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Merck
CN

446955

Sigma-Aldrich

烯丙基三甲氧基硅烷

95%

别名:

Trimethoxy-2-propen-1-ylsilane, trimethoxy-2-propenylsilane

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关于此项目

线性分子式:
H2C=CHCH2Si(OCH3)3
化学文摘社编号:
分子量:
162.26
Beilstein:
2350745
EC 号:
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

95%

表单

liquid

折射率

n20/D 1.405 (lit.)

沸点

146-148 °C (lit.)

密度

0.963 g/mL at 25 °C (lit.)

SMILES字符串

CO[Si](CC=C)(OC)OC

InChI

1S/C6H14O3Si/c1-5-6-10(7-2,8-3)9-4/h5H,1,6H2,2-4H3

InChI key

LFRDHGNFBLIJIY-UHFFFAOYSA-N

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应用

Allyltrimethoxysilane is an allylating reagent that can be used for the allylation of carbonyl compounds such as aldehydes, ketones, and imines. Homoallylic alcohols and amines are obtained via the C-C bond forming reaction. It can also be used to synthesize homoallylic α-branched amines from aromatic and aliphatic aldehyde hydrazones, and ketone hydrazones.

象形图

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警示用语:

Warning

危险分类

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

靶器官

Respiratory system

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

114.8 °F - closed cup

闪点(°C)

46 °C - closed cup

个人防护装备

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

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Shingo Yamasaki et al.
Journal of the American Chemical Society, 124(23), 6536-6537 (2002-06-06)
A general and mild catalytic allylation of carbonyl compounds, applicable to aldehydes, ketones, and imines is developed using allyltrimethoxysilane as the allylating reagent. The reaction proceeds smoothly with 1-10 mol % of CuCl and TBAT in THF at ambient temperature.
Allyltrimethoxysilane addition to N-acylhydrazones: Two catalytic methods employing CuCl and fluoride
Ding H and Friestad GK
Synthesis, 2004(13), 2216-2221 (2004)
Hisashi Yamamoto et al.
Chemistry, an Asian journal, 2(6), 692-698 (2007-05-25)
Recently, there have been some reports on the use of allyltrimethoxysilane for enantioselective allylation with various metal fluorides or a combination of chiral complex and fluoride anion. These reactions can be applied not only to aldehydes but also to ketones

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