C80601

Sigma-Aldrich

Eucalyptol

greener alternative

99%

Synonym(s):
1,8-Epoxy-p-menthane, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
105109
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

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 or more of The 12 Principles of Greener Chemistry. Eucalyptol is a bio-based product and has been aligned with "Use of Renewable Feedstocks". It has turned out to be a viable sustainable alternative to common solvents for some reactions. Click here for more information.

Application

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

Packaging

5, 100, 500 mL in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Flam. Liq. 3 - Skin Sens. 1

storage_class_code

3 - Flammable liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

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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