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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/REAXYS Number:
2244722
EC Number:
208-898-8
MDL number:
MFCD00043428
UNSPSC Code:
12352002
PubChem Substance ID:
329752260
NACRES:
NA.22

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

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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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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)
Renewable high density fuels containing tricyclic sesquiterpanes and alkyl diamondoids
Harrison KW and Harvey BG
Sustainable Energy & Fuels, 1(3), 467-473 (2017)
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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