639-99-6

Basic information

• Product Name: (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol
• Synonyms: (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol;Elemol;elemol,α-elemol;Cyclohexanemethanol, 4-ethenyl-.alpha.,.alpha.,4-trimethyl-3-(1-methylethenyl)-, (1R,3S,4S)-;(1R)-3β-Isopropenyl-α,α,4-trimethyl-4α-vinylcyclohexanemethanol;(1R)-4α-Ethenyl-3β-(1-methylethenyl)-α,α,4-trimethyl-1β-cyclohexanemethanol
• CAS NO: 639-99-6
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.36634
• EINECS: 211-360-5
• Mol File: 639-99-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 46 °C
• Boiling Point: 152-156 °C(Press: 17 Torr)
• Appearance: /
• Density: 0.9411 g/cm3
• PKA: 15.18±0.29(Predicted)
• CAS DataBase Reference: (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol(639-99-6)
• EPA Substance Registry System: (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol(639-99-6)

Safety Data

• Hazardous Substances Data: 639-99-6(Hazardous Substances Data)

Usage

General Description

The chemical compound (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol is a specific stereoisomer of a compound derived from the menthol molecule. It has a molecular structure that includes a menthol base with additional methyl and vinyl groups, which contribute to its unique properties. (1S,2S,4R)-(-)-alpha,alpha-dimethyl-1-vinyl-o-menth-8-ene-4-methanol has potential applications in the development of pharmaceuticals, fragrances, and flavors due to its distinctive chemical structure and associated sensory attributes. Research into its biological activity and potential uses is ongoing, and it may have diverse applications in various industries due to its complex and intriguing molecular structure.

Upstream product

• 87059-28-7 2-{(1R,3S,4S)-4-Methyl-3-[(S)-1-methyl-2-(2-nitro-phenylselanyl)-ethyl]-4-[2-(2-nitro-phenylselanyl)-ethyl]-cyclohexyl}-propan-2-ol 
• 19493-09-5 Methylenetriphenylphosphorane 
• 56859-99-5 8-carbethoxy-5-(1',1'-ethylenedioxyethyl)-non-trans-7-ene-2-one 
• 56859-98-4 3-(2-Methyl-[1,3]dioxolan-2-yl)-6-oxo-heptanal 
• 75-16-1 methylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 
• 83093-41-8 (S)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-4,4a,5,6-tetrahydro-3H-naphthalen-2-one 
• 83093-43-0 (1S,4aS,7R,8aS)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-octahydro-naphthalen-2-one 
• 59553-55-8 (2R,4aS,8S,8aS)-(-)-α,α,4a,8-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-methanol 
• 69366-16-1 (1S,4aS,7R,8aS)-7-(1-Hydroxy-1-methyl-ethyl)-1,4a-dimethyl-decahydro-naphthalen-2-ol 
• 13827-90-2 C₂₉H₄₂O₇S₂ 

Downstream Products

• 5951-67-7 (S)-6-ethenyl-6-methyl-1-(1-methylethyl)-3-(1-methylethylidene)cyclohexene 
• 51297-71-3 1-((1R,2S)-5-Isopropylidene-2-methyl-2-vinyl-cyclohexyl)-ethanone 
• 51297-51-9 1-((1R)-2c-methyl-2t-vinyl-5c-isopropenyl-cyclohexyl-(r))-ethanone-⁽¹⁾ 
• 41411-01-2 Gejeron 
• 515-12-8 (1R)-1r-ethyl-2t,4t-diisopropyl-1-methyl-cyclohexane 
• 6617-63-6 Elemanon-6 
• 6617-59-0 (-)-Elemanon-8 
• 51297-60-0 (3S)-4t-ethyl-3r-isopropyl-4c-methyl-cyclohexanone 
• 107307-40-4 (-)-2,3-seco-7α(H)-Eudesmantriol-(2,3,11)-ditritylether 
• 99666-55-4 Acetic acid 1-((1R,3R,4R)-3-acetyl-4-formyl-4-methyl-cyclohexyl)-1-methyl-ethyl ester 
• 51297-25-7 Acetic acid 1-((1R,3R,4S)-3-acetyl-4-methyl-4-vinyl-cyclohexyl)-1-methyl-ethyl ester 
• 80796-88-9 δ-elemene 
• 23665-63-6 β-cyperone 
• 83426-08-8 (-)-O-(3.5-dinitro-benzoyl)elemol 

Relevant articles and documents

Isotopic Labeling Experiments Solve the Hedycaryol Problem

Hedycaryol is a widespread sesquiterpene alcohol and important biosynthetic intermediate toward eudesmols and guaiols. A full NMR assignment for this compound has been hampered because of the unique molecular mechanics of its conformers in complex mixtures. This problem was solved through the enzymatic synthesis of isotopically labeled materials using a mutated plant and a bacterial enzyme for access to both enantiomers of hedycaryol, which also allowed us to follow the stereochemical course of its Cope rearrangement.

A STEREOSELECTIVE SYNTHESIS OF (+/-)-ELEMOL VIA AN INTRAMOLECULAR SN2' ESTER ENOLATE ALKYLATION

The monocyclic sesquiterpene, (+/-)-elemol (1) has been synthesized in a highly stereoselective manner by an intramolecular SN2' ester enolate alkylation route.

Syntheses of Some Terpenoids via Nickel Tetracarbonyl Induced Cyclisation

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