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MilliporeSigma

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

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About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
Molecular Weight:
204.35
Beilstein/REAXYS Number:
2207559
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

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$116.00


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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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This Item
597706213922075
assay

≥98.0% (sum of enantiomers, GC)

assay

≥99.0% (sum of enantiomers, GC)

assay

≥95.0% (sum of enantiomers, GC)

assay

≥98.0% (sum of enantiomers, GC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

bp

255-256 °C

bp

212 °C (lit.)

bp

198 °C (lit.)

bp

262-264 °C (lit.)

density

0.930 g/mL at 20 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

density

0.862 g/mL at 20 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

refractive index

n20/D 1.499

refractive index

n20/D 1.471 (lit.), n20/D 1.472

refractive index

n20/D 1.4615 (lit.), n20/D 1.462

refractive index

n20/D 1.499

optical activity

[α]20/D −138±2°, c = 1% in ethanol

optical activity

[α]20/D −22±0.5°, neat

optical activity

[α]20/D −18±3°, neat

optical activity

[α]20/D −10±1°, neat

General description

(-)-Isolongifolene is a sesquiterpene that can be found in pine cone and Japanese cedar essential oils.[1]

Application

(-)-Isolongifolene may be used in the preparation of (-)-isolongifolenone, a potent insect repellent.[2]

Other Notes

This (-)-isolongifolene has an enantiomeric purity of 93%; it is thus the highest purity material ever offered commercially[3]; the double bond can be epoxidized[4]

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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