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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
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
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.
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.
Tetrahedron Letters, 41(15), 2529-2532 (2000)
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.
Green Chemistry, 11(12), 1968-1972 (2009)
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