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Merck

74856

(−)-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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329765912
EC Number:
204-811-2
Beilstein/REAXYS Number:
1721487
MDL number:
MFCD00135469

Product Name

(−)-Linalool, analytical standard

InChI key

CDOSHBSSFJOMGT-JTQLQIEISA-N

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

SMILES string

C\C(C)=C\CC[C@@](C)(O)C=C

grade

analytical standard

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

Quality Level

100

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2315
BCCL2679
BCCJ9934
BCCG6632
BCCC9793

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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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