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Merck
CN

324663

Sigma-Aldrich

1,4-戊二烯-3-醇

contains 0.4% hydroquinone as stabilizer, ≥96%

别名:

二乙烯基甲醇

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About This Item

线性分子式:
CH2=CHCH(OH)CH=CH2
CAS号:
分子量:
84.12
Beilstein:
1735809
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥96%

形式

liquid

包含

0.4% hydroquinone as stabilizer

折射率

n20/D 1.445 (lit.)

bp

115-116 °C (lit.)

密度

0.865 g/mL at 25 °C (lit.)

SMILES字符串

OC(C=C)C=C

InChI

1S/C5H8O/c1-3-5(6)4-2/h3-6H,1-2H2

InChI key

ICMWSAALRSINTC-UHFFFAOYSA-N

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应用

不对称环氧化反应的原料。
在合成氨基取代的二烯时用作底物,其中通过磺酰胺亲核试剂进行铋催化 SNi 醇置换。
天然产物合成中的有用结构单元。

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 2 - Flam. Liq. 3

WGK

WGK 3

闪点(°F)

89.6 °F

闪点(°C)

32 °C

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

危险化学品

分析证书(COA)

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Chin. J. Chem., 9, 381-381 (1991)
P Andrew Evans et al.
Journal of the American Chemical Society, 125(48), 14702-14703 (2003-12-04)
The enantioselective total synthesis of the annonaceous acetogenin (-)-mucocin (1) was accomplished using a triply convergent 12-step sequence (longest linear sequence) in 13.6% overall yield. This represents the first application of the temporary silicon-tethered (TST) ring-closing metathesis (RCM) cross-coupling reaction
Tetrahedron Asymmetry, 4, 1533-1533 (1993)
Masanori Imai et al.
The Journal of organic chemistry, 69(4), 1144-1150 (2004-02-14)
Intermolecular hydroacylation between salicylaldehydes 1, 26-40 and 1,4-penta- or 1,5-hexadienes 4-13 by Rh-catalyst proceeded under mild reaction conditions to give a mixture of iso- and normal-hydroacylated products 14-25, 41-55, and 57-60. In the hydroacylation reaction, chelation of both salicylaldehyde and
Nakcheol Jeong et al.
Chemical communications (Cambridge, England), (9), 1134-1135 (2004-04-30)
Desymmetrization of the meso dienynes, such as propargyl 1-vinylallyl N-tosylamides (1a-c) and propargyl 1-vinylallyl ethers (1d-e), by asymmetric Pauson-Khand type reaction catalysts was studied. The corresponding vinyl substituted bicyclic pentenones (2 and 3) were obtained with high diastereoselectivity and enantioselectivity.

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