W246506

Sigma-Aldrich

Eucalyptol

natural, ≥99%, FCC, FG

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
FEMA Number:
2465
Beilstein/REAXYS Number:
105109
EC Number:
Council of Europe no.:
182
MDL number:
PubChem Substance ID:
Flavis number:
3.001
NACRES:
NA.21

Quality Level

grade

FG
Halal
Kosher
natural

Agency/Method

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

assay

≥99%

shelf life

5 yr

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.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

herbaceous; minty; camphoraceous

food allergen

no known allergens

fragrance allergen

limonene (sum of D, L and DL)

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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Related Categories

Packaging

10 kg in steel drum
20 kg in composite drum
1 kg in glass bottle

Biochem/physiol Actions

Taste at 30 ppm

Other Notes

Natural occurrence: Cardamom, cranberry, laurel, pepper, rosemary and sweet marjoram.
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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

Lisa A Shipley et al.
Journal of chemical ecology, 38(9), 1178-1189 (2012-10-12)
Pygmy rabbits (Brachylagus idahoensis) are one of only three vertebrates that subsist virtually exclusively on sagebrush (Artemisia spp.), which contains high levels of monoterpenes that can be toxic. We examined the mechanisms used by specialist pygmy rabbits to eliminate 1,8-cineole...
Xun Hu et al.
Bioresource technology, 123, 249-255 (2012-09-04)
Bio-oil from pyrolysis of mallee (Eucalyptus loxophleba ssp. gratiae) leaves differs from that obtained with wood by its content of cyclic ethers, terpenoids and N-containing organic compounds. Upgrading of the leaf bio-oil in methanol with a solid acid catalyst was...
Jossana Pereira de Sousa et al.
International journal of food microbiology, 158(1), 9-13 (2012-07-17)
This study aimed to investigate the effects of sublethal concentrations of carvacrol (CAR) and 1,8-cineole (CIN) alone and in combination on the morphology, cell viability and membrane permeability of Pseudomonas fluorescens ATCC 11253 cultivated in a vegetable-based broth. Transmission and...
Anke Fähnrich et al.
Plant molecular biology, 85(1-2), 135-145 (2014-02-05)
Nicotiana species of the section Alatae emit a characteristic floral scent comprising the' cineole cassette' monoterpenes 1,8-cineole, limonene, myrcene, β-pinene, α-pinene, sabinene and α-terpineol. All previously isolated 'cineole cassette'-monoterpene synthase genes are multi product enzymes that synthesize the seven compounds...
Jeanette E Stok et al.
Biochimica et biophysica acta, 1834(3), 688-696 (2013-01-12)
P450(cin) (CYP176A) is a rare bacterial P450 in that contains an asparagine (Asn242) instead of the conserved threonine that almost all other P450s possess that directs oxygen activation by the heme prosthetic group. However, P450(cin) does have the neighbouring, conserved...

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