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Trichloroacetonitrile

C2Cl3N, 144.388 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — nitrile8 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
C₂Cl₃N
Molecular weight
144.388 g/mol
Exact mass
142.909632 g/mol
SMILES
N#CC(Cl)(Cl)Cl
InChI
InChI=1S/C2Cl3N/c3-2(4,5)1-6
InChIKey
DRUIESSIVFYOMK-UHFFFAOYSA-N

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
181 to 183 °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.
85.7 °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
Melting Point
-44 °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.
-42 °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
Flash Point
165.5 °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.
165.5 °Fmeasured · reference compound database
383 dec F (195 °C) (closed cup)measured · Sigma-Aldrich; Material Safety Data Sheet for Trichloroacetonitrile, 98% (PN: T53805) 6 pp. (April 4, 2004) Available from, as of August 1, 2008: https://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/T53805
Solubility
less than 1 mg/mL at 70.7 °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.
Insoluble in watermeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-490
Density
1.4403 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.
1.4403 at 25 °C/4 °C; 1.4223 at 35 °C/4 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 1655
Vapor Pressure
74.1 [mmHg]measured · reference compound database
74.1 mm Hg at 25 °Cmeasured · Boublik, T., Fried, V., and Hala, E., The Vapour Pressures of Pure Substances. Second Revised Edition. Amsterdam: Elsevier, 1984.
LogP
log Kow = 2.09measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995.
2.09measured · reference compound database
Refractive Index
Index of refraction: 1.4409 at 20 °C/D; 1.4375 at 27.0 °C/Dmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 1655

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
1.8802calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
23.79 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
0calculated · 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
25.903 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
0.4763calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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

Structure

Heavy atoms, hydrogen excluded
6
Total atoms, hydrogen included
6
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Nitrile

    A carbon–nitrogen triple bond.

  • 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 Trichloroacetonitrile yet.

Other names for it

No systematic name is recorded.

The sources also call it 2,2,2-trichloroacetonitrile, Cyanotrichloromethane, Trichloromethyl cyanide, Trichloroethanenitrile, Trichlouracetonitril, Trichloromethylnitrile, Nitrile trichloracetique, Trichlormethylkyanid, Tritox, Acetonitrile, trichloro-, Trichlor-acetonitril, Acetonitrile, 2,2,2-trichloro-.

Structurally related

Nothing structurally close to Trichloroacetonitrile has a page here yet.

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.