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

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

Uses

Used in Flavor and Fragrance Industry:
(1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol is used as a flavor and fragrance ingredient for its pleasant odor and taste. It is incorporated into various consumer products to enhance their sensory appeal.
Used in Pharmaceutical Applications:
(1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol is studied for its potential biological activities, making it a candidate for development in the pharmaceutical industry. Its unique structure and chirality may offer novel therapeutic opportunities.
Used in Chemical Research:
Due to its complex stereochemistry and functional groups, (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol serves as a subject of interest in chemical research. It can be used to explore the effects of stereochemistry on chemical reactivity and properties, as well as to develop new synthetic methods and 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.

Synthesis of tetrahydrofurans by cyclization of homoallylic alcohols with iodine/iodine(III)

Tetrahydrofuran derivatives can be obtained by cyclofunctionalization of homoallylic alcohols bearing a terminal double bound by using [hydroxy(tosyloxy)iodo]benzene (HTIB, Kosers reagent) in the presence of a catalytic amount of I2 (20 mol %)

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.