402923

Sigma-Aldrich

Chloroacetic acid

ACS reagent, ≥99.0%

Synonym(s):
Monochloroacetic acid
Linear Formula:
ClCH2COOH
CAS Number:
Molecular Weight:
94.50
Beilstein/REAXYS Number:
605438
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

ACS reagent

vapor density

3.26 (vs air)

vapor pressure

0.75 mmHg ( 20 °C)

assay

≥99.0%

impurities

≤0.01% Carbonyl compounds (as acetone)
≤0.01% Carbonyl compunds (other than acetone)
≤0.01% insolubles

ign. residue

<0.02%

bp

189 °C (lit.)

mp

60-63 °C (lit.)

solubility

water: soluble 3170 g/L at 10 °C

anion traces

chloride (Cl-): ≤0.01%
sulfate (SO42-): ≤0.02%

cation traces

Fe: ≤0.002%
heavy metals: ≤0.001% (by ICP)

SMILES string

OC(=O)CCl

InChI

1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)

InChI key

FOCAUTSVDIKZOP-UHFFFAOYSA-N

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General description

Chloroacetic acid (CAA, monochloroacetic acid, MCAA) is a halogenated aliphatic carboxylic acid generally used as herbicide and preservative. Its mutagenic effects have been studied in Rattus norvegicus. The rate of degradation of MCA by photocatalysis using TiO2 at pH3 is reported to be enhanced under the influence of ozone. CAA is an irritant that hydrolyzes proteins resulting in degradation of the cells. This property has been applied in treating plantar warts.

Application

Chloroacetic acid may be used to synthesize the following:
  • Thiocarbamoylthioacetic acid derivatives.
  • 4-Thiazolone derivatives.
  • Triazinothiazolone derivatives.
  • Water soluble carboxymethyl chitosan.

Packaging

2 kg in poly bottle
100, 500 g in poly bottle

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1751 8(6.1) / PGII

WGK Germany

WGK 3

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

Desulfurization of N-Substituted 2-Thioxothiazolidin-4-ones in Aqueous Solutions of Chloroacetic Acid.
Orlinskii MM.
Russ. J. Org. Chem., 34(12), 1805-1806 (1998)
A Novel Three-Component Synthesis of Triazinothiazolones.
Holla BS, et al.
Synthetic Communications, 35(3), 333-340 (2005)
Mohammad Faisal Siddiqui et al.
Ecotoxicology and environmental safety, 65(2), 159-164 (2006-05-02)
Chloroacetic acid (CAA) and chlorobenzene (CB) have been evaluated for in vivo mutagenic potential in Rattus norvegicus, employing the following criteria : (i) chromosomal aberrations (CAs) such as breaks, gaps, exchanges, rings, and multiple aberrations and (ii) micronuclei (MN) induction....
Novel thiazolone derivatives of N-aryl-β-alanines.
Stasevych M, et al.
Chemistry of Heterocyclic Compounds, 47(8), 1050-1052 (2011)
ZnO/carboxymethyl chitosan bionano-composite to impart antibacterial and UV protection for cotton fabric.
Shafei AE and Abou-Okeil A.
Carbohydrate Polymers, 83(2), 920-925 (2011)

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