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22134

Sigma-Aldrich

(+)-β-Cedrene

≥95.0% (sum of enantiomers, GC)

Synonym(s):

(1S,2R,5S)-8-Methylene-2,6,6-trimethyltricyclo[5.3.1.01.5]undecane

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About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
546-28-1
Molecular Weight:
204.35
Beilstein:
2244722
EC Number:
208-898-8
MDL number:
MFCD00043428
UNSPSC Code:
12352002
PubChem Substance ID:
329752260
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]/D 11.5 to 14.5°, c = 1 in chloroform

refractive index

n20/D 1.502

bp

263-264 °C (lit.)

density

0.932 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

[H][C@]1(C2=C)C(C)(C)[C@@](CC[C@H]3C)([H])[C@]3(CC2)C1

InChI

1S/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/t11-,12+,13+,15+/m1/s1

InChI key

DYLPEFGBWGEFBB-OSFYFWSMSA-N

Related Categories

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Renewable high density fuels containing tricyclic sesquiterpanes and alkyl diamondoids
Harrison KW and Harvey BG
Sustainable Energy & Fuels, 1(3), 467-473 (2017)
Use of a highly effective intramolecular Pauson-Khand cyclisation for the formal total synthesis of (?)-α-and β-cedrene by preparation of cedrone
Crawford JJ, et al.
Tetrahedron, 62(49), 11360-11370 (2006)
Formal Total Synthesis of (?)-α-and β-Cedrene by Preparation of Cedrone. Construction of the Tricyclic Carbon Skeleton by the Use of a Highly Efficient Intramolecular Khand Annulation
Kerr WJ, et al.
Organic Letters, 3(19), 2945-2948 (2001)

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