Dichloroacetic acid
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| Dichloroacetic acid | |
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| General | |
| Systematic name | Dichloroacetic acid |
| Other names | Dichloroethanoic acid |
| Molecular formula | CHCl2COOH |
| SMILES | ClC(Cl)C(=O)O |
| Molar mass | 128.9 g/mol |
| Appearance | colorless liquid |
| CAS number | [79-43-6] |
| Properties | |
| Density and phase | 1.57 g/ml, liquid |
| Solubility in water | miscible |
| Melting point | 13.5 °C |
| Boiling point | 194 °C |
| Acidity (pKa) | 1.25 |
| Viscosity | ? cP at ? °C |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| EU classification | Corrosive (C) Dangerous for the environment (N) |
| NFPA 704 | |
| R-phrases | R35, R50 |
| S-phrases | S1/2, S26, S45, S61 |
| Flash point | ? °C |
| RTECS number | AG6125000 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related chloroacetic acids | Chloroacetic acid Trichloroacetic acid |
| Related compounds | Acetic acid Difluoroacetic acid Dibromoacetic acid |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Dichloroacetic acid (also known as dichloroethanoic acid) is an analogue of acetic acid in which two of the three hydrogen atoms of the methyl group have been replaced by chlorine atoms. It is prepared by the reduction of trichloroacetic acid.
[edit] Therapeutic use
Dichloroacetate stimulates the activity of the enzyme pyruvate dehydrogenase by inhibiting the enzyme pyruvate dehydrogenase kinase (Stacpoole PW. 1989; PMID 2554095). As such it decreases lactate production by shifting the metabolism of pyruvate from glycolysis towards oxidation in the mitochondria. This property has been used to treat lactic acidosis in humans (Stacpoole et al, 1988; PMID 3337517).
[edit] See also
[edit] External links
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