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Home > Encyclopedia > 4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane

4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane

4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane structure

4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane 

structure
  • CAS No:

    13877-94-6

  • Formula:

    C15H24O

  • Chemical Name:

    4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane

  • Synonyms:

    5-Oxatricyclo[8.2.0.04,6]dodecane,4,12,12-trimethyl-9-methylene-;4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane;4,5-Epoxy-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undecane

Description

Solid


Solid


Caryophyllene epoxide is a sesquiterpenoid.

4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane Basic Attributes

220.35046

220.35

237-642-8

Characteristics

12.5

3.6

Solid

63.5 - 64 °C

279.68°C.@760.00mmHg(est)

Insoluble in water; Soluble in fat

Safety Information

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 10 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

BETA-CARYOPHYLLENE OXIDE WAS IDENTIFIED AS COMPONENTS IN THE ESSENTIAL OIL OBTAINED FROM PEUCEDANUM DHANA SEEDS.|ARTEMISA CAMPESTRIS OIL CONTAINS MONOTERPENES, SESQUITERPENES, & OXIDES, WITH AR-CURCUMENE AND CARYOPHYLLENE OXIDE AS MAIN COMPONENTS.|THE ESSENTIAL OIL & THE NONVOLATILE FRACTION FROM THE HEXANE EXTRACTION OF CHRYSANTHEMUM INDICUM AERIAL PARTS WERE ANALYZED AND FOUND TO INCLUDE BETA-CARYOPHYLLENE OXIDE AS ONE OF THE PRIMARY COMPONENTS.|BETA-CARYOPHYLLENE AND CARYOPHYLLENE EPOXIDE WERE PRESENT IN THE OILS OF BOTH LEOCUS AFRICANUS AND ALVESIA ROSMARINIFOLIA PLANTS.|For more Natural Pollution Sources (Complete) data for (-)-BETA-CARYOPHYLLENE EPOXIDE (33 total), please visit the HSDB record page.

Drug Information

14-HYDROXYCARYOPHYLLENE OXIDE WAS ISOLATED FROM THE URINE OF RABBITS TREATED WITH (-)-CARYOPHYLLENE THE X-RAY CRYSTAL STRUCTURE OF 14-HYDROXYCARYOPHYLLENE (AS ACETATE DERIVATIVE) WAS REPORTED. THE METABOLISM WAS SHOWN TO PROGRESS THROUGH (-)-CARYOPHYLLENE OXIDE SINCE THE LATTER COMPOUND ALSO AFFORDED 14-HYDROXYCARYOPHYLLENE AS A METABOLITE.

4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane

4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane Use and Manufacturing

Uses

POTENTIAL INSECT ATTRACTANT|FRAGRANCE & FLAVORING AGENT

Production

(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1982) PROBABLY GREATER THAN 9.08X10+5 GRAMS

5-Oxatricyclo[8.2.0.04,6]dodecane, 4,12,12-trimethyl-9-methylene-: INACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.|COLLOPS VITTATUS (2.4/TRAP/NIGHT) WAS CAUGHT IN TRAPS CONTAINING CARYOPHYLLENE OXIDE OR MIXTURES CONTAINING THIS COMPOUND.

THE ESSENTIAL OIL OF ARTEMISIA ABSINTHIUM WAS STUDIED USING BOTH THIN-LAYER AND GAS CHROMATOGRAPHY TECHNIQUES. CARYOPHYLLENE OXIDE WAS IDENTIFIED.|ALPINIA ALLUGHAS RHIZOMES YIELDED 0.05% ESSENTIAL OIL BY WATER- AND STEAM-DISTILLATION. COLUMN CHROMATOGRAPHY ON ALUMINA & SILICA GEL AND GAS CHROMATOGRAPHY INDICATED 23.07% CARYOPHYLLENE OXIDE.

Computed Properties

Molecular Weight:220.35
XLogP3:3.6
Hydrogen Bond Acceptor Count:1
Exact Mass:220.182715385
Monoisotopic Mass:220.182715385
Topological Polar Surface Area:12.5
Heavy Atom Count:16
Complexity:330
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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