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D54702

Sigma-Aldrich

Dichloroacetic acid

ReagentPlus®, ≥99%

Synonym(s):

2,2-Dichloroacetic acid, DCA, DCAA

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About This Item

Linear Formula:
Cl2CHCOOH
CAS Number:
79-43-6
Molecular Weight:
128.94
Beilstein:
1098596
EC Number:
201-207-0
MDL number:
MFCD00004223
UNSPSC Code:
12352100
PubChem Substance ID:
24893838
NACRES:
NA.21

vapor density

4.5 (vs air)

Quality Level

200

vapor pressure

0.19 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

refractive index

n20/D 1.466 (lit.)

bp

194 °C (lit.)

mp

9-11 °C (lit.)

density

1.563 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)C(Cl)Cl

InChI

1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)

InChI key

JXTHNDFMNIQAHM-UHFFFAOYSA-N

Gene Information

human ... ALDH1A1(216) , PDK1(5163)
rat ... Pdk1(116551)

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General description

Dichloroacetic acid (DCA) is a chlorinated acetic acid that has been reported to be a mouse liver carcinogen. The varying degrees of swelling of polyester in different concentrations of DCA solution has been analyzed by phase-contrast microscopy. The efficiency of titanium dioxide (TiO2) nanoparticles to catalyze the photodegradation of DCA has been investigated.

Application

Dichloroacetic acid (DCA) can be used as:
  • A reactant in the synthesis of chloroketones by reacting with esters in the presence of LiHMDS via Claisen-type homologation reaction.
  • A structure-directing agent, solvent, or plastdopant for the preparation of different morphologies of polyaniline (PANI). Self-assembling nanostructured PANI may be formed due to the presence of strong hydrogen bonding between DCA and aniline/polyaniline.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Aquatic Acute 1 - Carc. 2 - Eye Dam. 1 - Lact. - Met. Corr. 1 - Repr. 1B - Skin Corr. 1A - STOT RE 2 Oral

Target Organs

Brain,Liver,Testes

Supplementary Hazards

EUH071

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8239
STBK6698
MKCQ8286
STBK5195
STBK5196

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Ethyl dichloroacetate ≥99.0% (GC)

Sigma-Aldrich

35820

Ethyl dichloroacetate

Photodestruction of dichloroacetic acid catalyzed by nano-sized TiO2 particles.
Bahnemann DW, et al.
Applied Catalysis. B, Environmental, 36(2), 161-169 (2002)
A B DeAngelo et al.
Toxicology, 114(3), 207-221 (1996-12-18)
The chlorinated acetic acids, in particular dichloroacetic acid (DCA), are found as chlorine disinfection by-products in finished drinking water supplies. DCA has previously been demonstrated to be a mouse liver carcinogen. Chronic studies are described in which male Fischer (F344)
The swelling of polyester in dichloroacetic acid.
Warwicker JO.
Journal of Applied Polymer Science, 22(3), 869-872 (1978)
Mild Homologation of Esters through Continuous Flow Chloroacetate Claisen Reactions
Ganiek MA, et al.
Angewandte Chemie (International Edition in English), 57(52), 17249-17253 (2018)
Morphological control of self-assembly polyaniline micro/nano-structures using dichloroacetic acid
Wang H and Lu Y
Synthetic Metals, 162(15-16), 1369-1374 (2012)
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