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Trichloroacetic acid information


Trichloroacetic acid
Names
Preferred IUPAC name
Trichloroacetic acid
Identifiers
CAS Number
  • 76-03-9 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
970119
ChEBI
  • CHEBI:30956
ChEMBL
  • ChEMBL14053
ChemSpider
  • 10772050
ECHA InfoCard 100.000.844 Edit this at Wikidata
Gmelin Reference
2842
KEGG
  • C11150 checkY
PubChem CID
  • 6421
RTECS number
  • AJ7875000
UNII
  • 5V2JDO056X checkY
CompTox Dashboard (EPA)
  • DTXSID1021378 Edit this at Wikidata
InChI
  • InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)
    Key: YNJBWRMUSHSURL-UHFFFAOYSA-N
SMILES
  • ClC(Cl)(Cl)C(O)=O
Properties
Chemical formula
C2HCl3O2
Molar mass 163.38 g·mol−1
Appearance Colorless to white, crystalline solid
Odor Sharp, pungent [1]
Density 1.63 g/cm3
Melting point 57 to 58 °C (135 to 136 °F; 330 to 331 K)[2]
Boiling point 196 to 197 °C (385 to 387 °F; 469 to 470 K)[2]
Solubility in water
1000 g/100 mL[2]
Vapor pressure 1 mmHg (51.1 °C)[1]
Acidity (pKa) 0.66[3]
Magnetic susceptibility (χ)
−73.0·10−6 cm3/mol
Structure
Dipole moment
3.23 D
Hazards
GHS labelling:
Pictograms
GHS05: CorrosiveGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H314, H410
Precautionary statements
P260, P264, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P391, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
1
0
Lethal dose or concentration (LD, LC):
LD50 (median dose)
5000 mg/kg orally in rats[2]
NIOSH (US health exposure limits):
PEL (Permissible)
None[1]
REL (Recommended)
TWA 1 ppm (7 mg/m3)[1]
IDLH (Immediate danger)
N.D.[1]
Related compounds
Related chloroacetic acids
Chloroacetic acid
Dichloroacetic acid
Related compounds
Acetic acid
Trifluoroacetic acid
Tribromoacetic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Trichloroacetic acid (TCA; TCAA; 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. Salts and esters of trichloroacetic acid are called trichloroacetates.

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards #0626 National Institute for Occupational Safety and Health (NIOSH)
  2. ^ a b c d Budavari, Susan, ed. (1996), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.), Merck, ISBN 0911910123
  3. ^ Databog fysik kemi, F&K Forlaget 11. udgave 2009

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Trichloroacetic acid

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Trichloroacetic acid (TCA; TCAA; also known as trichloroethanoic acid) is an analogue of acetic acid in which the three hydrogen atoms of the methyl group...

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Chloroacetic acid

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colorless solid. Related compounds are dichloroacetic acid and trichloroacetic acid. Chloroacetic acid was first prepared (in impure form) by the French chemist...

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Trifluoroacetic acid

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rodenticide CH2FCOOH Difluoroacetic acid Trichloroacetic acid, the chlorinated analog Kreglewski, A. (1962). "Trifluoroacetic acid". Welcome to the NIST WebBook...

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Haloacetic acids

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bromoacetic acid (BrCH2−CO2H). Further substitution of hydrogen atoms with halogens can occur, as in dichloroacetic acid (Cl2CH−CO2H) and trichloroacetic acid (Cl3C−CO2H)...

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Cauterization

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is dipped in water and pressed onto the lesion for a few moments. Trichloroacetic acid Cantharidin is an extract of the blister beetle that causes epidermal...

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Chloroacetic acids

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CH2ClCOOH Dichloroacetic acid (dichloroethanoic acid; bichloroacetic acid, BCA), CHCl2COOH Trichloroacetic acid (trichloroethanoic acid), CCl3COOH As the number...

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Acetic acid

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aqueous chlorination to trichloroacetic acid, and concluded with electrolytic reduction to acetic acid. By 1910, most glacial acetic acid was obtained from...

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Keratolytic

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swelling and hydrolysis of skin), salicylic acid, urea, lactic acid, allantoin, glycolic acid, and trichloroacetic acid. While cytostatic agents such as zinc...

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Dichloroacetic acid

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drugs or chemicals. DCA is typically prepared by the reduction of trichloroacetic acid (TCA). DCA is prepared from chloral hydrate also by the reaction...

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Chemical peel

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when the solution is applied.[citation needed] Medium peels such as trichloroacetic acid (TCA) are also performed in the doctor's office or in an ambulatory...

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Alpha hydroxycarboxylic acid

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Garg A, Kachhawa D (2001). "Chemical peeling--glycolic acid versus trichloroacetic acid in melasma". Indian Journal of Dermatology, Venereology and Leprology...

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IARC group 2B

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camphenes) Triamterene Trichlormethine (Trimustine hydrochloride) Trichloroacetic acid 2,4,6-Trichlorophenol Trp-P-1 (3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole)...

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Plantar wart

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surface skin cells with keratolytic chemicals such as salicylic acid or trichloroacetic acid. These are available in over-the-counter products, but in higher...

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Trichloroacetyl chloride

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Trichloroacetyl chloride is the acyl chloride of trichloroacetic acid. It can be formed by reacting chlorine with acetyl chloride or acetaldehyde in the...

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Acid

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acetic acid. Fluoroacetic acid Trifluoroacetic acid Chloroacetic acid Dichloroacetic acid Trichloroacetic acid Normal carboxylic acids are the direct union...

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Surgical treatment of ingrown toenails

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alternative, one may use 10% sodium hydroxide which is less toxic or trichloroacetic acid which may give faster healing time. Antibiotics are not needed if...

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Tetrachloroethylene

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trichloroacetyl chloride. Trichloroacetyl chloride hydrolyses to trichloroacetic acid. Tetrachloroethylene has been classified as "probably carcinogenic...

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Carboxylic acid

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carboxylic acid is an organic acid that contains a carboxyl group (−C(=O)−OH) attached to an R-group. The general formula of a carboxylic acid is often...

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Acne

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those using glycolic acid, lactic acid, salicylic acid, Jessner's solution, or a lower concentration (20%) of trichloroacetic acid. These peels only affect...

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Chloroformic acid

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chloroformate and ethyl chloroformate. Chloroacetic acids Dichloroacetic acid Trichloroacetic acid Nomenclature of Organic Chemistry : IUPAC Recommendations...

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Tribromoacetic acid

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closely related trichloroacetic and trifluoroacetic acids. Haloacetic acids Trifluoroacetic acid Trichloroacetic acid "Tribromacetic acid - C2HBr3O2 - ChemSpider"...

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Ponceau S

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0.1% (w/v) Ponceau S in 5% acetic acid or 2% (w/v) Ponceau S in 30% trichloroacetic acid and 30% sulfosalicylic acid. Coomassie brilliant blue Western...

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Sodium trichloroacetate

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aldehydes, carboxylic acid anhydrides, ketones (making a precursor for the Jocic–Reeve reaction), and acyl halides. Trichloroacetic acid Sodium trifluoroacetate...

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Actinic keratosis

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multiple non-hyperkeratotic AKs. It can be achieved with 35% to 50% trichloroacetic acid (TCA) alone or at 35% in combination with Jessner's solution in a...

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Chloroform

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chloride or chloride of formic acid].) In 1835, Dumas prepared the substance by alkaline cleavage of trichloroacetic acid. In 1842, Robert Mortimer Glover...

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Trichloromethyl group

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acids, such as trichloromethanesulfonic acid, are often stronger than the original. For example, the acidity constant (pKa) of trichloroacetic acid HOOC–CCl...

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