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
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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