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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/REAXYS Number:
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

signalword

Warning

hcodes

H226,H317

Hazard Classifications

Flam. Liq. 3 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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)
Herbicidal activity of cineole derivatives.
Barton, Allan FM et al.
Journal of Agricultural and Food Chemistry, 58(18), 10147-10155 (2010)
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)
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
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
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