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446955

Allyltrimethoxysilane

Name: Allyltrimethoxysilane
Brand: ALDRICH

95%

Synonym(s):

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

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About This Item

Linear Formula:

H₂C=CHCH₂Si(OCH₃)₃

CAS Number:

2551-83-9

Molecular Weight:

162.26

UNSPSC Code:

12352103

NACRES:

NA.22

PubChem Substance ID:

24868309

EC Number:

219-855-8

Beilstein/REAXYS Number:

2350745

MDL number:

MFCD00053865

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Properties

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.)

SMILES string

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

Description

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.

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pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H315,H319,H335

pcodes

P210 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

Regulatory Information

危险化学品

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A general catalytic allylation using allyltrimethoxysilane.

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.

Global Trade Item Number

SKU	GTIN
446955-5ML	04061838127808
446955-25ML	04061832286426