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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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About This Item

线性分子式:
H2C=CHCH2Si(OCH3)3
CAS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

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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相关类别

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Allyltrimethoxysilane addition to N-acylhydrazones: Two catalytic methods employing CuCl and fluoride
Ding H and Friestad GK
Synthesis, 2004(13), 2216-2221 (2004)
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.

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