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C19627

Sigma-Aldrich

Chloroacetic acid

99%

Synonym(s):

Monochloroacetic acid

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About This Item

Linear Formula:
ClCH2COOH
CAS Number:
79-11-8
Molecular Weight:
94.50
Beilstein/REAXYS Number:
605438
EC Number:
201-178-4
MDL number:
MFCD00002683
UNSPSC Code:
12352100
PubChem Substance ID:
57653993
NACRES:
NA.21

vapor density

3.26 (vs air)

Quality Level

200

vapor pressure

0.75 mmHg ( 20 °C)

assay

99%

form

crystals

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. 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.

Disclaimer

“The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.”

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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

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

wgk_germany

WGK 3

flash_point_f

258.8 °F - closed cup

flash_point_c

126 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6389
MKCL7912
MKCP6376
MKCK9922
MKCK4775

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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)
Novel thiazolone derivatives of N-aryl-β-alanines.
Stasevych M, et al.
Chemistry of Heterocyclic Compounds, 47(8), 1050-1052 (2011)
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.
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
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