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Trichloroacetic acid - Wikipedia, the free encyclopedia

Trichloroacetic acid

From Wikipedia, the free encyclopedia

Trichloroacetic acid
General
Systematic name Trichloroethanoic acid
Other names Trichloroacetic acid
Molecular formula CCl3COOH
SMILES ClC(Cl)(Cl)C(O)=O
Molar mass 163.4 g/mol
Appearance white solid
CAS number [76-03-9]
Properties
Density and phase 1.63 g/cm3, solid
Solubility in water very good
Melting point 57 °C
Boiling point 196 °C
Acidity (pKa) 0.77
Dipole moment  ? D
Hazards
MSDS External MSDS
EU classification Corrosive C)
Dangerous for
the environment (N)
NFPA 704
R-phrases R35, R50/53
S-phrases S1/2, S26, S36/37/39,
S45, S60, S61
Flash point  ? °C
RTECS number AJ7875000
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
Dichloroacetic acid
Related compounds Acetic acid
Trifluoroacetic acid
Tribromoacetic acid
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Trichloroacetic acid (also known as trichloroethanoic acid) is an analogue of acetic acid in which the three hydrogen atoms of the methyl group have all been replaced by chlorine atoms.

It is prepared by the reaction of chlorine with acetic acid in the presence of a suitable catalyst.

CH3COOH + 3Cl2 → CCl3COOH + 3HCl

It is widely used in biochemistry for the precipitation of macromolecules such as proteins, DNA and RNA. Its sodium salt is used as a weedkiller. Solutions containing trichloroacetic acid as an ingredient are used for tattoo removal.

Salts of trichloroacetic acid are called trichloroacetates.

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