(1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane

• ChemBase ID: 145960
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: C[C@@]12OC([C@@H](CC1)CC2)(C)C
• Canonical SMILES: C[C@]12CC[C@H](CC1)C(O2)(C)C
• InChI: InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+
• InChIKey: WEEGYLXZBRQIMU-WAAGHKOSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
• IUPAC Traditional name: 1,8-cineole
• Synonyms: 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane; 1,8-Cineole; 1,8-Epoxy-p-menthane; Eucalyptol; Cineolum; Eucalyptol; 1,8-Cineole; 1,3,3-三甲基-2-氧杂二环[2.2.2]辛烷; 1,8-桉叶素; 1,8-环氧对孟烷; 桉叶油素; 桉叶油醇; 桉叶油素; 1,8-桉叶素

Database IDs

• CAS Number: 470-82-6
• EC Number: 207-431-5
• MDL Number: MFCD00167977
• Beilstein Number: 105109
• PubChem SID: 24901113; 24878259; 24869766; 24857559; 24893017; 162240160
• PubChem CID: 2758
• FEMA ID: 2465
• Council of Europe Number: 182
• Flavis Number: 3.001

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.3484197
• LogD (pH = 7.4): 2.3484197
• Log P: 2.3484197
• Molar Refractivity: 45.8609 cm^3
• Polarizability: 18.385763 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 1-2 °C(lit.)
• Boiling Point: 176-177 °C(lit.)
• Flash Point: 120 °F; 120.2 °F; 49 °C
• Density: 0.921 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.457(lit.); n20/D 1.458
• Organoleptic: herbaceous; fruity; citrus; sweet; vanilla; pepper; spicy; minty; woody

Safety Information

• RTECS: OS9275000
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10; 10-37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98.0% (GC); ≥99%; ≥99.0% (GC); 99%
• Grade: analytical standard, for terpene analysis; FG; Kosher; natural; NI; Ph Eur; primary reference standard; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Sigma Aldrich - W246506

Biochem/physiol Actions
Taste at 30 ppm
Other Notes
Natural occurrence: Cardamom, cranberry, laurel, pepper, rosemary and sweet marjoram.
Packaging
1 kg in glass bottle
10 kg in steel drum
1 sample in glass bottle
20 kg in comp drum

Sigma Aldrich - C80601

Packaging
5, 100, 500 mL in glass bottle

Sigma Aldrich - 29210

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 29210.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.