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Merck
CN

235040

Sigma-Aldrich

1-苯基-1-三甲基硅氧乙烯

98%

别名:

α-(三甲基硅氧基)苯乙烯, 1-苯基-1-三甲硅氧基乙烯

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About This Item

线性分子式:
C6H5C(=CH2)OSi(CH3)3
CAS号:
分子量:
192.33
Beilstein:
1306914
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

蒸汽密度

>1 (vs air)

质量水平

方案

98%

表单

liquid

折射率

n20/D 1.502 (lit.)

沸点

88-89 °C/11 mmHg (lit.)

密度

0.938 g/mL at 25 °C (lit.)

官能团

phenyl

储存温度

2-8°C

SMILES字符串

C[Si](C)(C)OC(=C)c1ccccc1

InChI

1S/C11H16OSi/c1-10(12-13(2,3)4)11-8-6-5-7-9-11/h5-9H,1H2,2-4H3

InChI key

AFFPCIMDERUIST-UHFFFAOYSA-N

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一般描述

1-Phenyl-1-trimethylsiloxyethylene is a styrene type silyl enol ether, reacts with formaldehyde and 2,4-pentanedione to yield the corresponding dihydropyran. It also undergoes Mukaiyama aldol reaction with aldehydes in water in the presence of amphiphilic calix[6]arene derivatives as surfactants.

应用

1-Phenyl-1-trimethylsiloxyethylene has been used in the synthesis of:
  • β-amino ketones in water via Mannich-type reaction
  • cis-2,6-disubstituted dihydropyrans via three-component, one-pot cascade reaction

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

168.8 °F - closed cup

闪点(°C)

76 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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分析证书(COA)

Lot/Batch Number

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Novel one-pot Mannich-type reaction in water: indium trichloride-catalyzed condensation of aldehydes, amines and silyl enol ethers for the synthesis of ?-amino ketones and esters.
Loh T-P and Wei L-L.
Tetrahedron Letters, 39(3), 323-326 (1998)
Calix [6] arene derivatives bearing sulfonate and alkyl groups as surfactants in Sc (OTf)3-catalyzed Mukaiyama aldol reactions in water.
Tian H-Y, et al.
Tetrahedron Letters, 41(15), 2529-2532 (2000)
Robert J Hinkle et al.
Tetrahedron, 65(34), 6834-6839 (2010-02-18)
The rapid synthesis of cis-2,6-disubstituted dihydropyrans is achieved in a three-component, one-pot cascade reaction. BiBr(3)-ediated addition of ketene silyl acetals or silyl enol ethers to beta,gamma-unsaturated cis-4-trimethylsilyl-3-butenal provides a Mukaiyama aldol adduct containing a vinylsilane moiety tethered to a silyl
Catalyst-free aqueous multicomponent domino reactions from formaldehyde and 1, 3-dicarbonyl derivatives.
Gu Y, et al.
Green Chemistry, 11(12), 1968-1972 (2009)

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