1139-17-9

Basic information

• Product Name: (-)-ISOLONGIFOLOL
• Synonyms: (-)-ISOLONGIFOLOL;ISOLONGIFOLOL, (-);[1S-(1alpha,3abeta,4alpha,8abeta,9R*)]-decahydro-4,8,8-trimethyl-1,4-methanoazulene-9-methanol;ISOLONGIFOLOL, (-)-(SG);(-)-ISOLONGIFOLOL WITH GC;(1S,3aα,8aα,9S)-Decahydro-4,8,8-trimethyl-1,4β-methanoazulene-9-methanol;(1S,11S)-3,3,7-TRIMETHYLTRICYCLO[5.3.1.0(2.8)]UNDECANE-11-METHANOL
• CAS NO: 1139-17-9
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37
• EINECS: 207-415-8
• Mol File: 1139-17-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 113-114 °C
• Boiling Point: 300.9°C at 760 mmHg
• Flash Point: 139.6°C
• Appearance: /
• Density: 0.971g/cm³
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.497
• PKA: 14.94±0.10(Predicted)
• CAS DataBase Reference: (-)-ISOLONGIFOLOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-ISOLONGIFOLOL(1139-17-9)
• EPA Substance Registry System: (-)-ISOLONGIFOLOL(1139-17-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1139-17-9(Hazardous Substances Data)

Usage

General Description

(-)-Isolongifolol is a natural compound found in several plants, including ginger and sandalwood. It is a sesquiterpene alcohol with a distinctive longifolene skeleton, and it has demonstrated various biological activities. Research has shown that (-)-isolongifolol possesses anti-inflammatory, anti-tumor, and anti-bacterial properties. It has also shown potential as a therapeutic agent for treating cardiovascular diseases due to its ability to inhibit platelet aggregation and its vasodilator effects. Additionally, (-)-isolongifolol has been investigated for its potential use as an ingredient in fragrances and cosmetics due to its pleasant odor and skin-soothing properties. Overall, (-)-isolongifolol is a versatile compound with promising applications in medicine and skincare.

InChI:InChI=1/C15H26O/c1-14(2)7-4-8-15(3)11-6-5-10(13(11)14)12(15)9-16/h10-13,16H,4-9H2,1-3H3/t10?,11?,12?,13-,15+/m1/s1

Upstream product

• 475-20-7 longifolene 
• 13928-57-9 (7S)-longifolanoic acid-⁽¹⁵⁾-methyl ester 
• 13928-57-9 methyl isolongifolate 
• 19067-29-9 longifolene 

Downstream Products

• 81572-03-4 <α-2H2>benzyl isolongifolyl thioether 
• 74799-22-7 C₂₂H₂₇⁽²⁾H₅O₃S 
• 1135-66-6 (-)-isolongifolene 
• 475-20-7 longifolene 
• 25491-00-3 isolongifololaldehyde 
• 4678-06-2 [(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.0^2,9]undec-8-yl]methyl 4-methylbenzenesulfonate 
• 4678-07-3 isolongifolol tosylate 
• 487-73-0 Isolongifolic acid 
• 25491-00-3 (1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.0^2,9]undecane-8-carbaldehyde 

Relevant articles and documents

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Preparation of Chiral 1-Deuteriobenzenemethanethiols by Using α',β Elimination of Carbanions Derived from Benzylic Thioethers

The α',β elimination of the carbanion derived from benzyl isolongifolyl thioether and benzyl camphyl thioether gives the chiral benzyl mercaptan, the S isomer with 38 +/- 6percent ee and the R isomer with 49 +/- 7percent ee.The chirality of the benzyl mercaptan was determined by optical rotation of benzyl methyl thioether and thiosulfone.The enantiomeric excess was evaluated from 1H NMR measurement of ethyl (benzylthio)phenylacetate prepared from (-)-mandelic acid.The enantiomeric excess at carbon C-2 of ethyl (benzylthio)phenylacetate wasdetermined with the chiral europium chelate and was about 60percent.These results are discussed with reference to the transition state of the α,β elimination and to related processes.