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(+)-longifolene

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Origin: China

CasNo: 475-20-7

specification: 99%min

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  • Products Specification
  • Description
  • Property

    CAS No.: 475-20-7 Formula: C15H24 Molecular Weight: 204.35100

    Description

    Longifolene is the common (or trivial) chemical name of a naturally occurring, oily liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.); Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73°. The other enantiomer (optical rotation −42.73°) is found in small amounts in certain fungi and liverworts.
    Longifolene is used in organic synthesis for the preparation of dilongifolylborane, a chiral hydroborating agent.
    Longifolene is also one of two most abundant aroma constituents of lapsang souchong tea, because the tea is smoked over pine fires.

    Basic Info

    Chemical Name (+)-longifolene
    Synonyms

    1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1α,3aβ,4α,8aβ)]-;
    LONGIFOLENE;
    Kuromatsuen;
    (1S,3aR,4S,8aS)-decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene;
    Junipen;
    (+)-longifollene;
    Kuromatsuene;
    (+)-Longofolene;
    (+)-LONGIFOLENE;
    8abeta)]-4alpha;
    Junipene;
    D-longifolene;
    (+)-Longifolen;

    CAS No. 475-20-7
    Molecular Formula C15H24
    Molecular Weight 204.35100
    PSA 0.00000
    LogP 4.41500

    Properties

    Appearance & Physical State Light-yellowish oil-shaped liquid
    Density 0.928
    Boiling Point 254ºC (706 mmHg)
    Flash Point 101ºC
    Refractive Index 1.505
    Storage Condition 2-8ºC
    Vapor Pressure 0.0312mmHg at 25°C

    Safety Info

    RTECS PB7724500
    WGK Germany 2

    Synthesis Route

    Sodium cyanide+[(1R,2S,7R,8S,9R)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]acetonitrile+(+)-longifolene
    1,4-methanoazulen-9-ol, decahydro-1,5,5,8α-tetramethyl-(1R,3αR,4S,8αS,9S)-(+)-longifolene
    (-)-ISOLONGIFOLOL(+)-longifolene

    Precursor

    Longifolol-acetat
    1,4-methanoazulen-9-ol, decahydro-1,5,5,8α-tetramethyl-(1R,3αR,4S,8αS,9S)-

    Sodium cyanide

    Downstream Product

    Isolongifolene
    fluorene
    (-)-Alloisolongifolene
    1H-indene

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