Hexachloroacetone

A ketone, C3Cl6O, 264.75 g/mol. Boiling point 202-204 °C, melting point -2 °C, as published.

verified recordOrganic — ketone6 measured properties

Identifiers

Molecular formula: C₃Cl₆O
Molecular weight: 264.75 g/mol
Exact mass: 261.808031 g/mol
IUPAC name: 1,1,1,3,3,3-hexachloropropan-2-one
SMILES: O=C(C(Cl)(Cl)Cl)C(Cl)(Cl)Cl
InChI: InChI=1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9
InChIKey: DOJXGHGHTWFZHK-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 202-204 °Cmeasured · Hazardous Substances Data Bank (HSDB); 202.2 °C @760 [mm Hg]measured · PAC Chemical Database, U.S. Department of Energy
Melting Point: -2 °Cmeasured · Hazardous Substances Data Bank (HSDB); MP: 15 °C /HEXACHLOROACETONE HYDRATE/measured · Hazardous Substances Data Bank (HSDB)
Density: 1.444 AT 12 °C/12 °Cmeasured · Hazardous Substances Data Bank (HSDB); 1.74 @ 12°Cmeasured · PAC Chemical Database, U.S. Department of Energy
Solubility: Slightly sol in water; sol in acetonemeasured · Hazardous Substances Data Bank (HSDB); MISCIBLE WITH ALIPHATIC HYDROCARBONS, VEGETABLE OILS, 2-PROPANOL AT 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.12 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; 0.376 MM HG AT 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Refractive Index: INDEX OF REFRACTION: 1.5112 AT 20 °C/Dmeasured · Weast, R.C. (ed.) Handbook of Chemistry and Physics. 69th ed. Boca Raton, FL: CRC Press Inc., 1988-1989., p. C-52

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 264.7 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 263.805081 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 3.7calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 17.1 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 124calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 1calculated · reference compound database
logP: 3.2959calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 17.07 Å²calculated · 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: 45.587 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.6667calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.6138calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Cl Chlorine6 atoms · 80.3% by mass
C Carbon3 atoms · 13.6% by mass
O Oxygen1 atom · 6.0% 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: 10
Total atoms, hydrogen included: 10
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Ketone
A carbonyl bonded to two carbons.
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 Hexachloroacetone yet.

Other names for it

The systematic name on this record is 1,1,1,3,3,3-hexachloropropan-2-one.

The sources also call it Hexachloropropanone, Hexachloro-2-propanone, Perchloroacetone, HCA weedkiller, Kureha HCA, Bis(trichloromethyl) ketone, Acetone, hexachloro-, 1,1,1,3,3,3-Hexachloro-2-propanone, 2-Propanone, hexachloro-, 2-Propanone, 1,1,1,3,3,3-hexachloro-, GC-1106.

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

reference compound database8303
compound record
chemistry engine
structure perception

compound record.

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.