33242-79-4

Upstream product

• 73040-03-6 ethyl 6-methyl-1-oxaspiro[2.5]octane-2-carboxylate 
• 34885-03-5 (4-methylcyclohexyl)methanol 
• 2207-04-7 trans-1,4-dimethylcyclohexane 
• 113388-85-5 Formic acid 4-methyl-cyclohexylidenemethyl ester 
• 122-51-0 orthoformic acid triethyl ester 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 4331-54-8 4-methylcyclohexanecarboxylic acid 
• 105-08-8 bis-1,4-(hydroxymethyl)cyclohexane 
• 109004-13-9 [4-(p-toluenesulfonyloxymethyl)cyclohexyl]methanol 
• 589-92-4 1-methylcyclohexan-4-one 
• 7071-18-3 2-(4-methylcyclohexylidene)acetaldehyde 
• 99-94-5 p-Toluic acid 
• 105906-71-6 4-methyl-cyclohexanecarbaldehyde diethylacetal 

Downstream Products

• 101654-18-6 1-bromo-4-methyl-cyclohexanecarbaldehyde 
• 2316-88-3 4-(4-methyl-cyclohexyl)-but-3-en-2-one 
• 4331-54-8 4-methylcyclohexanecarboxylic acid 
• 90435-04-4 4-methyl-cyclohex-1-enecarbaldehyde 
• 91008-23-0 1-(4-methylcyclohexyl)propan-1-ol 
• 1449104-35-1 2,4-dimethyl-5-(4-methylcyclohexyl)pentanal 
• 31416-77-0 Isobutyl-β-(4-methylcyclohexyl)acrylat 
• 836-88-4 1-(4-Methyl-cyclohexyl)-1-phenyl-prop-2-in-1-ol 
• 833-37-4 <4-Methyl-cyclohexyl>-phenyl-keton 
• 833-35-2 (+/-)-Hydroxy-(4-methyl-cyclohexyl)-phenyl-methan 

Relevant academic research and scientific papers

LIQUID CRYSTAL COMPOUND, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY ELEMENT

PROBLEM TO BE SOLVED: To improve Δn of a liquid crystal compound. SOLUTION: One aspect of the present invention is a liquid crystal compound represented by general formula (i) [where Ri1 is a C1 to 15 alkyl group or the like, Ri2 is

COMPOUNDS USEFUL AS MODULATORS OF TRPM8

The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

Experimental determination of the conformational free energies (A values) of fluorinated substituents in cyclohexane by dynamic 19F NMR spectroscopy. Part 2. Extension to fluoromethyl, difluoromethyl, pentafluoroethyl, trifluoromethylthio and trifluoromethoxy groups

The synthesis of monosubstituted and 1,4-substituted cyclohexanes bearing one of the title groups is described. The conformational analysis of these compounds was studied by 19F NMR spectroscopy at various temperatures. Chemical shifts for each conformer above the coalescence temperature were obtained by binomial regression from low temperature values, allowing the high precision determination of the equilibrium constants, and the corresponding thermodynamic parameters (ΔG°, ΔH°, ΔS°) of the fluorinated substituents. For A values (-ΔG°298K), the following averaged data were obtained: 1.59 (CFH2), 1.85 (CF2H), 2.67 (C2F5), 0.79 (OCF3) and 1.18 (SCF3) [in kcal mol-1]. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.

Solvolysis of 4-methylcyclohexylidenemethyliodonium salt: Chirality probe approach to a primary vinyl cation intermediate

Optically active 4-methylcyclohexylidenemethyl(aryl)iodonium tetrafiuoroborate (1·BF4-) was prepared and its solvolysis was carried out at 60 °C in various solvents. The main product is optically active 4-methylcycloheptanone (or its enol derivative) in unbuffered solvents, accompanied by the iodoarene. The rearranged product always maintains the optical purity of the starting 1. Its stereochemistry conforms to a mechanism involving the rearrangement via the σ-bond participation in departure of the nucleofuge, followed by trapping of the resulting chiral 5-methylcyclohept-1-enyl cation with a nucleophilic solvent. That is, the achiral, primary vinyl cation is not involved during the reaction. The unrearranged substitution product is also obtained in a minor fraction in unbuffered methanol, ethanol, and acetic acid, but not in trifluoroethanol or hexafluoro-2-propanol: the methoxy product from methanolysis is largely racemized, but the acetolysis product is obtained mainly via retention of configuration. Reactions of 1 with bromide, acetate, and trifluoroacetate in chloroform give unrearranged substitution products in different degrees of inversion. These unrearranged products are concluded to be formed via the direct nucleophilic substitutions. Added bases such as sodium acetate in methanol lead to the unrearranged methoxy products of complete racemization, which is ascribed to the α elimination (to give an alkylidene-carbene) followed by the solvent insertion.

Solvolysis of chiral cyclohexylidenemethyl triflate. Evidence against a primary vinyl cation intermediate

Solvolysis of (R)-4-methylcyclohexylidenemethyl triflate (6) was examined at 140°C in various aqueous methanol and some other alcoholic solvents. The main product was (R)-4-methylcycloheptanone that maintains the stereochemical purity of 6, with accompanying 4-methylcyclohexanecarbaldehyde. In the presence of bromide ion, the bromide substitution product was also obtained, mostly with inversion of configuration. It is concluded that the solvolysis does not involve the formation of the primary vinyl cation but proceeds via σ-bond participation to form the rearranged cycloheptenyl cation as an intermediate. Copyright

Solvolysis of optically active 4-methylcyclohexylidenemethyl triflate: Evidence against a primary vinyl cation as an intermediate

Solvolysis of (R)-4-methylcyclohexylidenemethyl triflate in aqueous methanol at 140 °C gave stereospecifically (R)-4-methylcycloheptanone to definitively rule out intermediate formation of the achiral primary vinyl cation. The rearrangement must occur via concerted σ-bond participation.

The selective functionalization of saturated hydrocarbons. Part 36. Stereoselectivity studies of Gif-type reactions

The stereoselectivity of various Gif-type reactions was evaluated using trans-1,4-dimethylcyclohexane as a chemical probe. The results revealed that these reactions were moderately stereoselective. The outcome of the reactions was preferentially formed in the more stable equatorial configuration.

REACTION OF α,β-UNSATURATED ALDEHYDES WITH HYDROGEN PEROXIDE CATALYSED BY BENZENESELENINIC ACIDS AND THEIR PRECURSORS

Oxidation of α,β-unsaturated aldehydes with hydrogen perixide catalysed by benzeneselenic acids and their precursors has been investigated.Bis 2-nitrophenyl diselenide has proved to be the most effective catalyst.The major products resulting from the oxidation are vinyl formates (a) which on hydrolysis give saturated aldehydes or ketones (g) having the carbon chain shortened by one carbon atom, compared with the starting aldehydes.The minor products are formyloxyoxiranes (b), α-hydroxycarbonyl (e) and α-formyloxycarbonyl (f) compounds with the carbon chain shortened by one carbon atom.Carbonyl compounds d, formally derived from an oxidative fission of the carbon-carbon double bond, have been also isolated.Diformyloxy (4c) and formyloxyacetoxy phenylmethane (5c) have been isolated when cinnamaldehyde (4) or 1-phenyl-2-formyloxypropane (5a) were oxidized, respectively.Possible mechanisms of formation of these products are discussed.Similar products resulted when α,β-unsaturated aldehydes were oxidized with organic peroxy acids.

Functionalization of Saturated Hydrocarbons. Part 4. The Gif System for Selective Oxidation using Molecular Oxygen

Various systems for the selective oxidation of saturated hydrocarbons have been developed.These are based on the idea of an iron catalyst which is reduced by electron transfer and oxidized by molecular oxygen simultaneously in the presence of a source of protons.Four modifications of this system (the Gif system) have been devised of which the best (Gif IV) consists of an iron catalyst with metallic zinc as the reductant, acetic acid as the proton source and pyridine as the solvent.At room temperature, using oxygen or air, saturated hydrocarbons are oxidized selectively to ketones in isolated yields superior to those reported for comparable model systems.