Dichloroacetic acid
Names | |
---|---|
IUPAC name
Dichloroethanoic acid
| |
Other names
Bichloracetic acid
Bichloroacetic acid BCA Dichloracetic acid | |
Properties | |
C2H2Cl2O2 CHCl2COOH | |
Molar mass | 128.94 g/mol |
Appearance | Colorless liquid |
Odor | Acetic |
Density | 1.5634 g/cm3 (20 °C) |
Melting point | 13.5 °C (56.3 °F; 286.6 K) |
Boiling point | 194 °C (381 °F; 467 K) |
Miscible | |
Solubility | Miscible with acetone, alcohols, diethyl ether Slightly soluble in carbon tetrachloride |
Vapor pressure | 0.142 mmHg at 20 °C |
Acidity (pKa) | 1.35 |
Thermochemistry | |
Std enthalpy of
formation (ΔfH |
−496.3 kJ/mol |
Hazards | |
Safety data sheet | Sigma-Aldrich |
Lethal dose or concentration (LD, LC): | |
LD50 (Median dose)
|
2,820 mg/kg (rat, oral) |
Related compounds | |
Related compounds
|
Acetic acid Chloroacetic acid Trichloroacetic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Dichloroacetic acid or DCA, is the chemical compound with formula CHCl2COOH.
Contents
Properties
Chemical
As an acid with a pKa of 1.35, pure dichloroacetic acid is quite strong for an organic acid.
Physical
Dichloroacetic acid is a colorless liquid, miscible with water. It has a pungent acetic odor.
Availability
Dichloroacetic acid is sold by lab suppliers.
DCA has been shown to occur in nature in at least one seaweed, Asparagopsis taxiformis.
Preparation
DCA is typically prepared by the reduction of trichloroacetic acid (TCA). Zinc powder can be used as reducing agent.[1]
Chlorination of glacial acetic acid in the presence of UV light will yield mono-, di- and tri-chloroacetic acids. Separating the components via fractional distillation is difficult but doable with the right equipment.
Projects
- Make difluoroacetic acid
- Cosmetic treatments (chemical peels, wart removal)
- Chloroacetic acid poisoning antidote[2]
Handling
Safety
Dichloroacetic acid is very corrosive and extremely destructive to tissues of the mucous membranes and upper respiratory tract via inhalation.
Storage
Dichloroacetic acid should be kept in closed bottles. Since it has a relative high freezing point, it can be stored in a fridge or freezer, where it's less volatile in its solid phase.
Disposal
Should be strongly diluted before poured down the drain.
Complete reduction with a suitable reducing agent will yield acetic acid, which is non-toxic.
References
- ↑ https://www.bitchute.com/video/B7e319TM6EWZ/
- ↑ http://www.inchem.org/documents/pims/chemical/pim352.htm#SectionTitle:10.5