Trichloroacetic Acid

C2HCl3O2, 163.387 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — carboxylic acid8 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula: C₂HCl₃O₂
Molecular weight: 163.387 g/mol
Exact mass: 161.904212 g/mol
SMILES: O=C(O)C(Cl)(Cl)Cl
InChI: InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)
InChIKey: YNJBWRMUSHSURL-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point: 385 to 387 °F at 760 mmHg (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 195.5 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-490; 198 °Cmeasured · reference compound database; 388 °Fmeasured · reference compound database; 197.5 °C @760 [mm Hg]measured · reference compound database; 388 °Fmeasured · reference compound database
Melting Point: 135 to 136 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 57.5 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-490; MP: >300 °C. Soluble in ethanol. /Sodium salt/measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 1716; 57.5 °Cmeasured · reference compound database; 58 °Cmeasured · reference compound database; 136 °Fmeasured · reference compound database; 57.7 °Cmeasured · reference compound database; 136 °Fmeasured · reference compound database
Flash Point: greater than 230 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
Solubility: greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; The acid has a solubility in water at 25 °C of 1,000 g/100 ml; it is soluble in ethanol and diethyl ether.measured · Hayes, Wayland J., Jr. Pesticides Studied in Man. Baltimore/London: Williams and Wilkins, 1982., p. 537; Sol in 0.1 part water; very sol in alcohol, ethermeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 1716; Sol in ethanol, ethyl ether; slightly sol in carbon tetrachloridemeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-490; In methanol = 2143 g/100g at 25 °C; in ethyl ether = 617 g/100g at 25 °C; in acetone = 850 g/100g at 25 °C; in benzene = 201 g/100g at 25 °C; in o-xylene = 110 g/100g at 25 °C.measured · Morris ED, Bost JC; Kirk-Othmer Encyclopedia of Chemical Technology. (2005). NY, NY: John Wiley & Sons; Acetic acid, Halogenated Derivatives. Online Posting Date: Jul 19, 2002.; In water, 5.4X10+4 mg/L at 25 °Cmeasured · Yalkowsky, S.H., He, Yan., Handbook of Aqueous Solubility Data: An Extensive Compilation of Aqueous Solubility Data for Organic Compounds Extracted from the AQUASOL dATAbASE. CRC Press LLC, Boca Raton, FL. 2003., p. 48; 44 mg/mL at 25 °Cmeasured · reference compound database; Solubility in water: very goodmeasured · reference compound database; Misciblemeasured · reference compound database
Density: 1.62 at 77 °F (NTP, 1992) - Denser than water; will sinkmeasured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 1.6126 at 64 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-490; Sp Gr: 1.63 at 61/4 °Cmeasured · Verschueren, K. Handbook of Environmental Data on Organic Chemicals. Volumes 1-2. 4th ed. John Wiley & Sons. New York, NY. 2001, p. V2: 2041; 1.6 g/cm³measured · reference compound database; 1.62measured · reference compound database; 1.62 @25 °Cmeasured · reference compound database; 1.62measured · reference compound database
Vapor Pressure: 1 mmHg at 123.8 °F ; 5 mmHg at 168.8 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 0.06 [mmHg]measured · reference compound database; VP: 1 kPa at 83.8 °C; 10 kPa at 130.0 °C; 100 kPa at 197.2 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 6-61; 6.0X10-2 mm Hg at 25 °Cmeasured · Perry RH, Green D; Perry's Chemical Handbook. Physical and Chemical data. NY, NY: McGraw-Hill 6th ed (1984); Vapor pressure, Pa at 51 °C: 133measured · reference compound database; 1 mmHg at 124 °Fmeasured · reference compound database; 1 [mm Hg] @51 °Cmeasured · reference compound database; (124 °F): 1 mmHgmeasured · reference compound database
LogP: log Kow = 1.33measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 4; 1.33measured · reference compound database; 1.7measured · reference compound database; 1.33measured · reference compound database
Refractive Index: Clear liquid; odor resembling menthol. Specific gravity = 1.373 at 20 °C/4 °C. BP 169 °C. Index of refraction = 1.4507 at 20 °C/D. Miscible with alcohol, ether. /Ethyl ester/measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 1716; Index of refraction: 1.4603 at 61 °Cmeasured · Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 76th ed. Boca Raton, FL: CRC Press Inc., 1995-1996., p. 3-9

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

logP: 1.4412calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 37.3 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 0calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 27.9258 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.5calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.5488calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Cl Chlorine3 atoms · 65.1% by mass
O Oxygen2 atoms · 19.6% by mass
C Carbon2 atoms · 14.7% by mass
H Hydrogen1 atom · 0.6% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 7
Total atoms, hydrogen included: 8
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Carboxylic acid
A carbon double-bonded to oxygen and bonded to an –OH group; acidic.
Halide (C–X)
A halogen atom attached to carbon.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Trichloroacetic Acid yet.

Other names for it

No systematic name is recorded.

The sources also call it Aceto-caustin, Acetic acid, trichloro-, Trichloroethanoic acid, Trichloracetic acid, Konesta, Trichloressigsaeure, Trichloroacetate, 2,2,2-trichloroacetic acid, Amchem grass killer, Acido tricloroacetico, Acide trichloracetique, Trichloorazijnzuur.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

1,1,1,3,3-Pentachloro-2-propanone

C3HCl5O

Where these values came from

chemistry engine
structure perception

No matching record was found in the currently indexed sources (reference compound database)..

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.