1-Methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptan

Bezeichnung:1-Methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptan

Englisch Name:1,4-Cineole

CBNumberCB1344024

SummenformelC10H18O

Molgewicht154.25

Synonyma

1-Methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptan

1-Methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptan physikalisch-chemischer Eigenschaften

Schmelzpunkt	-46 °C (lit.)
Siedepunkt	65 °C/16 mmHg (lit.)
Dichte	0.887 g/mL at 25 °C (lit.)
FEMA	3658 \| 1,4-CINEOLE
Brechungsindex	n20/D 1.445(lit.)
Flammpunkt	118 °F
storage temp.	Store at -20°C
Wasserlöslichkeit	Slightly soluble in water
Löslichkeit	Almost insoluble in water, soluble in alcohol and oils. DMSO: 125 mg/mL (810.37 mM)
Aggregatzustand	Liquid
Farbe	Colorless to Almost colorless
Geruch (Odor)	Cool, somewhat spicy-herbaceous taste
Geruchsart	herbal
JECFA Number	1233
BRN	104974
LogP	2.97
CAS Datenbank	470-67-7(CAS DataBase Reference)
NIST chemische Informationen	7-Oxabicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)-(470-67-7)
EPA chemische Informationen	1,4-Cineole (470-67-7)

Sicherheit

Gefahreninformationscode (GHS)

R-Sätze Betriebsanweisung:
R10:Entzündlich.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
Chemische Eigenschaften
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.
Verwenden
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.
Allgemeine Beschreibung
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.
Synthese
Its structure has been confirmed through synthesis.*