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C80601

Sigma-Aldrich

Eucalyptol

greener alternative

99%

Synonym(s):

1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
470-82-6
Molecular Weight:
154.25
Beilstein:
105109
EC Number:
207-431-5
MDL number:
MFCD00167977
UNSPSC Code:
12352100
PubChem Substance ID:
24893017
NACRES:
NA.22

Assay

99%

form

liquid

greener alternative product characteristics

Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

refractive index

n20/D 1.457 (lit.)

bp

176-177 °C (lit.)

mp

1-2 °C (lit.)

density

0.921 g/mL at 25 °C (lit.)

greener alternative category

Aligned

SMILES string

C[C@]12CC[C@H](CC1)C(C)(C)O2

InChI

1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+

InChI key

WEEGYLXZBRQIMU-WAAGHKOSSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product is a Biobased products, showing key improvements in Green Chemistry Principles “Use of Renewable Feedstock”.

Application

Eucalyptol undergoes pyrolysis to yield p-cymene and hydrogen gas. It can be used in the synthesis of mosquito repellents and herbicides.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H317

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °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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Preparation of biologically active substances and animal and microbial metabolites from menthols, cineoles and kauranes.
Asakawa, Yoshinori et al.
Phytochemistry, 27(12), 3861-3869 (1988)
Production of p-cymene and hydrogen from a bio-renewable feedstock-1, 8-cineole (eucalyptus oil).
Leita, Benjamin A et al.
Green Chemistry, 12(1), 70-76 (2010)
Herbicidal activity of cineole derivatives.
Barton, Allan FM et al.
Journal of Agricultural and Food Chemistry, 58(18), 10147-10155 (2010)
Sara Invitto et al.
Respiratory physiology & neurobiology, 259, 37-44 (2018-07-15)
Obstructive Sleep Apnea Syndrome (OSA) is characterized by snoring associated with repeated apnea and/or obstructive hypopnea. The nasal airways of OSA patients, measured via acoustic rhinometry, could be significantly narrower than healthy subjects and this reduced nasal structure can impair
Sara Invitto et al.
Frontiers in aging neuroscience, 10, 272-272 (2018-10-03)
Olfactory impairment is present in up to 90% of patients with Alzheimer's disease (AD) and is present in certain cases of mild cognitive impairment (MCI), a transient phase between normal aging and dementia. Subjects affected by MCI have a higher
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