18309-28-9

Basic information

• Product Name: (2S-cis)-2-(isopropyl)-5-methylcyclohexan-1-one
• Synonyms: (2S-cis)-2-(isopropyl)-5-methylcyclohexan-1-one;(2S)-2α-Isopropyl-5α-methylcyclohexanone;(2S,5S)-5-Methyl-2-(1-methylethyl)cyclohexanone;l-Isomenthone;Einecs 242-194-1
• CAS NO: 18309-28-9
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 242-194-1
• Mol File: 18309-28-9.mol
• Article Data: 62

Chemical Properties

• Boiling Point: 205°Cat760mmHg
• Flash Point: 72.8°C
• Appearance: /
• Density: 0.881g/cm³
• CAS DataBase Reference: (2S-cis)-2-(isopropyl)-5-methylcyclohexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S-cis)-2-(isopropyl)-5-methylcyclohexan-1-one(18309-28-9)
• EPA Substance Registry System: (2S-cis)-2-(isopropyl)-5-methylcyclohexan-1-one(18309-28-9)

Safety Data

• Hazardous Substances Data: 18309-28-9(Hazardous Substances Data)

Usage

Uses

(-)-Isomethone is used in biological studies for cDNA cloning, expression in Escherichia coli, and reduction of enones with enone reductase from Nicotiana tabacum.

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

Upstream product

• 491-09-8 3-terpinolenone 
• 89-81-6 piperitone 
• 3391-90-0 (S)-(-)-pulegone 
• 6485-40-1 (R)-Carvone 
• 89-83-8 thymol 
• 15356-70-4 menthol 
• 36392-06-0 3,7-dimethyl-6-octenoyl chloride 
• 115033-76-6 Se-phenyl 3,7-dimethyloct-6-eneselenoate 
• 109-99-9 tetrahydrofuran 
• 53282-30-7 trifluoro-methanesulfonic acid 2-methyl-propenyl ester 
• 95465-47-7 potassium menthyl oxide 
• 89-48-5 rac-2-isopropyl-5-methylcyclohexyl acetate 
• 2216-51-5 (-)-menthol 
• 89-78-1 (l)-menthol 

Downstream Products

• 74185-00-5 (3R,6S)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 105367-46-2 ((3S,6S)-6-Isopropyl-3-methyl-cyclohex-1-enyloxy)-trimethyl-silane 
• 10458-14-7 (2R,5S)-menthone 
• 127129-06-0 (3S,6R)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 4884-25-7 2-cyclopentylcyclopentanol 
• 89-78-1 2-isopropyl-5-methylcyclohexan-1-ol 
• 138490-36-5 (2R,3S,6S,7R,10S)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 
• 138490-36-5 (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 
• 138604-11-2 (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 
• 138490-36-5 (2S,3R,6R,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 
• 115346-74-2 (2R,6S,7R,10S)-7-Isopropyl-10-methyl-2-phenethyl-1,5-dioxa-spiro[5.5]undecane 
• 115346-74-2 (2R,6S,7S,10R)-7-Isopropyl-10-methyl-2-phenethyl-1,5-dioxa-spiro[5.5]undecane 
• 73808-92-1 C₁₈H₂₉NO₂S 
• 73808-92-1 C₁₈H₂₉NO₂S 

Relevant articles and documents

Rapid, chemoselective and mild oxidation protocol for alcohols and ethers with recyclable N-chloro-N-(phenylsulfonyl)benzenesulfonamide

Chlorine is the 20th most abundant element on the earth compared to bromine, iodine, and fluorine, a sulfonimide reagent, N-chloro-N-(phenylsulfonyl)benzenesulfonamide (NCBSI) was identified as a mild and selective oxidant. Without activation, the reagent was proved to oxidize primary and secondary alcohols as well as their symmetrical and mixed ethers to corresponding aldehydes and ketones. With recoverable PS-TEMPO catalyst, selective oxidation over chlorination of primary and secondary alcohols and their ethers with electron-donating substituents was achieved. The reagent precursor of NCBSI was recovered quantitatively and can be reused for synthesizing NCBSI.

Heterogeneous Ru(iii) oxidation catalysts: Via 'click' bidentate ligands on a periodic mesoporous organosilica support

A 100% monoallyl ring-type Periodic Mesoporous Organosilica (PMO) is prepared as a novel, versatile and exceptionally stable catalytic support with a high internal surface area and 5.0 nm pores. Thiol-ene 'click' chemistry allows straightforward attachment of bifunctional thiols (-NH2, -OH, -SH) which, exploiting the thioether functionality formed, give rise to 'solid' bidentate ligands. [Ru(acac)2(CH3CN)2]PF6 is attached and complex formation on the solid is studied via density functional theory. All resulting solid catalysts show high activity and selectivity in alcohol oxidation reactions performed in green conditions (25 °C/water). The PMO catalysts do not leach Ru during reaction and are thus easily recuperated and re-used for several runs. Furthermore, oxidation of poorly water-soluble (±)-menthol illustrates the benefits of using hydrophobic PMOs as catalytic supports.

ALPHA-HYDROGEN SUBSTITUTED NITROXYLS AND DERIVATIVES THEREOF AS CATALYSTS

The present invention relates to novel alpha-hydrogen substituted nitroxyl compounds and their corresponding oxidized (oxoammonium cations) and reduced (hydroxylamine) forms, and to the use of such compounds, inter alia, for (1) oxidation of primary and secondary alcohols to aldehydes and ketones, respectively; (2) resolution of racemic alcohols; (3) desymmetrization of meso-alcohol; (4) as radicals and spin trapping reagents; and (5) as polymerization agents. The present invention further relates to processes for preparing the novel nitroxyl/oxoammonium/ hydroxylamine compounds from the corresponding amines, and to certain novel amine derivatives and their uses. The compounds of the invention as well as the amine precursors are also useful as ligands for transition metals and as organocatalysts in e.g., aldol reactions.