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2-BROMOACETAMIDE

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2-BROMOACETAMIDE Basic information
Product Name:2-BROMOACETAMIDE
Synonyms:2-bromo-acetamid;Acetamide, 2-bromo-;BROMOACETAMIDE;2-BROMOACETAMIDE;2-Bromoacetamide98%;2-Bromoacetamide,97%;2-BROMOACETAMIDE pure;2-BroMoacetaMide, 98% 25GR
CAS:683-57-8
MF:C2H4BrNO
MW:137.96
EINECS:614-427-0
Product Categories:Amides;Carbonyl Compounds;Organic Building Blocks
Mol File:683-57-8.mol
2-BROMOACETAMIDE Structure
2-BROMOACETAMIDE Chemical Properties
Melting point 87-91 °C(lit.)
Boiling point 271.6±23.0 °C(Predicted)
density 1.4243 (rough estimate)
refractive index 1.4740 (estimate)
storage temp. Inert atmosphere,2-8°C
solubility 160g/l
form Crystalline Powder
pka14.79±0.40(Predicted)
color White
BRN 1739073
InChIInChI=1S/C2H4BrNO/c3-1-2(4)5/h1H2,(H2,4,5)
InChIKeyJUIKUQOUMZUFQT-UHFFFAOYSA-N
SMILESC(N)(=O)CBr
CAS DataBase Reference683-57-8(CAS DataBase Reference)
Safety Information
Hazard Codes T,C
Risk Statements 25-34-20/21/22
Safety Statements 26-27-36/37/39-45
RIDADR UN 2923 8/PG 2
WGK Germany 3
RTECS AB4587000
10
Hazard Note Irritant
HazardClass 8
PackingGroup III
HS Code 29241990
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 3 Oral
Eye Dam. 1
Skin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2-BROMOACETAMIDE Usage And Synthesis
Chemical PropertiesVery faintly beige fine crystals
Uses2-Bromoacetamide was used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.
General DescriptionKinetics of reaction of 2-bromoacetamide with a 39 base pair duplex DNA sequence was studied.
HazardA poison by ingestion. Moderately toxic by skin contact. A severe skin and eye irritant.
Synthesis
Bromoacetyl chloride

22118-09-8

2-BROMOACETAMIDE

683-57-8

Step 1: To a dichloromethane solution containing the amine (300 mg, 0.71 mmol) and potassium carbonate (290 mg, 2.1 mmol) obtained from Step 1 of Example 51 was slowly added bromoacetyl chloride (71 μL, 0.85 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was washed with 0.1 N NaOH aqueous solution and subsequently dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography (eluent: dichloromethane/ethyl acetate, 9:1, v/v) to afford the target product 2-bromoacetamide 281 mg in 73% yield.

References[1] Journal of the American Chemical Society, 1939, vol. 61, p. 3386
[2] Patent: US2003/216380, 2003, A1
Tag:2-BROMOACETAMIDE(683-57-8) Related Product Information
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