62139
(−)-Linalool
≥95.0% (sum of enantiomers, GC)
Synonym(s):
(R)-(−)-3,7-Dimethyl-1,6-octadien-3-ol
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About This Item
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)(OH)CH=CH2
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-811-2
Beilstein/REAXYS Number:
1721487
MDL number:
Assay:
≥95.0% (sum of enantiomers, GC)
Quality Level
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
General description
(-)-Linalool is a monoterpene compound mainly found in many essential oils. It shows anti-nociceptive and anti-inflammatory activity.
Application
(-)-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.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
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
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Synthesis of a pladienolide B analogue with the fully functionalized core structure
Mu?ller S, et al.
Organic Letters, 13(15), 3940-3943 (2011)
Nan Zhang et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 23(14), 1727-1734 (2016-12-04)
Essential oil from Cananga odorata (ylang-ylang essential oil, YYO) is usually used in reducing blood pressure, improving cognitive functioning in aromatherapy in human. Few reports showed its effect on anxiety behaviors. To investigate the anxiolytic effects of YYO exposure on
(-)-Linalool produces antinociception in two experimental models of pain.
Peana AT, et al.
European Journal of Pharmacology, 460(1), 37-41 (2003)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 62139-25ML | 04061832701295 |
| 62139-100ML | 04061832701271 |