1,4-Cineole

Synonym(s):1-Isopropyl-4-methyl-7-oxabicyclo[2.2.1]heptane

CAS NO.：470-67-7
Empirical Formula: C10H18O
Molecular Weight: 154.25
MDL number: MFCD00209502
EINECS: 207-428-9
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:07:02

What is 1,4-Cineole?

Chemical properties

1,4-Cineole has a light and mild camphoraceous odor and a cool, mildly spice-like flavor.

Occurrence

Reported present in Piper cubeba, lime peel oil, apricot, cardamom (Eleteria cardamomun Maton), orange juice, grapefruit juice, laurel (Laurus nobilis L), rosemary and mastic gum leaf oil. It is also present in various essential oils; Boldea fragrans Juss., Xanthoxylum rhetsa D.C. and Ormenis multicaulis.

The Uses of 1,4-Cineole

Apart from the academic interest related to the olfactory similarity or dissimilarity) of isomer chemicals, there is not much interest in this chemical. It is not nearly as readily available as its isomer, Eucalyptol.

Definition

ChEBI: 1,4-cineole is an oxabicycloalkane consisting of p-menthane with an epoxy bridge across positions 1 and 4. It has a role as a plant metabolite, a fumigant insecticide and a central nervous system depressant. It is a cineole and an oxabicycloalkane.

Taste threshold values

Taste characteristics at 40 ppm: cooling, minty, menthol-like, green and herbal, with a terpy and camphoraceous nuance.

General Description

1,4-Cineole is present in eucalyptus oil. It activated both human TRPA1 (a sensor of noxious cold) and human TRPM 8 (a thermosensitive receptor). It is a natural monoterpene that inhibits plant growth.

Synthesis

Its structure has been confirmed through synthesis.*

Properties of 1,4-Cineole

Melting point:	-46 °C (lit.)
Boiling point:	65 °C/16 mmHg (lit.)
Density	0.887 g/mL at 25 °C (lit.)
refractive index	n20/D 1.445(lit.)
FEMA	3658 \| 1,4-CINEOLE
Flash point:	118 °F
storage temp.	Store at -20°C
Water Solubility	Slightly soluble in water
solubility	Almost insoluble in water, soluble in alcohol and oils. DMSO: 125 mg/mL (810.37 mM)
form	Liquid
form	neat
color	Colorless to Almost colorless
Odor	Cool, somewhat spicy-herbaceous taste
JECFA Number	1233
BRN	104974
CAS DataBase Reference	470-67-7(CAS DataBase Reference)
NIST Chemistry Reference	7-Oxabicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)-(470-67-7)
EPA Substance Registry System	1,4-Cineole (470-67-7)

Safety information for 1,4-Cineole

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02
GHS Hazard Statements	H226:Flammable liquids
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P370+P378:In case of fire: Use … for extinction.