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C19627

Sigma-Aldrich

Chloroacetic acid

99%

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

vapor density

3.26 (vs air)

Quality Level

vapor pressure

0.75 mmHg ( 20 °C)

assay

99%

bp

189 °C (lit.)

mp

60-63 °C (lit.)

solubility

water: soluble 3,170 g/L at 10 °C

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 pH 3 is reported to be enhanced under the influence of ozone. It 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

25 g in poly bottle
1 kg in poly bottle

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

A Novel Three-Component Synthesis of Triazinothiazolones.
Holla BS, et al.
Synthetic Communications, 35(3), 333-340 (2005)
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)
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)
K Steele et al.
The British journal of dermatology, 118(4), 537-543 (1988-04-01)
Monochloroacetic acid crystals and 60% salicylic acid ointment was found to be more effective than placebo as a treatment for simple plantar warts in a double blind study on 57 patients. Nineteen (66%) patients in the active treatment group compared
TiO2 photocatalytic oxidation of monochloroacetic acid and pyridine: influence of ozone.
Kopf P, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 136(3), 163-168 (2000)

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