62638
(+)-α-Longipinene
≥97.0% (sum of enantiomers, GC)
Synonym(s):
(1R,2S,7R,8R)-2,6,6,9-Tetramethyltricyclo[5.4.0.02.8]undec-9-ene
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About This Item
Empirical Formula (Hill Notation):
C15H24
CAS Number:
Molecular Weight:
204.35
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
Assay:
≥97.0% (sum of enantiomers, GC)
Form:
liquid
assay
≥97.0% (sum of enantiomers, GC)
form
liquid
optical activity
[α]20/D +25±1°, neat
refractive index
n20/D 1.493
bp
244-246 °C (lit.)
density
0.915 g/mL at 20 °C (lit.)
storage temp.
2-8°C
SMILES string
[H][C@@]12CC=C(C)[C@@]3([H])[C@@]1([H])C(C)(C)CCC[C@]23C
InChI
1S/C15H24/c1-10-6-7-11-13-12(10)15(11,4)9-5-8-14(13,2)3/h6,11-13H,5,7-9H2,1-4H3/t11-,12+,13+,15-/m1/s1
InChI key
HICYDYJTCDBHMZ-UKTARXLSSA-N
Application
(+)-α-Longipinene can be used as a starting material for the synthesis of new terpenoids, (+)-(5S)-5,12-dihydroxy-α-longipinene, (-)-(5R)-5,12-dihydroxy-α-longipinene, and (+)-12-hydroxy-α-longipinen-5-one by oxidation reaction using Aspergillus niger as a biocatalyst. It can be oxidized using lead tetraacetate into tertiary alcohol, longi-cis-verbenol, longi-trans-verbenol, longi-cis-β-crysanthenol, longiverbenone, longi-trans- β -crysanthenol, 2 β,3 β -dihydroxylongipinane, 4 α,8-dihydroxy- α -Iongipinene, and 4 β,8-dihydroxy- α -longipinene.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
197.6 °F - closed cup
flash_point_c
92 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Regioselective oxidation of (+)-α -longipinene by Aspergillus niger
Sakata K and Miyazawa M
Journal of Oleo Science, 59(5), 261-265 (2010)
Novel sesquiterpene alcohol prepared from the oxidation of α -longipinene with lead tetraacetate
Iwamuro H, et al.
Agricultural and Biological Chemistry, 47(7), 1637-1638 (1983)
Ramona Makarow et al.
Scientific reports, 10(1), 5194-5194 (2020-04-07)
Explorative experiments were done to figure out differences in the emission of volatile organic compounds (VOCs) of not infested trees and trees infested by Anoplophora glabripennis (Asian longhorn beetle, ALB), a quarantine pest. Therefore, VOCs from some native insect species
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 10830-100G | 04061835365364 |
| 10830-25G | 04061835365371 |
| A9788-1G | 04061833412435 |
| 62638-250MG-F | 04061832708249 |