62139

(−)-Linalool

≥95.0% (sum of enantiomers, GC)

• Synonym(s): (R)-(−)-3,7-Dimethyl-1,6-octadien-3-ol
• Linear Formula: (CH₃)₂C=CHCH₂CH₂C(CH₃)(OH)CH=CH₂
• CAS Number: 126-91-0
• Molecular Weight: 154.25
• Beilstein/REAXYS Number: 1721487
• EC Number: 204-811-2
• MDL number: MFCD00135469
• UNSPSC Code: 12352002
• PubChem Substance ID: 57651876
• NACRES: NA.22

Properties

• assay: ≥95.0% (sum of enantiomers, GC)
• optical activity: [α]20/D −18±3°, neat
• refractive index: n20/D 1.4615 (lit.); n20/D 1.462
• bp: 198 °C (lit.)
• density: 0.862 g/mL at 20 °C (lit.)
• functional group: hydroxyl
• SMILES string: C\C(C)=C\CC[C@@](C)(O)C=C
• InChI: 1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1
• InChI key: CDOSHBSSFJOMGT-JTQLQIEISA-N

Description

General description

(-)-Linalool is a monoterpene compound mainly found in many essential oils.[1][2] It shows anti-nociceptive[1] and anti-inflammatory activity.[2]

Application

(-)-Linalool can be used as a reactant in:

• The enantioselective preparation of ophiobolin sesterterpene via diastereoselective reductive radical cascade cyclization.[3]
• The total synthesis of (-)-5,6-dihydrocineromycin B via (-)-linalool O-triethylsilyl ether.[4];
• The total synthesis of pladienolide B analog.[5]

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 166.3 °F - closed cup
• flash_point_c: 74.6 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter