499-70-7

Basic information

• Product Name: 5-ISOPROPYL-2-METHYL-CYCLOHEXANONE
• Synonyms: 5-ISOPROPYL-2-METHYL-CYCLOHEXANONE;trans-5-isopropyl-2-methylcyclohexan-1-one;PARA-MENTHAN-2-ONE;CARVOMENTHON;trans-5-Isopropyl-2-methylcyclohexan-1-on;(±)-trans-p-menthan-2-one;2-methyl-5-(1-methylethyl)-, trans-Cyclohexanone;2-methyl-5-propan-2-yl-cyclohexan-1-one
• CAS NO: 499-70-7
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 207-887-5
• Mol File: 499-70-7.mol
• Article Data: 27

Chemical Properties

• Melting Point: 175 °C
• Boiling Point: 220°Cat760mmHg
• Flash Point: 73°C
• Appearance: /
• Density: 0.881g/cm³
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: 1.443
• CAS DataBase Reference: 5-ISOPROPYL-2-METHYL-CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ISOPROPYL-2-METHYL-CYCLOHEXANONE(499-70-7)
• EPA Substance Registry System: 5-ISOPROPYL-2-METHYL-CYCLOHEXANONE(499-70-7)

Safety Data

• Hazardous Substances Data: 499-70-7(Hazardous Substances Data)

Usage

Description

May be prepared by oxidation of carvomenthol; from α-methyl- (β'-isopropyl pimelic acid, dimethyl ester.

Chemical Properties

p-Menthan-2-one has a spearmint odor and pungent taste.

Occurrence

Reported found in the oil of Blumea malcomii and Blumea eriantha; as a flavor component of cognac and in grapefruit peel oil, starfruit, corn mint oil and spearmint oil.

Preparation

By oxidation of carvomenthol; from α-methyl-β′-isopropyl pimelic acid, dimethyl ester. (+)-Carvomenthone is formed from (+)-dihydrocarvone in a divergent pathway.

Aroma threshold values

Detection: 800 ppb to 1.12 ppm

InChI:InChI=1/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1

Upstream product

• 33669-76-0 p-menthane-1,2-diol 
• 497-62-1 caran-2-one 
• 99-49-0 Carvone 
• 74837-96-0 p-menth-6-en-2-one oxime 
• 4031-57-6 (1RS,2RS,4RS)-p-menthane-1,2-diol 
• 4031-57-6 (1RS,2RS,4SR)-p-menthane-1,2-diol 
• 4031-57-6 (1RS,2SR,4RS)-p-menthane-1,2-diol 
• 4031-57-6 (1RS,2SR,4SR)-p-menthane-1,2-diol 
• 4017-88-3 (+/-)-cis-caran-trans-4-ol 
• 74585-50-5 7-Isopropyl-10-methyl-1,4-dithia-spiro[4.5]decan-6-ol 
• 64-17-5 ethanol 
• 619-01-2 dihydrocarveol 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 499-75-2 carvacrol 

Downstream Products

• 875250-15-0 6-isopropyl-3-methyl-2-oxo-cyclohexanecarbaldehyde 
• 54324-04-8 (2-hydroxy-p-menthan-2-yl)-acetic acid ethyl ester 
• 859177-32-5 2-Hydroxy-1-methyl-4-isopropyl-2-benzyl-cyclohexan 
• 499-69-4 5-isopropyl-2-methylcyclohexan-1-ol 
• 499-69-4 5-isoprpyl-2-methylcyclohexan-1-ol 
• 499-69-4 5-isopropyl-2-methylcyclohexan-1-ol 
• 499-69-4 5-isopropyl-2-methylcyclohexan-1-ol 
• 10347-87-2 (+-)-3-isopropyl-adipic acid 
• 114662-41-8 3-(pyrrolidinomethyl)p-menthan-2-one hydrochloride 
• 4666-81-3 4-isopropyl-1-methylcyclohexane-2-one semicarbazone 
• 69770-96-3 4-Isobutyl-2-methyl-cyclopentanone 
• 41437-79-0 1-Methyl-2,4-diisopropyl-1-cyclohexen 
• 857778-47-3 2-benzyl-4-isopropyl-1-methyl-cyclohexene 

Relevant articles and documents

Efficient preparation and application of monodisperse palladium loaded graphene oxide as a reusable and effective heterogeneous catalyst for suzuki cross-coupling reaction

A homogeneously dispersed graphene oxide supported palladium nanomaterial (Pd?GO) has been successfully synthesized and used as a catalyst in cross-coupling reactions at room temperature. Various analytical techniques such as X-ray Diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HR-TEM) were used to characterize the monodisperse Pd?GO. Monodisperse Pd?GO nanomaterials were used for the cross-coupling reactions which brought together organic molecules with functional significance. This catalyst showed superior catalytic activity and stability for these coupling reactions. High product yields, short reaction times and mild reaction conditions, obtained by the using of developed catalysts. Importantly, the catalyst can be used at least five experiments successfully without losing its efficiency.

Rh-catalyzed selective synthesis of 1,5-dimethylhexahydro-1H-inden-4(2H)-one via hydroformylation of (R)-carvone

This work reports domino hydroformylation, hydrogenation and intramolecular keto-aldol condensation reactions for the selective synthesis of 1,5-dimethylhexahydro-1H-inden-4(2H)-one obtained from (R)-carvone and dihydrocarvone under homogeneous hydroformy

CATALYTIC HYDROGENATION USING COMPLEXES OF BASE METALS WITH TRIDENTATE LIGANDS

Complexes of cobalt and nickel with tridentate ligand PNHPR are effective for hydrogenation of unsaturated compounds. Cobalt complex [(PNHPCy)Co(CH2SiMe3)]BArF4 (PNHPCy=bis[2-(dicyclohexylphosphino)ethyl]amine, BArF4=B(3,5-(CF3)2C6H3)4)) was prepared and used with hydrogen for hydrogenation of alkenes, aldehydes, ketones, and imines under mild conditions (25-60° C., 1-4 atm H2). Nickel complex [(PNHPCy)Ni(H)]BPh4 was used for hydrogenation of styrene and 1-octene under mild conditions. (PNPCy)Ni(H) was used for hydrogenating alkenes.