Cyclohexanone

Cyclohexanone
Names
	Preferred IUPAC name Cyclohexanone
	Other names oxocyclohexane, pimelic ketone, ketohexamethylene, cyclohexyl ketone, ketocyclohexane, hexanon, Hydrol-O, Sextone, K, Anone
Identifiers
CAS Number	108-94-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17854 ;
ChEMBL	ChEMBL18850 ;
ChemSpider	7679 ;
DrugBank	DB02060 ;
ECHA InfoCard	100.003.302
EC Number	203-631-1;
KEGG	C00414 ;
PubChem CID	7967;
UNII	5QOR3YM052 ;
CompTox Dashboard (EPA)	DTXSID6020359 ;
	InChI InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2 Key: JHIVVAPYMSGYDF-UHFFFAOYSA-N ; InChI=1/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2 Key: JHIVVAPYMSGYDF-UHFFFAOYAY;
	SMILES C1CCC(=O)CC1;
Properties
Chemical formula	C6H10O
Molar mass	98.15 g/mol
Appearance	Colorless liquid
Odor	Peppermint or acetone-like
Density	0.9478 g/mL, liquid
Melting point	−47 °C (−53 °F; 226 K)
Boiling point	155.65 °C (312.17 °F; 428.80 K)
Solubility in water	8.6 g/100 mL (20 °C)
Solubility in all organic solvents	Miscible
log P	0.81
Vapor pressure	5 mmHg (20 °C)
Magnetic susceptibility (χ)	−62.04·10−6 cm3/mol
Refractive index (nD)	1.447
Viscosity	2.02 cP at 25 °C
Thermochemistry
Std molar; entropy (S⦵298)	+229.03 J·K−1·mol−1
Std enthalpy of; formation (ΔfH⦵298)	−270.7 kJ·mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−3519.3 kJ·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H305, H312, H315, H318, H332
Precautionary statements	P280, P305+P351+P338
NFPA 704 (fire diamond)	1 2 0
Flash point	44 °C (111 °F; 317 K)
Autoignition; temperature	420 °C (788 °F; 693 K)
Explosive limits	1.1–9.4%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1200 mg/kg (cat, orally); 2362 mg/kg (rat, orally)
LC50 (median concentration)	8000 ppm (rat, 4 hr)
LCLo (lowest published)	4706 ppm (mouse, 1.5 hr)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 50 ppm (200 mg/m3)
REL (Recommended)	TWA 25 ppm (100 mg/m3) [skin]
IDLH (Immediate danger)	700 ppm
Related compounds
Related ketones	Cyclopentanone, cycloheptanone
Related compounds	Cyclohexanol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

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