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74856

Supelco

(−)-Linalool

analytical standard

Synonym(s):

(R)-(−)-Linalool, (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:
126-91-0
Molecular Weight:
154.25
Beilstein:
1721487
EC Number:
204-811-2
MDL number:
MFCD00135469
UNSPSC Code:
85151701
PubChem Substance ID:
329765912
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥97.0% (sum of enantiomers, GC)

optical activity

[α]20/D −20±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.4615 (lit.)
n20/D 1.462

bp

198 °C (lit.)

density

0.862 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

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

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General description

(−)-Linalool is a naturally occurring enantiomer of linalool, a monoterpene compound present as a major volatile component in the essential oil of several aromatic species. It is an important flavor and fragrance ingredient employed in the cosmetic industry for neutralizing unpleasant odors that may be present in the chemicals or to enhance the individuality and appeal of products. The anti-inflammatory activity of (−)-linalool found in distilled or extracted essential oil is investigated.
(-)-Linalool is a monoterpene that is an important constituent of essential oils like lavender oil.

Application

(−)-Linalool may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Tea samples using headspace-solid phase microextraction, followed by enantioselective gas chromatography with flame ionization detection (HS-SPME-GC-FID).
  • Food matrices using headspace-solid phase microextraction (HS-SPME) coupled to gas chromatography–combustion-isotope ratio mass spectrometry (GC–C-IRMS).

(-)-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).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Headspace-solid phase microextraction coupled to gas chromatography?combustion-isotope ratio mass spectrometer and to enantioselective gas chromatography for strawberry flavoured food quality control
Schipilliti L, et al.
Journal of Chromatography A, 1218(42), 17-23 (2011)
Enantiomeric analysis of linalool in teas using headspace solid-phase microextraction with chiral gas chromatography
Yang T, et al.
Industrial Crops and Products, 83, 17-23 (2016)
Development and Validation of a Gas Chromatography Method for Quantitative Determination of Lavendar Oil in Lavaflam Preparation
Aslanyan.A.M, et al.
Pharmaceutical Chemistry Journal, 50(3), 200-204 (2016)
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.
A T Peana et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 9(8), 721-726 (2003-02-18)
Linalool and linalyl acetate are the principal components of many essential oils known to possess several biological activities, attributable to these monoterpene compounds. In this work, we evaluated individually the anti-inflammatory properties of (-) linalool, that is, the natural occurring
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