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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)

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9189
STBJ6366
STBH9551
STBH8984
STBH3499

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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)
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
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.
Bing-Ho Cheng et al.
Journal of agricultural and food chemistry, 60(31), 7623-7628 (2012-07-10)
Cinnamomum osmophloeum ct. linalool is one of the chemotypes of the indigenous cinnamon in Taiwan. In this study, hydrodistillation was used for extracting the essential oils (EOs) of C. osmophloeum ct. linalool leaves collected from various plants and seasons, and
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