58924

(−)-Isolongifolene

≥98.0% (sum of enantiomers, GC)

• Synonym(s): (1R)-2,2,7,7-Tetramethyltricyclo[6.2.1.0^1.6]undec-5-ene
• Empirical Formula (Hill Notation): C₁₅H₂₄
• CAS Number: 1135-66-6
• Molecular Weight: 204.35
• Beilstein: 2207559
• EC Number: 214-494-2
• MDL number: MFCD00042616
• UNSPSC Code: 12352200
• PubChem Substance ID: 57651645
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• 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