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61770

Sigma-Aldrich

(+)-Ledene

≥95.0% (sum of enantiomers, GC)

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Synonym(s):
(1S,2R,4R,11R)-3,3,7,11-Tetramethyltricyclo[6.3.0.02.4]undec-7-ene
Empirical Formula (Hill Notation):
C15H24
CAS Number:
21747-46-6
Molecular Weight:
204.35
Beilstein:
2554786
EC Number:
244-565-3
MDL number:
MFCD00042613
UNSPSC Code:
12352002
PubChem Substance ID:
57651865
NACRES:
NA.22

Assay

≥95.0% (sum of enantiomers, GC)

optical activity

[α]20/D +68±2°, c = 10% in ethanol

refractive index

n20/D 1.504

bp

268-270 °C (lit.)

density

0.927 g/mL at 20 °C (lit.)

SMILES string

C[C@@H]1CCC2=C(C)CC[C@@H]3[C@H]([C@H]12)C3(C)C

InChI

1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13-,14-/m1/s1

InChI key

WGTRJVCFDUCKCM-FMKGYKFTSA-N

General description

(+)-Ledene is a naturally occurring sesquiterpene that can be prepared from (+)-aromadendrene via isomerization.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Chemistry of (+)-aromadendrene. Part 6: Rearrangement reactions of ledene, isoledene and their epoxides.
Moreno-Dorado FJ, et al.
Tetrahedron, 59(39), 7743-7750 (2003)
Nurhayat Tabanca et al.
Biomolecules, 10(5) (2020-05-02)
The Mediterranean fruit fly, Ceratitis capitata (Wiedemann) (Diptera: Tephritidae) poses a major threat to fruit and vegetable production in the United States and throughout the world. New attractants and detection methods could improve control strategies for this invasive pest. In

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