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Merck
CN

62139

Sigma-Aldrich

(-)-芳樟醇

≥95.0% (sum of enantiomers, GC)

别名:

(R)-(-)-3,7-二甲基-1,6-辛二烯-3-醇

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About This Item

线性分子式:
(CH3)2C=CHCH2CH2C(CH3)(OH)CH=CH2
CAS号:
分子量:
154.25
Beilstein:
1721487
EC 号:
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥95.0% (sum of enantiomers, GC)

旋光性

[α]20/D −18±3°, neat

折射率

n20/D 1.4615 (lit.)
n20/D 1.462

沸点

198 °C (lit.)

密度

0.862 g/mL at 20 °C (lit.)

官能团

hydroxyl

SMILES字符串

C\C(C)=C\CC[C@@](C)(O)C=C

InChI

1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1

InChI key

CDOSHBSSFJOMGT-JTQLQIEISA-N

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一般描述

(-)-芳樟醇是一种单萜化合物,主要存在于许多精油中。它具有抗伤害和抗炎活性。

应用

(-)-芳樟醇可用作反应物参与:
  • 通过非对映选择性自由基级联环化,对映选择性地制备蛇孢假壳素二倍半萜
  • 通过 (-)-里哪醇O-三乙基甲硅烷醚进行(-)-5,6-二氢霉素B 的全合成
  • pladienolide B 类似物的全合成

象形图

Exclamation mark

警示用语:

Warning

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

166.3 °F - closed cup

闪点(°C)

74.6 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Total Synthesis of (-)-5, 6-Dihydrocineromycin B
Li, Guozhi, et al.
The Journal of Organic Chemistry, 74(3), 1356-1359 (2009)
Enantioselective synthesis of an ophiobolin sesterterpene via a programmed radical cascade
Brill ZG, et al.
Science (New York, N.Y.), 352(6289), 1078-1082 (2016)
Carolina E Reisenman et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 24(11), 2602-2611 (2004-03-19)
Projection neurons (PNs) with arborizations in the sexually dimorphic "lateral large female glomerulus" (latLFG) in the antennal lobe (AL) of the moth Manduca sexta previously were shown to respond preferentially to antennal stimulation with (+/-)linalool, a volatile compound commonly emitted
Amy L Parachnowitsch et al.
Plant signaling & behavior, 8(1), e22704-e22704 (2012-12-12)
Natural selection is thought to have shaped the evolution of floral scent; however, unlike other floral characters, we have a rudimentary knowledge of how phenotypic selection acts on scent. We found that floral scent was under stronger selection than corolla
Synthesis of a pladienolide B analogue with the fully functionalized core structure
Mu?ller S, et al.
Organic Letters, 13(15), 3940-3943 (2011)

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