546-28-1

Basic information

• Product Name: (+)-BETA-CEDRENE
• Synonyms: 1H-3a,7-Methanoazulene, octahydro-3,8,8-trimethyl-6-methylene-, [3R-(3alpha,3abeta,7beta,8aalpha)]-;7-methanoazulene,octahydro-3,8,8-trimethyl-6-methylene-1h-3[3theta-(3alp;(1S,2R,5S)-8-METHYLENE-2,6,6-TRIMETHYLTRICYCLO[5.3.1.0(1.5)]UNDECANE;(+)-BETA-CEDRENE;BETA-CEDRENE;B-CEDRENE;CEDRENE, B-;[3R-(3alpha,3abeta,7beta,8aalpha)]-octahydro-3,8,8-trimethyl-6-methylene-1H-3a,7-methanoazulene
• CAS NO: 546-28-1
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35
• EINECS: 208-898-8
• Mol File: 546-28-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 263-264 °C(lit.)
• Flash Point: 113℃
• Appearance: /
• Density: 0.932 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0171mmHg at 25°C
• Refractive Index: n20/D 1.502
• Storage Temp.: 2-8°C
• BRN: 2244722
• CAS DataBase Reference: (+)-BETA-CEDRENE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-BETA-CEDRENE(546-28-1)
• EPA Substance Registry System: (+)-BETA-CEDRENE(546-28-1)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 546-28-1(Hazardous Substances Data)

Usage

Uses

(+)-β-Cedrene has been observed in a Edgeworthia tomentosa (Thunb.) Nakai flower essential oil extract, which has shown to display anitmicrobial properties.

General Description

β-Cedrene is a tricyclic sesquiterpene obtained from Juniperus cedrus and Juniperus thurifera. It is the main constituent of cedarwood oil, which is used as a raw material for biofuel development.

InChI:InChI=1/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3

Upstream product

• 75-15-0 carbon disulfide 
• 77-53-2 (+)-cedrol 
• 74-88-4 methyl iodide 
• 372-97-4 farnesyl pyrophosphate 
• 469-61-4 (-)-α-cedrene 
• 77-54-3 (+)-cedryl acetate 

Relevant articles and documents

Studies on intramolecular Cr(0)-promoted [6π+2π] cycloaddition reactions. Synthesis of β-cedrene

Intramolecular metal-promoted [6π+2π] cycloaddition followed by Tl(III)-mediated oxidative ring contraction affords β-cedrene.

Synthesis of angular triquinanes from (+)-β-cedrol

Angular triquinanes such as (+)-silphinan-3,5-dione, silphin-3-en-3,5- dione or 2-bromosilphin-3-en-3,5-dione have been obtained from (+)-β- cedrene in seven steps and an overall yield of 8%.

Olefins by Transition Metal Catalyzed Elimination Reactions from Tertiary Alcohols and Acetates

The elemination reaction of water or acetic acid from tertiary alcohols and acetates is catalyzed by transition metal complexes.Olefins are obtained in high yields with catalyst dependent regioselectivity. β-Cedrene 6b can be prepared as major product from cedryl acetate 5.Key Words: Catalytic elimination; olefin formation; molybdenum catalysts; regioselectivity; α- and β-cedrene