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Merck

402923

Sigma-Aldrich

Chloroacetic acid

ACS reagent, ≥99.0%

Sinónimos:

Monochloroacetic acid

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About This Item

Fórmula lineal:
ClCH2COOH
Número de CAS:
Peso molecular:
94.50
Beilstein/REAXYS Number:
605438
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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grade

ACS reagent

Quality Level

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)

functional group

carboxylic acid
chloro

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.[1] The rate of degradation of MCA by photocatalysis using TiO2 at pH3 is reported to be enhanced under the influence of ozone.[2] CAA is an irritant that hydrolyzes proteins resulting in degradation of the cells. This property has been applied in treating plantar warts.[3]

Application

Chloroacetic acid may be used to synthesize the following:
  • Thiocarbamoylthioacetic acid derivatives.[4]
  • 4-Thiazolone derivatives.[5]
  • Triazinothiazolone derivatives.[6]
  • Water soluble carboxymethyl chitosan.[7]

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.”

signalword

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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Carbohydrate Polymers, 83(2), 920-925 (2011)
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)
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)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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