369651-27-4

Basic information

• Product Name: (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol
• Synonyms: (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol
• CAS NO: 369651-27-4
• Molecular Formula: C₁₃H₂₄O
• Molecular Weight: 196.33
• Mol File: 369651-27-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 251.9°C at 760 mmHg
• Flash Point: 109.3°C
• Appearance: /
• Density: 0.879g/cm³
• Vapor Pressure: 0.00312mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol(369651-27-4)
• EPA Substance Registry System: (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol(369651-27-4)

Safety Data

• Hazardous Substances Data: 369651-27-4(Hazardous Substances Data)

Usage

General Description

The chemical (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol is a compound with the molecular formula C12H22O. It is a cyclic alcohol that contains an allyl group, an isopropyl group, and a methyl group attached to a cyclohexane ring. (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol is chiral, with the (1S,2S,5R) configuration indicating the stereochemistry of its three chiral centers. It is commonly used as a flavor and fragrance ingredient in various consumer products due to its pleasant odor and taste. Additionally, it has been studied for its potential biological activities and pharmaceutical applications.

InChI:InChI=1/C13H24O/c1-5-8-13(14)9-11(4)6-7-12(13)10(2)3/h5,10-12,14H,1,6-9H2,2-4H3/t11-,12+,13+/m1/s1

Upstream product

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Relevant articles and documents

Unexpected transfer hydrogenation of C-C-double bonds during Tandem-RCM-isomerization reactions

Unexpected hydrogen transfer from 2-propanol to C-C-double bonds has been observed in the course of a Tandem RCM-isomerization reaction leading to sterically congested spirocycles.

3-Alkyl-p-menthan-3-ol derivatives: synthesis and evaluation of their physiological cooling activity

Different 3-alkyl-p-methan-3-ol derivatives provide a strong physiological cooling effect with potential application as food and cosmetic additives. In order to investigate the influence of the chemical structure on the cooling sensation, the stereoselective syntheses of 29 different 3-alkyl-p-methan-3-ol derivatives were accomplished. All the compounds obtained are odorless and were evaluated by taste, considering two sensations: a cooling effect and bitterness. The results of this structure-activity relationship study highlight that compounds with a (1R,4S)-configuration are the isomers with the more intense cooling effect and lower bitterness. In addition, the structure of the 3-alkyl chain affected the latter properties. Increasing the chain length over two carbon atoms does not change the cooling power, but enhances the bitterness with the additional feature that the branched isomers are considerably more bitter than the linear ones. Overall, the 3-alkyl-p-menthan-3-ol isomers with the best quality in terms of high cooling power and low bitterness are (1R,4S)-3-(hydroxymethyl)-p-menthan-3-ol diastereoisomers (-)-38 and (-)-42.