126-91-0

Basic information

• Product Name: (-)-LINALOOL
• Synonyms: (R)-(-)-3,7-DIMETHYL-1,6-OCTADIEN-3-OL;(R)-3,7-dimethyl-1,6;(R)-3,7-dimethyl-octa-1,6-dien-3-ol;L-LINALOOL 80+% NATURAL;coriandrol;coriaudrol;3,7-DIMETHYL-1,6-OCTADIENE-3-OL;Agarol
• CAS NO: 126-91-0
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 204-811-2
• Mol File: 126-91-0.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 198 °C(lit.)
• Flash Point: 174 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.87 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.17 mm Hg ( 25 °C)
• Refractive Index: n20/D 1.462(lit.)
• PKA: 14.51±0.29(Predicted)
• BRN: 1721487
• CAS DataBase Reference: (-)-LINALOOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-LINALOOL(126-91-0)
• EPA Substance Registry System: (-)-LINALOOL(126-91-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45-36-36/37
• RIDADR: UN 1760 8/PG 2
• WGK Germany: 3
• RTECS: RG5800000
• Hazardous Substances Data: 126-91-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to pale yellow liquid

Uses

Different sources of media describe the Uses of 126-91-0 differently. You can refer to the following data:
1. (-)-Linalool can be used as a reactant in: The enantioselective preparation of ophiobolin sesterterpene via diastereoselective reductive radical cascade cyclization. The total synthesis of (-)-5,6-dihydrocineromycin B via (-)-linalool O-triethylsilyl ether.; The total synthesis of pladienolide B analog.
2. (-)-Linalool has also been used as a reference standard in the quantitative determination of lavender oil in lavaflam tablets using gas chromatography method of analysis(GC).

Definition

ChEBI: The (R)-enantiomer of linalool.

General Description

L-Linalool is the key volatile compound of jasmine tea, spruce essential oil and young leaves of Litchi chinensis Sonn.

InChI:InChI=1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1

Upstream product

• 471-10-3 linalyl chloride 
• 138052-30-9 (R)-Benzyl linalyl ether 
• 6138-90-5 trans-geranyl bromide 
• 64-17-5 ethanol 
• 471-10-3 (R)-3-chloro-3,7-dimethyl-octa-1,6-diene 
• 82188-73-6 (2S,3S)-2,3-epoxygeraniol 
• 160805-57-2 (R)-4-((R)-1-Hydroxy-1,5-dimethyl-hex-4-enyl)-[1,3]oxathiolane-2-thione 
• 106-25-2 Nerol 
• 61573-90-8 ((2S,3S)-3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl)methyl methanesulfonate 
• 68224-83-9 (R)-3,7-dimethyloct-6-en-1-yn-3-ol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 1462351-92-3 (1S,2R,5S)-(-)-cis-myrtanyl neryl selenide 
• 1462351-88-7 (1S,2S,3S,5R)-(+)-isopinocamphyl neryl selenide 
• 1462351-78-5 (1S,3R,4R,6R)-(-)-isocaranyl neryl selenide 

Downstream Products

• 60047-17-8 2-methyl-5-(2'-propyl-2'-hydroxy)-2-vinyltetrahydrofuran 
• 6876-07-9 2,6-dimethyl-1,3,7-octatriene 
• 33303-08-1 2,7-Dimethyl-1,4,6-octatrien 
• 6138-90-5 geranyl bromide 
• 78-69-3 tetrahydrolinalool 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 106-24-1 Geraniol 
• 3016-19-1 alloocimene 
• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 98-55-5 terpineol 
• 7785-53-7 4R-α-terpineol 
• 532-87-6 p-camphorene 
• 138-86-3 limonene. 
• 123-76-2 levulinic acid 

Relevant articles and documents

Stereochemical correlations between (2R,4'R,8'R)-α-tocopherol, (25S,26)-dihydroxycholecalciferol, (-)-(1S,5R)-frontalin and (-)-(R)-linalol

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Structurally diverse glycoconjugated volatile compounds from Oxytropis falcata Bunge

A phytochemical investigation on the whole plant of Oxytropis falcata Bunge yielded 16 glycoconjugated compounds with structurally diverse volatile aglycones but similar sugars. Of these, five were previously undescribed compounds with different volatile aglycones but same glucuronic acid (1 → 2) glucosyl moiety, including three octanol glucuronic acid (1 → 2) glucosides (1–3), one acyclic monoterpenoid glucuronic acid (1 → 2) glucoside (4), and one 4-phenyl-butan-2-ol glucuronic acid (1 → 2) glucoside (5), and 11 were biological related known glucoconjugated volatile compounds (6–16) isolated from genus Oxytropis for the first time. The structures of these compounds were determined by extensive spectroscopic analysis of MS, 1D and 2D NMR data. The absolute configurations of aglycones and sugar residues were assigned via enzymatic hydrolysis and subsequently comparison of the specific rotations. This is the first report of such structurally diverse glycoconjugated volatile compounds from O. falcata, which might be regarded as the precursor of free volatile compounds, and presents scientific evidences for better clarifying the volatile compositions of this medicinal plant and genus Oxytropis.

Synthesis and reactions of the optically active selenols derived from monoterpenes Dedicated to Professor Jacek Gawronski on the occasion of his 70th birthday

A convenient methodology for the synthesis of optically active selenols, derived from p-menthane, carane, and pinane, is described. The selenols were oxidized with air to give the optically active diselenides, and were also converted into the corresponding allylic selenides via reaction with Z- and E-cinnamyl, geranyl, and neryl chlorides. Oxidation of the allylic selenides with mCPBA gave the optically active alcohols via [2,3]-sigmatropic rearrangement of the in situ generated allylic selenoxides.