446955
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
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-855-8
Beilstein/REAXYS Number:
2350745
MDL number:
产品名称
烯丙基三甲氧基硅烷, 95%
InChI key
LFRDHGNFBLIJIY-UHFFFAOYSA-N
InChI
1S/C6H14O3Si/c1-5-6-10(7-2,8-3)9-4/h5H,1,6H2,2-4H3
SMILES string
CO[Si](CC=C)(OC)OC
assay
95%
form
liquid
refractive index
n20/D 1.405 (lit.)
bp
146-148 °C (lit.)
density
0.963 g/mL at 25 °C (lit.)
Quality Level
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Application
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
114.8 °F - closed cup
flash_point_c
46 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
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
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)
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