(−)-Isolongifolene - ≥98%(GC), sum of enantiomers , CAS No.1135-66-6

CAS: 1135-66-6 Cat. No.: I465381 Formula: C₁₅H₂₄ Molecular Weight: 204.35 EC Number: 214-494-2

GRADE & PURITY ≥98%(GC), sum of enantiomers

Synonyms

Tox21_302253 | (-)-Isolongifolene | 2H-2alpha,4aalpha-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (+/-)- | 2H-2.ALPHA.,4A.ALPHA.-METHANONAPHTHALENE, 1,3,4,5,6,7-HEXAHYDRO-1,1,5,5-TETRAMETHYL-, (+/-)- | NCGC00255851-01 | 2H-2,4a-Methano

Storage

Room temperature

Overview

Description

(-)-Isolongifolene is a sesquiterpene that can be found in pine cone and Japanese cedar essential oils.(-)-Isolongifolene may be used in the preparation of (-)-isolongifolenone, a potent insect repellent.

Specifications

Synonyms

Tox21_302253 | (-)-Isolongifolene | 2H-2alpha,4aalpha-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (+/-)- | 2H-2.ALPHA.,4A.ALPHA.-METHANONAPHTHALENE, 1,3,4,5,6,7-HEXAHYDRO-1,1,5,5-TETRAMETHYL-, (+/-)- | NCGC00255851-01 | 2H-2,4a-Methano

Specifications & Purity

≥98%(GC), sum of enantiomers

Storage

Room temperature

Action Type

INHIBITOR

Note

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

Purity

≥98%(GC)

Names and Identifiers

Canonical Smiles

CC1(CCC=C2C13CCC(C3)C2(C)C)C

IUPAC Name

(1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undec-5-ene

InChIKey

CQUAYTJDLQBXCQ-NHYWBVRUSA-N

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

Isomeric SMILES

CC1(CCC=C2[C@@]13CC[C@@H](C3)C2(C)C)C

WGK Germany

3

UN Number

2319

Packing Group

III

Molecular Weight

204.35

Reaxy-Rn

2044267

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2044267&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Sesquiterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Polycyclic hydrocarbons Cyclic olefins Unsaturated aliphatic hydrocarbons
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Longifolane or isolongifolane sesquiterpenoid - Sesquiterpenoid - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Flash Point(°F): 120.2 °F
• Flash Point(°C): 49 °C
• Boil Point(°C): 255-256° C
• Molecular Weight: 204.350 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.188 Da
• Monoisotopic Mass: 204.188 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 332.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1