Trichloroacetic Acid

• Formula: C₂HCl₃O₂
• Molecular weight: 163.387
• IUPAC Standard InChI: InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7) Copy

  
• IUPAC Standard InChIKey: YNJBWRMUSHSURL-UHFFFAOYSA-N Copy
• CAS Registry Number: 76-03-9
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Acetic acid, trichloro-; Aceto-Caustin; Amchem Grass Killer; Trichloroethanoic acid; TCA; CCl3COOH; Acide trichloracetique; Acido tricloroacetico; Trichloorazijnzuur; Trichloracetic acid; Trichloressigsaeure; Konesta; Kyselina trichloroctova; UN 1839; TKhUK; TKhU; Acetic acid, 2,2,2-trichloro-; NSC 215204
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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Gas phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Condensed phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
MS - José A. Martinho Simões
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₁₄H₁₀Cl₆O₄Ti (cr) + 2( • 4.40) (solution) =  (cr) + 2 (cr)

By formula: C₁₄H₁₀Cl₆O₄Ti (cr) + 2(HCl • 4.40H₂O) (solution) = C₁₀H₁₀Cl₂Ti (cr) + 2C₂HCl₃O₂ (cr)

 +  =  + 

By formula: C₂Cl₄O + H₂O = C₂HCl₃O₂ + HCl

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Trifel, Smirnov, et al., 1992
Trifel, B.Yu.; Smirnov, V.V.; Gloriozov, I.P.; Kurbanov, N.I.; Mamedov, F.V., Mechanism of reaction between trichloroacetic acid and unsaturated ketones, Vestn. Mosk. Univ. Ser. 2: Khim., 1992, 33, 547-550. [all data]

Smith, Bjellerup, et al., 1953
Smith, L.; Bjellerup, L.; Krook, S.; Westermark, H., Heats of combustion of organic chloro compounds determined by the "quartz wool" method, Acta Chem. Scand., 1953, 7, 65. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Schjanberg, 1935
Schjanberg, E., Die Verbrennungswarmen und die Refraktionsdaten einiger chlorsubstituierter Fettsauren und Ester., Z. Phys. Chem. Abt. A, 1935, 172, 197-233. [all data]

Pickering, 1895
Pickering, S.U., A comparison of some properties of acetic acid and its chloro- and bromo-derivatives, J. Chem. Soc., 1895, 67, 664-684. [all data]

Dias, Salema, et al., 1984
Dias, A.R.; Salema, M.S.; Martinho Simões, J.A., Rev. Port. Quím., 1984, 26, 227. [all data]

Calhorda, Carrondo, et al., 1986
Calhorda, M.J.; Carrondo, M.A.A.F.C.T.; Dias, A.R.; Domingos, A.M.T.S.; Martinho Simões, J.A.; Teixeira, C., Organometallics, 1986, 5, 660. [all data]

Pritchard and Skinner, 1950
Pritchard, H.O.; Skinner, H.A., The heats of hydrolysis of the chloro-substituted acetyl chlorides, J. Chem. Soc., 1950, 272-276. [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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