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Chloroacetamide

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CAS:79-07-2
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Chloroacetamide Basic information
Product Name:Chloroacetamide
Synonyms:KM 101;NSC 54286;NSC 8408;2-ChloroacetaMide >=98.0% (HPLC);Piracetam Imp. B;chloroacetylamine;Mergal AF;mergalaf
CAS:79-07-2
MF:C2H4ClNO
MW:93.51
EINECS:201-174-2
Product Categories:Amines;Inhibitors;API Intermediate;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Amides;Carbonyl Compounds;Organic Building Blocks;Chloroacetamide SKY;Halogenated Heterocycles ,Piperazines
Mol File:79-07-2.mol
Chloroacetamide Structure
Chloroacetamide Chemical Properties
Melting point 116-118 °C(lit.)
Boiling point 224.5 °C
bulk density760kg/m3
density 0.84
vapor pressure 0.05 mm Hg ( 20 °C)
refractive index 1.4480 (estimate)
Fp 170 °C
storage temp. Store below +30°C.
solubility methanol: soluble1g/10 mL
pka14.69±0.40(Predicted)
form Crystalline Powder
color White
PH3.8-4.1 (40g/l, H2O, 20℃)
Water Solubility Soluble in water(90g/L).
Merck 14,2110
BRN 878191
Cosmetics Ingredients FunctionsPRESERVATIVE
Cosmetic Ingredient Review (CIR)Chloroacetamide (79-07-2)
InChI1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
InChIKeyVXIVSQZSERGHQP-UHFFFAOYSA-N
SMILESNC(=O)CCl
LogP-0.530
CAS DataBase Reference79-07-2(CAS DataBase Reference)
NIST Chemistry ReferenceAcetamide, 2-chloro-(79-07-2)
EPA Substance Registry SystemAcetamide, 2-chloro- (79-07-2)
Safety Information
Hazard Codes T
Risk Statements 25-43-62
Safety Statements 22-36/37-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 2
RTECS AB5075000
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29241900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Repr. 2
Skin Sens. 1
Hazardous Substances Data79-07-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 138 mg/kg LD50 dermal Rat > 2000 mg/kg
MSDS Information
ProviderLanguage
2-Chloroacetamide English
SigmaAldrich English
ACROS English
ALFA English
Chloroacetamide Usage And Synthesis
DescriptionChloroacetamide is a preservative used in several applications such as in cutting metalwork fluids, in paints or in glues. It can induce contact dermatitis in hairdressers, or in shoemakers when used as a leather preservative.
Chemical Propertieswhite crystalline powder
UsesA component of herbicidal mixtures of cellulose biosynthesis inhibitors with VLCFA inhibitors.
Uses2-Chloroacetamide is used as surface-active agent in home laundry, cleaning products & household formulated cleaners, other industrial uses, petroleum production, polymer processing.
Usespreservative in cosmetic and pharmaceutical creams, shampoos, bath lotions, etc.; preservative in glues, cooling fluids.
Flammability and ExplosibilityNon flammable
Contact allergensChloroacetamide as a preservative is used in several applications as in cutting metalworking fluids, in paints or in glues. It can induce contact dermatitis in hairdressers or in shoemakers, being used as a leather preservative.
Safety ProfilePoison by ingestion, intravenous, and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits very toxic Cland NOx. See also N-CHLOROACETAMIDE.
SynthesisChloroacetamide can be prepared from chloroacetyl chloride and dry ammonia gas and by treating ethyl chloroacetate or methyl chloroacetate with cold aqueous ammonia solutions in a 2-l. A round-bottomed flask fitted with a mechanical stirrer and surrounded by an ice-salt bath is placed 215 g. (1.75 moles) of ethyl chloroacetate. Vigorous stirring is started, and 200 cc. of chilled aqueous ammonia (sp. gr. 0.9) is added to the cold ester. The solution is stirred in the cold for about fifteen minutes, then another 200. A portion of aqueous ammonia is added, and the stirring is continued for about fifteen minutes. The mixture is then allowed to stand for thirty minutes, filtered with suction, and washed with two 25-cc. portions of cold water to remove ammonium chloride. The yield of air-dried material melting at 118–119℃ is 128–138 g. This product contains traces of ammonium chloride, which may be removed by crystallization from water. When 100 g. of crude product is recrystallized from 400 cc. of water, about 80 g. of product Chloroacetamide is obtained. The recrystallized product melts at 119–120°.
Purification MethodsRecrystallise the amide from acetone and dry it under vacuum over P2O5. [Beilstein 2 IV 490.]
Tag:Chloroacetamide(79-07-2) Related Product Information
2-Iodoacetamide DIACETAMIDE 2-Phenylacetamide 2-Cyanoacetamide Thioacetamide Acetamide Acetaminophen Chloroacetyl chloride N,N-Dimethylacetamide Difluorochloromethane 3,5-DICHLORO-2-PYRIDONE CHLOROACETYL ISOCYANATE FLUOROACETAMIDE Dichloroacetamide 2,2,2-Trichloroacetamide 5-Chlorouracil CHLOROACETYL-L-TYROSINE N-Methylolchloroacetamide

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