Isophorone

Isophorone^[1]
Names
	Preferred IUPAC name 3,5,5-Trimethylcyclohex-2-en-1-one
	Other names 3,5,5-Trimethyl-2-cyclohexene-1-one; 1,1,3-Trimethyl-3-cyclohexene-5-one; Isoforone; Isoacetophorone; IP
Identifiers
CAS Number	78-59-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	6296 ;
ECHA InfoCard	100.001.024
EC Number	201-126-0;
KEGG	C14743 ;
PubChem CID	6544;
UNII	2BR99VR6WA ;
CompTox Dashboard (EPA)	DTXSID8020759 ;
	InChI InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3 Key: HJOVHMDZYOCNQW-UHFFFAOYSA-N ; InChI=1/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3 Key: HJOVHMDZYOCNQW-UHFFFAOYAC;
	SMILES O=C1\C=C(/CC(C)(C)C1)C;
Properties
Chemical formula	C9H14O
Molar mass	138.210 g·mol−1
Appearance	Colorless to white liquid
Odor	Peppermint-like
Density	0.9255 g/cm3
Melting point	−8.1 °C (17.4 °F; 265.0 K)
Boiling point	215.32 °C (419.58 °F; 488.47 K)
Solubility in water	1.2 g/100 mL
Solubility	ether, acetone, hexane, dichloromethane, benzene, toluene, alcohol
Vapor pressure	0.3 mmHg (20°C)
Refractive index (nD)	1.4766
Viscosity	2.62 cP
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	43.4 kJ/mol
Hazards
Flash point	84 °C (183 °F; 357 K)
Autoignition; temperature	460 °C (860 °F; 733 K)
Explosive limits	0.8–3.8%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	2280 mg/kg (rat, oral)[citation needed]; 2330 mg/kg (rat, oral); 2690 mg/kg (mouse, oral)
LC50 (median concentration)	4600 ppm (guinea pig, 8 hr)
LCLo (lowest published)	885 ppm (rat, 6 hr); 1840 ppm (rat, 4 hr)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 25 ppm (140 mg/m3)
REL (Recommended)	TWA 4 ppm (23 mg/m3)
IDLH (Immediate danger)	200 ppm
	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

Isophorone is an α,β-unsaturated cyclic ketone. It is a colorless liquid with a characteristic peppermint-like odor, although commercial samples can appear yellowish. Used as a solvent and as a precursor to polymers, it is produced on a large scale industrially.^[4]

^ Merck Index, 13th Edition, 5215.
^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0355". National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b ^c "Isophorone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ Hardo Siegel; Manfred Eggersdorfer (2005). "Ketones". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a15_077. ISBN 978-3-527-30673-2.

[1] Merck Index, 13th Edition, 5215.

[PGCH-2] ^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0355". National Institute for Occupational Safety and Health (NIOSH).

[IDLH-3] "Isophorone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[Ullmann-4] Hardo Siegel; Manfred Eggersdorfer (2005). "Ketones". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a15_077. ISBN 978-3-527-30673-2.

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