4-Methylcyclohexanone

Synonym(s):4-Methylcyclohexanone;Tetrahydro-p-cresol;Tetrahydro-p-cresol

CAS NO.：589-92-4
Empirical Formula: C7H12O
Molecular Weight: 112.17
MDL number: MFCD00001643
EINECS: 209-665-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-11-28 16:31:44

What is 4-Methylcyclohexanone?

Chemical properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Chemical properties

4-Methylcyclohexanone has an acetone-like odor.

The Uses of 4-Methylcyclohexanone

4-Methylcyclohexanone was used in the synthesis of the pinguisane-type sesquiterpenoid acutifolone A, in racemic form. It is used as intermediates of CCNU and it can be also be used as a solvent.

The Uses of 4-Methylcyclohexanone

Intermediates of Liquid Crystals

Preparation

By oxidation of a mixture of cis- and trans-4-methylcyclohexanol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2011, 1973 DOI: 10.1021/jo00951a009
Tetrahedron Letters, 25, p. 173, 1984 DOI: 10.1016/S0040-4039(00)99832-0

General Description

4-Methylcyclohexanone is a cyclic flavor ketone that is reported to be present in volatile oil of roasted sesame seeds.

Flammability and Explosibility

Flammable

Purification Methods

Dry the ketone with CaSO4, then fractionally distil it. The semicarbazone has m 197o , 203.5o(dec) (from MeOH or EtOH). [White & Bishop J Am Chem Soc 62 8 1945, Vogel & Oommen J Chem Soc 774 1930, Beilstein 7 III 63, 7 IV 44.]

Properties of 4-Methylcyclohexanone

Melting point:	-41 °C
Boiling point:	169-171 °C (lit.)
Density	0.914 g/mL at 25 °C (lit.)
vapor pressure	20 hPa (65 °C)
FEMA	3948 \| 4-METHYLCYCLOHEXANONE
refractive index	n20/D 1.4443(lit.)
Flash point:	105 °F
storage temp.	Store below +30°C.
form	Liquid
color	Clear colorless to slightly yellow
Odor	at 10.00 % in propylene glycol. musty animal
Water Solubility	Not miscible in water.
JECFA Number	1104
BRN	506746
Dielectric constant	12.4
CAS DataBase Reference	589-92-4(CAS DataBase Reference)
NIST Chemistry Reference	Cyclohexanone, 4-methyl-(589-92-4)
EPA Substance Registry System	Cyclohexanone, 4-methyl- (589-92-4)

Safety information for 4-Methylcyclohexanone

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H226:Flammable liquids H302:Acute toxicity,oral
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.