cyclohexanone

Also known as Anone, Cyclohexyl ketone, Pimelic ketone, Oxocyclohexane, Ketocyclohexane, Ketohexamethylene, Cyclohexanon(dutch), ANON

Cyclohexanone is the organic compound with the formula (CH2)5CO. The molecule consists of six-carbon cyclic molecule with a ketone functional group. This colorless oily liquid has a sweet odor reminiscent of benzaldehyde. Over time, samples of cyclohexanone assume a pale yellow color.

Chemical data

Formula: C6H10O
Molecular weight: 98.14 g/mol
IUPAC name: cyclohexanone
SMILES: C1CCC(=O)CC1
InChIKey: JHIVVAPYMSGYDF-UHFFFAOYSA-N
XLogP: 0.8
Polar surface area: 17.1 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

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Wikidata facts

Subclass of: chemical compound
Has part: hydrogen
Mass: 98.073

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found in taxon: Caenorhabditis elegans
immediately dangerous to life or health: 2814
melting point: -31
chemical formula: C₆H₁₀O
topic's main category: Category:Cyclohexanones
NIOSH Pocket Guide ID: 0166
density: 0.95
boiling point: 155.43
vapor pressure: 5
flash point: 111
solubility: 15
lower flammable limit: 1.1
upper flammable limit: 9.4
ionization energy: 9.14
time-weighted average exposure limit: 200
MCN code: 2914.22.10
Commons category: Cyclohexanone
canonical SMILES: C1CCC(=O)CC1
electric dipole moment: 2.87

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Encyclopedic overview

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Contents

History and synthesis
Laboratory synthesis
Industrial production
Uses
Other reactions
Illicit use
Safety
References

Cyclohexanone is slightly soluble in water and miscible with common organic solvents. Millions of tonnes are produced annually, mainly as a precursor to nylon.

Excerpted from Wikipedia’s “cyclohexanone” article, available under the CC BY-SA 4.0 licence.

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