4-Methylcyclohexanone

4-Methylcyclohexanone Basic information
Description
Product Name:4-Methylcyclohexanone
Synonyms:TETRAHYDRO-P-CRESOL;P-METHYLCYCLOHEXANONE;4-Methyl-1-cyclohexanone;4-methyl-cyclohexanon;Methyl-4 cyclohexanone-1;methyl-4cyclohexanone-1;4-METHYLCYCLOHEXANONE;FEMA 3948
CAS:589-92-4
MF:C7H12O
MW:112.17
EINECS:209-665-3
Product Categories:Pyridines
Mol File:589-92-4.mol
4-Methylcyclohexanone Structure
4-Methylcyclohexanone Chemical Properties
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.)
Fp 105 °F
storage temp. Store below +30°C.
form Liquid
color Clear colorless to slightly yellow
Odorat 10.00 % in propylene glycol. musty animal
Odor Typeanimal
Water Solubility Not miscible in water.
JECFA Number1104
BRN 506746
InChIKeyVGVHNLRUAMRIEW-UHFFFAOYSA-N
LogP1.33 at 20℃
CAS DataBase Reference589-92-4(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanone, 4-methyl-(589-92-4)
EPA Substance Registry SystemCyclohexanone, 4-methyl- (589-92-4)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 10-22-20/21/22-2017/10/22
Safety Statements 16-36-36/37-23
RIDADR UN 2297 3/PG 3
WGK Germany 1
RTECS GW1750200
Hazard Note Irritant
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29142200
ToxicityLD50 orally in Rabbit: 800 mg/kg
MSDS Information
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4-Methylcyclohexanone English
SigmaAldrich English
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4-Methylcyclohexanone Usage And Synthesis
Description4-methylcyclohexanone is a colorless liquid with a musty animalistic odor. It is used as a food additive.
Chemical PropertiesCLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID
Chemical Properties4-Methylcyclohexanone has an acetone-like odor.
UsesIntermediates of Liquid Crystals
Uses4-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.
PreparationBy 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 Description4-Methylcyclohexanone is a cyclic flavor ketone that is reported to be present in volatile oil of roasted sesame seeds.
Flammability and ExplosibilityFlammable
Purification MethodsDry 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.]
4-Methylcyclohexanone Preparation Products And Raw materials
Preparation Products2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE-->2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER-->2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE-->4-Methylcyclohexanone dimethyl acetal-->4-METHYLCYCLOHEXANEACETIC ACID-->Di-p-tolylamine-->TRANS-2-METHYLCYCLOHEXANOL-->TRANS-4-METHYLCYCLOHEXANOL-->Phentolamine-->1-Methylcyclohexanol-->Cyclohexanol, 1-ethynyl-4-methyl--->1H-Carbazole, 6-chloro-2,3,4,9-tetrahydro-3-methyl--->2-ethyl-4-methylcyclohexanone-->1-(dichloromethylidene)-4-methylcyclohexane
Ethyl 4-oxocyclohexanecarboxylate Adrenosterone 5-CHOLESTEN-3-ONE 6-KETOCHOLESTANOL 4-CYCLOHEXYLCYCLOHEXANONE 4-Methylcyclohexanone 4-TERT-PENTYLCYCLOHEXANONE 4-tert-Butylcyclohexanone 2,6-BIS(4-AZIDOBENZYLIDENE)-4-METHYLCYCLOHEXANONE 4-Phenylcyclohexanone 2-Methylcyclohexanone 1-Hydroperoxycyclohexyl-1-hydroxycyclohexyl peroxide HECOGENIN ACETATE Prednisone Cyclohexanone 3-ALPHA-HYDROXYFRIEDELAN-2-ONE METHYLCYCLOHEXANONE HEXAMETHYLCYCLOHEXANE-1,3,5-TRIONE

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