3901-95-9

Basic information

• Product Name: Cyclohexanol, 1-methyl-4-(1-methylethyl)-, cis-
• CAS NO: 3901-95-9
• Molecular Formula: C10H20O
• Molecular Weight: 156.268
• Mol File: 3901-95-9.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 1-methyl-4-(1-methylethyl)-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 1-methyl-4-(1-methylethyl)-, cis-(3901-95-9)
• EPA Substance Registry System: Cyclohexanol, 1-methyl-4-(1-methylethyl)-, cis-(3901-95-9)

Safety Data

• Hazardous Substances Data: 3901-95-9(Hazardous Substances Data)

Upstream product

• 1195-31-9 (+)-p-menth-1-ene 
• 22972-51-6 (1S,4R)-p-mentha-2,8-dien-1-ol 
• 120749-17-9 1-methyl-4-(1-methylethenyl)-2,3-dioxabicyclo<2.2.2>oct-5-ene 
• 1678-82-6 trans-1,4-menthane 
• 2216-51-5 (-)-menthol 
• 42477-94-1 trans-(S)-(-)-limoneneoxide 
• 5989-27-5 D-limonene 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 
• 4942-88-5 (+)-1-Hydroxy-neo-dihydrocarveyl-acetat 
• 114564-44-2 4β-p-mentha-2,5-dien-1β-yl-hydroperoxide 
• 138-86-3 limonene. 
• 1195-92-2 trans-1-methyl-4-isopropenyl-7-oxabicyclo<4.1.0>heptane 
• 579473-53-3 trans-(-)-carvomethene epoxide 
• 5432-85-9 4-isopropyl-cyclohexanone 

Downstream Products

• 61585-35-1 p-menth-1-ene 

Relevant articles and documents

meng Wanchun products and to a method for preparing the same

The invention discloses a 1-isopropyl-4-methylcyclohexane product and a preparation method thereof. The method includes utilizing mixed gas composed of normal pressure air, oxygenized air or oxygen and inert gas as an oxidizing agent with the flowing speed as 10-100mL/min and the reaction temperature as 70-180 DEG C, utilizing metalloporphyrin or a solid carrier of the metalloporphyrin as a catalyst, conducting reaction under the condition that no additional solvent or oxidation reductant exists with the catalyst mass fraction as 1-100mg/kg and the reaction time as 1-24h and conducting rectification separation after reaction to obtain an the 1-isopropyl-4-methylcyclohexane product. Main components of the product include 1-isopropyl-4-methylcyclohexane-1-alcohol, 1-isopropyl-4-methylcyclohexane-2-alcohol, 1-isopropyl-4-methylcyclohexane-3-alcohol, 1-isopropyl-4-methylcyclohexane-4-alcohol, 1-isopropyl-4-methylcyclohexane-8-alcohol and a small amount of 1-isopropyl-4-methylcyclohexane-2-ketone and 1-isopropyl-4-methylcyclohexane-3-ketone. The method is less in catalyst usage, simple in reaction process, low in temperature, high in triggering speed, good in selectivity, capable of conducting homogeneous catalysis and also capable of conducting heterogeneous catalysis after immobilization.

P450-catalyzed regio- and stereoselective oxidative hydroxylation of disubstituted cyclohexanes: Creation of three centers of chirality in a single CH-activation event This paper is dedicated to the memory of Harry H. Wasserman

Wild-type P450-BM3 is able to catalyze in a highly regio- and diastereoselective manner the oxidative hydroxylation of non-activated disubstituted cyclohexane derivatives lacking any functional groups, including cis- and trans-1,2-dimethylcyclohexane, cis- and trans-1,4-dimethylcyclohexane, and trans-1,4-methylisopropylcyclohexane. In all cases except chiral trans-1,2-dimethylcyclohexane as substrate, the single hydroxylation event at a methylene group induces desymmetrization with simultaneous creation of three centers of chirality. Certain mutants increase selectivity, setting the stage for future directed evolution work.

Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system

Metallodeuteroporphyrins (MDPs) were employed as the catalysts for aerobic hydroxylation of p-menthane in absence of solvents and additives under ambient pressure. Tertiary C-H bonds were found to be more active than secondary and primary C-H bonds. Thus,

OXYGENATED DERIVATIVES OF MENTHATRIENE IN PARSLEY LEAVES

The analysis of aroma volatiles of parsley revealed the presence of two novel oxygenated p-mentha-1,3,8-tiene derivatives, the amounts of which increase during processing of plant material and deteriorate the typical fresh aroma.The two derivatives, which could be synthesized by means of a dye sensitized photooxygenation reaction, were identified as 1-methyl-4(methylethenyl)-2,3-dioxabicyclooct-5-ene and 4-methyl-7-(methylethenyl)-3,8-dioxatricyclo2-4>octane.Key Word Index - Petroselinum crispum; Umbelliferae; parsley; aroma volatiles; p-mentha-1,3,8-triene; dioxetane; 1-methyl-4-(methylethenyl)-2,3-dioxabicyclooct-5-ene; diepoxide; 4-methyl-7-(methylethenyl)-3,8-dioxatricyclo2-4>octane.

PHOTO-OXIDATION OF α-PHELLANDRENE: THE FORMATION OF CYCLOHEXADIENYL HYDROPEROXIDES AND THEIR REDUCTION TO ARENE 1,4-HYDRATES

Dye-sensitised photo-oxidation of α-phellandrene (3) yields, besides the expected endoperoxides, the cyclohexadienyl hydroperoxides (6) and (7) reduction of these latter gives the unstable arene 1,4-hydrates (9) and (10).

PHOTOCHEMICAL TRANSFORMATIONS-IV. OXYFUNCTIONALIZATION OF SOME SATURATED HYDROCARBONS WITH HYDROXYL RADICALS

It is shown that hydroxylation of saturated hydrocarbons by hydrogen peroxide occurs under the influence of light.This reaction has been investigated on acyclic, monocyclic and bicyclic hydrocarbons.These reactions were also studied using performic acid as the source of hydroxyl radicals and results compared with those obtained with peracetic acid.As expected, the preferred attack was on tertiary centres, followed by secondary and then primary.

HYDROGENOLYSE EN PHASE LIQUIDE SUR Pd/C DES EPOXYDES DU CARVOMENTHENE ET DU LIMONENE

Hydrogenolysis over Pd/C of cis and trans epoxides of carvomenthene and limonene give a mixture of hydrocarbons, secondary and tertiary alcohols, and ketones in proportions dependent upon the nature of the starting material.In the limonene epoxides, the extracyclic double bond plays an important role in the opening of the oxirane ring through a common unsaturated tertiary alcohol intermediate by double bond migration, hydrogenation of which leads to the products.For the carvomenthene epoxides the results are similar to those found in the 4-t-butyl series with competition between cis addition and trans addition of hydrogen.The presence of the isopropenyl group leads to slower reaction rates in comparison with t-butyl analogues.

Hydrogenation en phase liquide sur Pd/C de derives mono et disubstitues du limonene

Various derivatives of limonene, either monosubstituted: cis and trans-β-terpineols, (+) neodihydrocarveol, (-) isopulegol, or disubstituted: (+)-trans-N,N-2-dimethylamino-8-trans-p-menthene-1-ol, (+)-N,N-1-dimethylaminoneodihydrocarveol and (+)-trans-N,N-2-dimethylamino-8-cis-p-menthene-1-ol, have been hydrogenated on Pd/C or Adams PtO2 at 25 deg C and under a pressure of 1 atm in ether.With PtO2 the only product obtained has the same configuration as the starting material.On the opposite, due to its isomerising character, Pd/C leads to a mixture of two stereoisomers by racemisation of the asymmetric carbon at position 4 through migration of the exocyclic isopropenyl double bond.In the case of (+) neohydrocarvomenthone (4R) the double bond enters the ring, and so (+) carvomenthone (4R) and (-) isocarvomenthone (4S) are obtained.