470-65-5

Basic information

• Product Name: 1-Isopropyl-4-methyl-1-cyclohexanol
• Synonyms: 1-Isopropyl-4-methyl-1-cyclohexanol;1-Isopropyl-4-methylcyclohexane-1-ol;1-Isopropyl-4β-methylcyclohexane-1-ol;4-Methyl-1-(1-methylethyl)cyclohexanol;p-Menthan-4-ol
• CAS NO: 470-65-5
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.27
• Mol File: 470-65-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Isopropyl-4-methyl-1-cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isopropyl-4-methyl-1-cyclohexanol(470-65-5)
• EPA Substance Registry System: 1-Isopropyl-4-methyl-1-cyclohexanol(470-65-5)

Safety Data

• Hazardous Substances Data: 470-65-5(Hazardous Substances Data)

Usage

Type

Chemical compound.

Derivative

A derivative of cyclohexanol.

Uses

Commonly used in the production of perfumes, flavorings, and pharmaceuticals.

Scent

Has a minty aroma and cooling sensation.

Topical applications

A common ingredient in topical pain relief products, such as muscle rubs and ointments.

Properties

Possesses analgesic (pain-relieving) and anti-inflammatory properties.

Flavoring agent

Used in food and beverages to add a refreshing, minty taste.

Safety precautions

Should be handled and stored with care, as it can be irritating to the eyes and skin in its pure form.

Upstream product

• 500-00-5 3-p-menthene 
• 7231-40-5 (+)-(1R,3S,4S)-neomenthylamine 
• 619-52-3 (1R)-menth-3-ene 
• 854823-95-3 4-chloro-p-menthane 
• 5718-78-5 p-4⁽⁸⁾-Menthene oxide 
• 99-82-1 Menthane 
• 1678-82-6 trans-1,4-menthane 
• 116836-10-3 4-bromo-p-menthane 
• 41248-15-1 1-hydroxy-4-methyl-cyclohexanecarboxylic acid 
• 498-81-7 p-menthan-8-ol 
• 110-82-7 cyclohexane 
• 2438-10-0 (+)-terpinen-4-ol 
• 60-29-7 diethyl ether 
• 4184-02-5 p-3-Menthene oxide 

Downstream Products

• 500-00-5 3-p-menthene 
• 854823-95-3 4-chloro-p-menthane 
• 116836-10-3 4-bromo-p-menthane 
• 93991-94-7 phenyl-carbamic acid p-menthan-4-yl ester 
• 619-52-3 (1R)-menth-3-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,

Cleavage of α-dicarbonyl compounds by terpene hydroperoxide

The highly reactive α-dicarbonyl compounds, glyoxal, methylglyoxal (MGO), and 3-deoxyglucosone, react with the amino groups of proteins to form advanced glycation end-products (AGEs) which have been implicated in diabetic complications, aging, and Alzheimer's disease. We found that a test sample of terpinen-4-ol (T4) containing hydroperoxides showed cleaving activity toward an α-dicarbonyl compound, but that the freshly isolated pure sample did not. Prepared terpinen-4-ol hydroperoxide (T4-H) also efficiently cleaved the C-C bond of the α-dicarbonyl compounds via Baeyer-Villiger-like rearrangement and subsequent hydrolysis of an acid anhydride moiety in the rearranged product to give carboxylic acids. Other terpene hydroperoxides, as well as T4-H, showed significant cleaving activities, and all these hydroperoxides protected RNase A from the lowering of enzyme activity induced by MGO. The cleaving mechanism via Baeyer-Villiger-like rearrangement was confirmed by time-interval NMR measurements of the reaction mixture of the symmetrical α-dicarbonyl compound, diacetyl with T4-H.

An efficient hydrogenation of various alkenes using scrap automobile catalyst

An efficient, easy, cheap, convenient, and safe procedure for the reduction of various alkenes to the corresponding alkanes is developed by using scrap automobile catalyst as an efficient hydrogenation catalyst. This procedure not only gives high yields, but also allows recycling of automobile wastes as a catalyst in organic reactions and is representative of green chemistry.

Development of a continuous-flow system for catalysis with palladium(0) particles

Heterogeneous catalysis for organic synthesis under continuous-flow conditions becomes possible by a new reactor-based approach. Continuous-flow reactors with a monolithic glass/polymer composite interior are loaded with palladium particles by ion exchange followed by reduction. When incorporated into a continuous-flow setup (PASSflow) this reactor allows the transfer-hydrogenation of alkenes, alkynes, nitro-substituted aromatic compounds and benzyl ethers in the flow-through mode. In addition, the activity of the catalysts is well suited to achieve Suzuki, Sonogashira and Heck cross-coupling reactions in the absence of phosphanes or any other ligands, resulting in a greatly simplified purification. As an extension to this concept a bifunctional support was prepared inside the reactor consisting of Pd particles and an ion-exchange group (hydroxide form). In the Suzuki-Miyaura reaction the reactor serves as a base for immobilisation and activation of the boronic acid as boronate and as a catalyst for promoting the C-C coupling reaction under continuous-flow conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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.