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D54702

Sigma-Aldrich

Dichloroacetic acid

ReagentPlus®, ≥99%

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Synonym(s):
2,2-Dichloroacetic acid, DCA, DCAA
Linear Formula:
Cl2CHCOOH
CAS Number:
Molecular Weight:
128.94
Beilstein/REAXYS Number:
1098596
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.5 (vs air)

Quality Level

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

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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

signalword

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Photodestruction of dichloroacetic acid catalyzed by nano-sized TiO2 particles.
Bahnemann DW, et al.
Applied Catalysis. B, Environmental, 36(2), 161-169 (2002)
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)
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)

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