromo-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)acetamide

Conditions

Conditions	Yield
for 24h; Reflux;	97.2%

: 22118-09-8
2-bromoacetyl chloride

: 553-94-6
4-bromo-m-xylene

: 55312-97-5
2-(2,5-dimethylphenyl)acetyl chloride

Conditions

Conditions	Yield
Stage #1: 2-bromoacetyl chloride; 4-bromo-m-xylene With hydrogenchloride; ruthenium(IV) oxide; palladium 10% on activated carbon In dimethyl sulfoxide at 100℃; for 5h; Stage #2: With sodium sulfite In water; dimethyl sulfoxide at 135℃; for 8.25h;	97.1%

: 22118-09-8
2-bromoacetyl chloride

: 6519-67-1
DL-tryptophan ethyl ester hydrochloride

: 160061-62-1
N-(bromoacethyl)-D,L-tryptophan ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 20 - 25℃; for 1h;	97%

: 22118-09-8
2-bromoacetyl chloride

: 22013-33-8
6-amino-3,4-benzodioxane

: 1219012-44-8
2-bromo-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 0 - 20℃; Inert atmosphere;	97%
With potassium carbonate In dichloromethane for 24h; Inert atmosphere; Reflux;	49%

: 22118-09-8
2-bromoacetyl chloride

: 107-19-7
propargyl alcohol

: 26755-52-2
propargyl monobromoacetate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetonitrile at 20℃; for 0.166667h; Cooling with ice;	97%

: 22118-09-8
2-bromoacetyl chloride

: 4-amino-17-trifluoroacetamido-25,26,27,28-tetrapropoxycalix[4]arene

: 4-bromoacetamido-17-trifluoroacetamido-25,26,27,28-tetrapropoxycalix[4]arene

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h;	97%

Bromoacetyl chloride Specification

The Bromoacetyl chloride, with the CAS registry number 22118-09-8, is also known as 2-Bromoacetylchloride. It belongs to the product categories of Acid Halides; Carbonyl Compounds; Organic Building Blocks. Its EINECS number is 244-790-7. This chemical's molecular formula is C₂H₂BrClO and molecular weight is 157.39. What's more, its systematic name is Bromoacetyl chloride. This chemical is used as raw material to prepare ω-Bromo-2,4-dichloroacetophenone. It is also a kind of intermediate to prepare imazalil and propiconazole.

Physical properties of Bromoacetyl chloride are: (1)ACD/LogP: 1.154; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.15; (4)ACD/LogD (pH 7.4): 1.15; (5)ACD/BCF (pH 5.5): 4.44; (6)ACD/BCF (pH 7.4): 4.44; (7)ACD/KOC (pH 5.5): 101.17; (8)ACD/KOC (pH 7.4): 101.17; (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: 1.486; (14)Molar Refractivity: 23.925 cm³; (15)Molar Volume: 83.235 cm³; (16)Polarizability: 9.485×10^-24cm³; (17)Surface Tension: 38.5 dyne/cm; (18)Density: 1.891 g/cm³; (19)Flash Point: 26.15 °C; (20)Enthalpy of Vaporization: 36.479 kJ/mol; (21)Boiling Point: 126.999 °C at 760 mmHg; (22)Vapour Pressure: 11.4 mmHg at 25°C.

Uses of Bromoacetyl chloride: it can be used to produce 1-bromoacetyl-pyrrolidine at the temperature of 0 °C. It will need regent Et₃N and solvent CH₂Cl₂ with the reaction time of 2 hours. The yield is about 60%.

Bromoacetyl chloride can be used to produce 1-bromoacetyl-pyrrolidine at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical can react violently with water. It can cause burns and is irritating to respiratory system. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. 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: BrCC(Cl)=O
(2)Std. InChI: InChI=1S/C2H2BrClO/c3-1-2(4)5/h1H2
(3)Std. InChIKey: SYZRZLUNWVNNNV-UHFFFAOYSA-N

Product Name

Bromoacetyl chloride

Synthetic route

Bromoacetyl chloride Specification

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