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Merck

104493

Sigma-Aldrich

Chloroacetyl chloride

98%

Sinónimos:

Chloroacetic chloride

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About This Item

Fórmula lineal:
ClCH2COCl
Número de CAS:
Peso molecular:
112.94
Beilstein:
605439
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

densidad de vapor

3.9 (vs air)

Nivel de calidad

presión de vapor

60 mmHg ( 41.5 °C)

Ensayo

98%

índice de refracción

n20/D 1.453 (lit.)

bp

105-106 °C (lit.)

mp

−22 °C (lit.)

densidad

1.418 g/mL at 25 °C (lit.)

grupo funcional

acyl chloride
chloro

cadena SMILES

ClCC(Cl)=O

InChI

1S/C2H2Cl2O/c3-1-2(4)5/h1H2

Clave InChI

VGCXGMAHQTYDJK-UHFFFAOYSA-N

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Descripción general

Chloroacetyl chloride is used as a chlorinating agent, acylating agent, precursor to monochloroketene, and as a building block for cyclization.

Chloroacetyl chloride causes the acylation of cyano-pyrazoline during the synthesis of secondary amine-substituted cyano-pyrazoline derivatives.

Aplicación

Chloroacetyl chloride can be used for chloroacetylation and chemical modification of poly(glycidyl methacrylate). Chloroacetyl chloride was used to study the in vitro metabolism of chloroacetamide herbicides by rat and human liver microsomes. Chloroacetyl chloride was used in the synthesis of some novel quinoline derivatives having antileishmanial activity.

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A - STOT RE 1

Órganos de actuación

Lungs

Riesgos supl.

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

212.0 °F - closed cup

Punto de inflamabilidad (°C)

100 °C - closed cup

Equipo de protección personal

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Chloroacetyl Chloride
George AO, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
S Coleman et al.
Environmental health perspectives, 108(12), 1151-1157 (2001-01-03)
Acetochlor [2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamide], alachlor [N-(methoxymethyl)-2-chloro-N-(2, 6-diethyl-phenyl)acetamide], butachlor [N-(butoxymethyl)-2-chloro-N-(2,6-diethyl-phenyl)acetamide], and metolachlor [2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl) acetamide] are pre-emergent herbicides used in the production of agricultural crops. These herbicides are carcinogenic in rats: acetochlor and alachlor cause tumors in the nasal turbinates, butachlor causes stomach tumors
Kenawy el-R et al.
Journal of controlled release : official journal of the Controlled Release Society, 50(1-3), 145-152 (1998-08-01)
Polymers with antibacterial activity have been synthesized by chemical modification of poly(glycidyl methacrylate). The glycidyl methacrylate was polymerized by the free radical polymerization technique. The poly(glycidyl methacrylate) was hydrolyzed and was chloroacetylated using chloroacetyl chloride. The chloroacetylated product was modified
Niranjan P Sahu et al.
Bioorganic & medicinal chemistry, 10(6), 1687-1693 (2002-04-09)
Some novel quinoline derivatives were prepared and tested for antileishmanial activity. 2-(2-Methylquinolin-4-ylamino)-N-phenylacetamide (2) was found to be significantly more active than the standard antileishmanial drug sodium antimony gluconate (SAG) in reducing the parasite load both in the spleen and liver
Antony D'Emanuele et al.
Journal of controlled release : official journal of the Controlled Release Society, 95(3), 447-453 (2004-03-17)
The aim of the study was to determine the effects on the transport of propranolol across monolayers of the human colon adenocarcinoma cell line, Caco-2, of forming a prodrug by conjugating to generation 3 (G3) and lauroyl-G3 PAMAM dendrimers. Propranolol

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