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Sigma-Aldrich

Linalool oxide

mixture of isomers, ≥97.0% (GC)

Synonym(s):

2-(5-Methyl-5-vinyltetrahydro-1-furyl)-2-propanol

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About This Item

Empirical Formula (Hill Notation):
C10H18O2
CAS Number:
60047-17-8
Molecular Weight:
170.25
Beilstein:
117527
EC Number:
262-038-6
MDL number:
MFCD00053543
UNSPSC Code:
12352100
PubChem Substance ID:
329759713
NACRES:
NA.22

Assay

≥97.0% (GC)

density

0.945 g/mL at 20 °C (lit.)

SMILES string

CC(C)(O)C1CCC(C)(O1)C=C

InChI

1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3

InChI key

BRHDDEIRQPDPMG-UHFFFAOYSA-N

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General description

Linalool oxide is a monoterpenoid compound, commonly found in some species of the aromatic plants. It can be obtained from linalool either by oxidation or via biotransfomation using the fungus Aspergillus niger. It is always present as a mixture of both cis and trans forms.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - 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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"Anxiolytic-like effects of inhaled linalool oxide in experimental mouse anxiety models"
Souto-Maior NF, et al.
Pharmacology, Biochemistry, and Behavior, 100(02), 259-263 (2011)
Apsimon J
Total Synthesis of Natural Products, 2 (2009)
Paroma Mitra et al.
Pest management science, 77(1), 285-299 (2020-07-23)
The viviparous aphid Aphis craccivora Koch (Hemiptera: Aphididae) is a serious threat to the crop yield of Lathyrus sativus L. (Fabaceae), commonly known as grass pea. The synthetic insecticides applied to control this insect pest are not safe for the
Rosa Perestrelo et al.
Foods (Basel, Switzerland), 8(12) (2019-12-07)
Terpenoids, including monoterpenoids (C10), norisoprenoids (C13), and sesquiterpenoids (C15), constitute a large group of plant-derived naturally occurring secondary metabolites with highly diverse chemical structures. A quantitative structure-activity relationship (QSAR) model to predict terpenoid toxicity and to evaluate the influence of
Vincent O Nyasembe et al.
Parasites & vectors, 8, 581-581 (2015-11-11)
Lack of effective vaccines and therapeutics for important arboviral diseases such as Rift Valley fever (RVF) and dengue, necessitates continuous monitoring of vector populations for infections in them. Plant-based lures as surveillance tools has the potential of targeting mosquitoes of
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