75056
(+)-瓦伦亚烯
technical, ≥70%
别名:
(3R,4aS,5R)-4a,5-二甲基-3-异丙烯基-1,2,3,4,4a,5,6,7-八氢萘
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关于此项目
经验公式（希尔记法）:
C15H24
化学文摘社编号:
分子量:
204.35
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-047-6
Beilstein/REAXYS Number:
3539153
MDL number:
产品名称
(+)-瓦伦亚烯, technical, ≥70%
InChI key
QEBNYNLSCGVZOH-NFAWXSAZSA-N
InChI
1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1
SMILES string
C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C
grade
technical
assay
≥70%
form
liquid
optical activity
[α]20/D +100±25°, neat
refractive index
n20/D 1.504 (lit.)
bp
274 °C (lit.)
density
0.92 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Quality Level
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Application
（+）-瓦伦烯可作为前体以制备：
- （+）-诺卡酮（倍半萜烯）通过暗单重态氧反应。
- 苯甲酰氧基瓦伦烯通过Kharasch−Sosnovsky烯丙基氧化法与过氧苯甲酸叔丁酯反应。
- （+）-lineariifolianone，一种天然产物。
General description
（+）-瓦伦烯为倍半萜烯，含有十氢化萘骨架和两个含甲基的立体中心。它是柑橘类水果的香气成分。
signalword
Danger
hcodes
Hazard Classifications
Asp. Tox. 1
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
212.0 °F - closed cup
flash_point_c
100 °C - closed cup
ppe
Eyeshields, Gloves
CitAP2. 10 activation of the terpene synthase CsTPS1 is associated with the synthesis of (+)-valencene in 'Newhall'orange.
Shen SL, et al.
Journal of Experimental Botany, 67(14), 4105-4115 (2016)
Synthesis of (+)-Lineariifolianone and Related Cyclopropenone-Containing Sesquiterpenoids
Reber KP, et al.
The Journal of Organic Chemistry, 84(9), 5524-5534 (2019)
One-pot synthesis of (+)-nootkatone via dark singlet oxygenation of valencene: The triple role of the amphiphilic molybdate catalyst
Hong B, et al.
Catalysts, 6(12), 184-184 (2016)
Optimization by Response Surface Methodology (RSM) of the Kharasch-Sosnovsky Oxidation of Valencene
Garcia-Cabeza AL, et al.
Organic Process Research & Development, 19(11), 1662-1666 (2015)
One-Pot Synthesis of (+)-Nootkatone via Dark Singlet Oxygenation of Valencene: The Triple Role of the Amphiphilic Molybdate Catalyst.
Hong B, et al.
Catalysts, 6(12), 184-184 (2016)
实验方案
-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene
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