Trichloroacetonitrile
A nitrile, C2Cl3N, 144.388 g/mol. Boiling point 85.7 °C, melting point -42 °C, as published.
Identifiers
- Molecular formula
- C₂Cl₃N
- Molecular weight
- 144.388 g/mol
- Exact mass
- 142.909632 g/mol
- IUPAC name
- 2,2,2-trichloroacetonitrile
- N#CC(Cl)(Cl)Cl
- InChI=1S/C2Cl3N/c3-2(4,5)1-6
- DRUIESSIVFYOMK-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 181 to 183 °F at 760 mmHg (NTP, 1992)
- 85.7 °C
- Melting Point
- -44 °F (NTP, 1992)
- -42 °C
- Density
- 1.4403 at 77 °F (NTP, 1992) - Denser than water; will sink
- 1.4403 at 25 °C/4 °C; 1.4223 at 35 °C/4 °C
- Solubility
- less than 1 mg/mL at 70.7 °F (NTP, 1992)
- Insoluble in water
- Vapor Pressure
- 74.1 [mmHg]
- 74.1 mm Hg at 25 °C
- LogP
- log Kow = 2.09
- 2.09
- Flash Point
- 165.5 °F (NTP, 1992)
- 165.5 °F
- Refractive Index
- Index of refraction: 1.4409 at 20 °C/D; 1.4375 at 27.0 °C/D
Calculated properties
- Molecular weight
- 144.38 g/mol
- Exact mass
- 142.909632 Da
- XLogP3
- 2.1
- Polar surface area
- 23.8 Ų
- Complexity
- 82
- H-bond donors
- 0
- H-bond acceptors
- 1
- logP
- 1.8802
- Topological polar surface area
- 23.79 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Rotatable bonds
- 0
- Molar refractivity
- 25.903 cm³/mol
- Fraction sp³ carbons
- 0.5
- QED drug-likeness
- 0.4763
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 6
- Total atoms, hydrogen included
- 6
- Rings
- 0
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Nitrile
Halide (C–X)
The molecule in three dimensions
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
Other names for it
The systematic name on this record is 2,2,2-trichloroacetonitrile.
The sources also call it 2,2,2-trichloroacetonitrile, Cyanotrichloromethane, Trichloromethyl cyanide, Trichloroethanenitrile, Trichlouracetonitril, Trichloromethylnitrile, Nitrile trichloracetique, Trichlormethylkyanid, DTXSID0021672, NSC-66405, DTXCID201672.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Trichloroacetonitrile. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,8-Diazabicyclo(5.4.0)undec-7-ene
used as a reactant
C₉H₁₆N₂, 152.241 g/mol.
(+/-)-1-(3-Bromo-5-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-7-yl)ethyl 2,2,2-trichloroacetimidate
formed as a product
C₁₇H₂₂BrCl₄N₃O₂Si, 550.184 g/mol.
(+/-)-1-(3-Bromo-5-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-7-yl)ethanol
used as a reactant
C₁₅H₂₂BrClN₂O₂Si, 405.796 g/mol.
(+/-)-1-(1-(Cyclopropylmethyl)-6-(trifluoromethyl)-1H-benzo[d]imidazol-4-yl)ethanol
used as a reactant
C₁₄H₁₅F₃N₂O, 284.281 g/mol.
(1Z)-Trichloro-N'-(2-ethoxyethyl)ethanimidamide
formed as a product
C₆H₁₁Cl₃N₂O, 233.526 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under T
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C2Cl3N in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Trichloroacetonitrile for a volume and a concentration, or the concentration a mass gives.
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