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(+)-longifolene

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Origin: China

Cas No: 475-20-7

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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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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