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58924

Sigma-Aldrich

(−)-Isolongifolene

≥98.0% (sum of enantiomers, GC)

Synonym(s):
(1R)-2,2,7,7-Tetramethyltricyclo[6.2.1.01.6]undec-5-ene
Empirical Formula (Hill Notation):
C15H24
CAS Number:
Molecular Weight:
204.35
Beilstein:
2207559
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D −138±2°, c = 1% in ethanol

refractive index

n20/D 1.499

bp

255-256 °C

density

0.930 g/mL at 20 °C (lit.)

SMILES string

CC1(C)CCC=C2C(C)(C)[C@H]3CC[C@@]12C3

InChI

1S/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15-/m0/s1

InChI key

CQUAYTJDLQBXCQ-NHYWBVRUSA-N

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792632515574CDS020611
(−)-Isolongifolene ≥98.0% (sum of enantiomers, GC)

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(−)-Isolongifolene

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assay

≥98.0% (sum of enantiomers, GC)

assay

-

assay

97%

assay

-

refractive index

n20/D 1.499

refractive index

n20/D 1.302

refractive index

n20/D 1.57 (lit.)

refractive index

-

bp

255-256 °C

bp

48.5 °C

bp

221 °C (lit.)

bp

-

density

0.930 g/mL at 20 °C (lit.)

density

1.510 g/mL at 25 °C

density

1.05 g/mL at 25 °C (lit.)

density

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

optical activity

[α]20/D −138±2°, c = 1% in ethanol

optical activity

-

optical activity

-

optical activity

-

General description

(-)-Isolongifolene is a sesquiterpene that can be found in pine cone and Japanese cedar essential oils.

Application

(-)-Isolongifolene may be used in the preparation of (-)-isolongifolenone, a potent insect repellent.

Other Notes

This (-)-isolongifolene has an enantiomeric purity of 93%; it is thus the highest purity material ever offered commercially; the double bond can be epoxidized

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

120.2 °F - closed cup

Flash Point(C)

49 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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