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Merck
CN

22135

Sigma-Aldrich

(+)-雪松醇

≥99.0% (sum of enantiomers, GC)

别名:

(1S,2R,5S,7R,8R)-2,6,6,8-四甲基三环[5.3.1.01.5]十一烷-8-醇

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关于此项目

经验公式(希尔记法):
C15H26O
化学文摘社编号:
分子量:
222.37
Beilstein:
2206347
EC 号:
MDL编号:
UNSPSC代码:
12352212
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

≥99.0% (sum of enantiomers, GC)

表单

solid

旋光性

[α]20/D +10.5±1°, c = 5% in chloroform

沸点

273 °C (lit.)

mp

82-86 °C
86-87 °C (lit.)

官能团

hydroxyl

SMILES字符串

C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@@]3(C)O

InChI

1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1

InChI key

SVURIXNDRWRAFU-OGMFBOKVSA-N

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一般描述

(+)-雪松醇是α-雪松烯的结晶水合产物,雪松烯是雪松木油中发现的倍半萜烯。它可以用作化妆品,洗发水和肥皂中的香料成分,也可以用作非化妆品,例如清洁剂和洗涤剂。(±)雪松醇可以通过烷基环戊二烯的分子内Diels-Alder反应合成。

应用

(+)-雪松醇可用作在酸催化剂存在下使用乙酸酐乙酰化制备乙酸雪松酯的起始原料。它也可以作为通过选择性C-H键官能化全合成稀有八角倍半萜(+)-假茴香苷的前体掺入。

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Catalytic acetylation of (+)-cedrol with heterogeneous catalyst H2SO4/SiO2 under solvent free conditions
Elvia R, et al.
Chemical Intermediates, 1(4), 196-201 (2015)
Kevin Hung et al.
Journal of the American Chemical Society, 138(51), 16616-16619 (2016-12-15)
Illicium sesquiterpenes have been the subject of numerous synthetic efforts due to their ornate and highly oxidized structures as well as significant biological activities. Herein we report the first chemical synthesis of (+)-pseudoanisatin from the abundant feedstock chemical cedrol (∼$50
Mitsuo Miyazawa et al.
Natural product research, 17(5), 313-317 (2003-10-07)
Microbial transformation of (+)-cedrol was investigated by using Staphylococcus epidermidis and found that stereospecific hydroxylation of (+)-cedrol occurred at the C-3 position to form (+)-(3S)-3-hydroxycedrol.
Daiji Kagawa et al.
Planta medica, 69(7), 637-641 (2003-08-05)
It has been reported that cedarwood oil has sedative effects when inhaled. In this study, we evaluated sedative effects of inhaled cedrol, which is a major component of cedarwood oil. Accumulative spontaneous motor activity was significantly decreased in the cedrol-exposed
L Hua et al.
Archives of biochemistry and biophysics, 369(2), 208-212 (1999-09-16)
A cDNA library was prepared from Artemisia annua, and a 129-bp fragment was amplified from this library using primers corresponding to sequences conserved in known dicot sesquiterpene synthases. A 1641-bp open reading frame that encoded a predicted protein 35-38% identical

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