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402923

Sigma-Aldrich

Chloroacetic acid

ACS reagent, ≥99.0%

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Synonym(s):
Monochloroacetic acid
Linear Formula:
ClCH2COOH
CAS Number:
79-11-8
Molecular Weight:
94.50
Beilstein:
605438
EC Number:
201-178-4
MDL number:
MFCD00002683
UNSPSC Code:
12352100
PubChem Substance ID:
24865140
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

3.26 (vs air)

vapor pressure

0.75 mmHg ( 20 °C)

Assay

≥99.0%

form

solid

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. 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.

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.”

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

WGK

WGK 3

Flash Point(F)

258.8 °F

Flash Point(C)

126 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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.
A Novel Three-Component Synthesis of Triazinothiazolones.
Holla BS, et al.
Synthetic Communications, 35(3), 333-340 (2005)
Novel thiazolone derivatives of N-aryl-β-alanines.
Stasevych M, et al.
Chemistry of Heterocyclic Compounds, 47(8), 1050-1052 (2011)
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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