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L2602

Sigma-Aldrich

Linalool

97%

Synonym(s):

(±)-3,7-Dimethyl-1,6-octadien-3-ol, (±)-3,7-Dimethyl-3-hydroxy-1,6-octadiene

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)(OH)CH=CH2
CAS Number:
78-70-6
Molecular Weight:
154.25
Beilstein:
1721488
EC Number:
201-134-4
MDL number:
MFCD00008906
UNSPSC Code:
12352100
PubChem Substance ID:
24896318
NACRES:
NA.22

vapor pressure

0.17 mmHg ( 25 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

194-197 °C/720 mmHg (lit.)

density

0.87 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\CCC(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

InChI key

CDOSHBSSFJOMGT-UHFFFAOYSA-N

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Application

Linalool is generally used as a starting material in the total synthesis of agelasine E analogs and vitamin E derivatives.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

171.0 °F - Pensky-Martens closed cup

Flash Point(C)

77.2 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and antimycobacterial activity of agelasine E and analogs.
Bakkestuen AK, et al.
Organic & Biomolecular Chemistry, 3(6), 1025-1033 (2005)
A convenient access to (all-rac)-α-tocopherol acetate from linalool and dihydromyrcene
Gembus V, et al.
Bulletin of the Chemical Society of Japan, 82(7), 829-842 (2009)
C S Letizia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 41(7), 943-964 (2003-06-14)
A toxicologic and dermatologic review of linalool when used as a fragrance ingredient, is presented.
Ali M Al Hazmi et al.
Organic letters, 16(19), 5104-5107 (2014-09-17)
The permanganate-mediated oxidative cyclization of a series of 2-methylenehept-5-eneoates bearing different chiral auxiliaries was investigated, leading to the discovery of trans-2-tritylcyclohexanol (TTC) as a highly effective chiral controller for the formation of the 2,5-substituted THF diol product with high diastereoselectivity
Y Xiao et al.
Ecology letters, 15(10), 1130-1139 (2012-07-19)
In response to insect attack, plants release complex blends of volatile compounds. These volatiles serve as foraging cues for herbivores, predators and parasitoids, leading to plant-mediated interactions within and between trophic levels. Hence, plant volatiles may be important determinants of
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