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104493

Sigma-Aldrich

Chloroacetyl chloride

98%

Synonyma:

Chloroacetic chloride

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About This Item

Lineární vzorec:
ClCH2COCl
Číslo CAS:
79-04-9
Molekulová hmotnost:
112.94
Beilstein/REAXYS Number:
605439
EC Number:
201-171-6
MDL number:
MFCD00000725
UNSPSC Code:
12352100
PubChem Substance ID:
24846647
NACRES:
NA.22

vapor density

3.9 (vs air)

vapor pressure

60 mmHg ( 41.5 °C)

assay

98%

refractive index

n20/D 1.453 (lit.)

bp

105-106 °C (lit.)

mp

−22 °C (lit.)

density

1.418 g/mL at 25 °C (lit.)

SMILES string

ClCC(Cl)=O

InChI

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

InChI key

VGCXGMAHQTYDJK-UHFFFAOYSA-N

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General description

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.

Application

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.

signalword

Danger

Hazard Classifications

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

target_organs

Lungs

supp_hazards

EUH014,EUH029

Storage Class

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

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

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

Osvědčení o analýze (COA)

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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
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
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
M S Jie et al.
Lipids, 34(11), 1223-1230 (1999-12-22)
Tris(hydroxymethyl)aminomethane was successfully esterified with saturated and unsaturated long-chain fatty acids. The resulting amino-triester intermediates were successively reacted with chloroacetyl chloride, sodium azide, and C60 fullerene. Spectral evidence showed that the aziridine ring is joined to the junction of 16,6]-fused
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