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Allyloxytrimethylsilane, also known as 3-(Trimethylsiloxy)propene, is a clear colorless liquid with unique chemical properties. It is a versatile compound that finds applications in various industries due to its ability to form metalated dienes through an isomerization-elimination sequence and its role in the synthesis of trimethylsilyl protected (3-hydroxypropyl)-trimethoxysilane.

18146-00-4

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18146-00-4 Usage

Uses

Used in Chemical Synthesis:
Allyloxytrimethylsilane is used as a key intermediate in the synthesis of metalated dienes via an isomerization-elimination sequence. This application is crucial for the development of various organic compounds and materials.
Used in the Preparation of Electrical Materials:
Allyloxytrimethylsilane is used as a precursor in the preparation of electrical materials, such as organic light-emitting diodes (OLED). Its unique properties contribute to the development of advanced electronic devices with improved performance and efficiency.
Used in the Pharmaceutical Industry:
Allyloxytrimethylsilane is utilized in the pharmaceutical industry for the synthesis of trimethylsilyl protected (3-hydroxypropyl)-trimethoxysilane, which is an essential component in the development of various drugs and pharmaceutical products.

Check Digit Verification of cas no

The CAS Registry Mumber 18146-00-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,4 and 6 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 18146-00:
(7*1)+(6*8)+(5*1)+(4*4)+(3*6)+(2*0)+(1*0)=94
94 % 10 = 4
So 18146-00-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H14OSi/c1-5-6-7-8(2,3)4/h5H,1,6H2,2-4H3

18146-00-4 Well-known Company Product Price

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  • TCI America

  • (A0927)  Allyloxytrimethylsilane  >97.0%(GC)

  • 18146-00-4

  • 25mL

  • 425.00CNY

  • Detail
  • Alfa Aesar

  • (H53443)  Allyloxytrimethylsilane, 99%   

  • 18146-00-4

  • 5g

  • 171.0CNY

  • Detail
  • Alfa Aesar

  • (H53443)  Allyloxytrimethylsilane, 99%   

  • 18146-00-4

  • 25g

  • 644.0CNY

  • Detail
  • Alfa Aesar

  • (H53443)  Allyloxytrimethylsilane, 99%   

  • 18146-00-4

  • 100g

  • 2057.0CNY

  • Detail

18146-00-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name trimethyl(prop-2-enoxy)silane

1.2 Other means of identification

Product number -
Other names Allyl trimethylsilyl ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18146-00-4 SDS

18146-00-4Relevant academic research and scientific papers

Immobilization of biomolecules via ruthenium-catalyzed functionalization of the surface of silica with a vinylsilane

Hreczycho, Grzegorz,Chmielewski, Marcin K.,MacIejewski, Hieronim,Ratajczak, Tomasz,Marciniec, Bogdan

, p. 3605 - 3608 (2013)

A new ruthenium complex catalyzed procedure for the efficient O-silylation of an SiO-H group on the silica surface of glass beads with controlled pores (CPG) using 1-trimethylsiloxy-3-dimethylvinylsilylpropane leading to Si-O-Si bond formation with the evolution of ethylene is described. The formed linker contains alkyl hydroxyl groups which can be reacted with a nucleoside phosphoramidite unit. The CPG support containing alkyl hydroxyl groups is successfully applied in automatic chemical synthesis of DNA fragments.

Synthesis of bifunctional disiloxanes: Via subsequent hydrosilylation of alkenes and alkynes

Szyling, Jakub,Januszewski, Rafa?,Jankowska, Kamila,Walkowiak, J?drzej,Kownacki, Ireneusz,Franczyk, Adrian

, p. 4504 - 4507 (2021)

The first protocol for the synthesis of unsymmetrical bifunctional 1,1,3,3-tetramethyldisiloxane derivatives via subsequent hydrosilylation of alkenes and alkynes is presented. The methodology described has vast functional group tolerance and is extremely efficient towards the formation of novel disiloxane-based building blocks.

Synthesis and photophysical properties of a new BODIPY-based siloxane dye

Pakhomov, Alexey A.,Kononevich, Yuriy N.,Stukalova, Maria V.,Svidchenko, Evgeniya A.,Surin, Nikolay M.,Cherkaev, Georgy V.,Shchegolikhina, Olga I.,Martynov, Vladimir I.,Muzafarov, Aziz M.

supporting information, p. 979 - 982 (2016/02/18)

A fluorescent dye comprising four BODIPY derivatives conjugated to a cyclotetrasiloxane core was synthesized by consecutive hydrosilylation and esterification reactions. Photophysical properties of the dye in various organic solvents were investigated. It was shown that due to a fourfold extinction coefficient increase and a moderate quantum yield decrease the brightness of the tetra-BODIPY dye in low-polarity solvents, calculated per molecule, increased 3 times when compared to mono-BODIPY. By contrast, in polar solvents there was a dramatic drop in brightness apparently associated with intramolecular interactions of the low-polar BODIPY chromophores.

Microwave-assisted synthesis of 1,3-bis(3-hydroxypropyl)-1,1,3,3-tetramethyldisiloxane

Cheng, Xitao,Li, Wenhong,Zhang, Cunshe,Huang, Fangfang,Wang, Qianjin,Zhou, Kui

, p. 567 - 571 (2016/01/20)

1,3-Bis(3-hydroxypropyl)-1,1,3,3-tetramethyldisiloxane was synthesized under microwave irradiation. The structure of the compound was analyzed by infrared spectroscopy, nuclear magnetic resonance hydrogen spectroscopy and gas chromatography. The optimal reaction condition was obtained by the single factor method. Under the optimal condition, the overall yield could reach 83.9 % and the purity of 1,3-bis(3-hydroxypropyl)-1,1,3,3-tetramethyldisiloxane was 99.1 %. It is found that under microwave radiation the reactions are very rapid with good yield, better quality and less time is required for the completion of the reaction.

FUNCTIONALIZED SILANES AND ELECTROLYTE COMPOSITIONS AND ELECTROCHEMICAL DEVICES CONTAINING THEM

-

Page/Page column 28, (2016/04/26)

Described are compounds of the structure R4-a-Si-(Sp-Y)a-Zb, wherein "a" is integer from 1 to 4; "b" is an integer from 0 to (3 x a); "Z," which is absent when "b "R" or formula (II), wherein each "R" is halogen, C1-6 linear or branched alkyl, alkenyl, or alkynyl or C1-6 linear or branched halo-alkyl, halo-alkenyl, or halo-alkynyl; each "Sp" C1-15 linear or branched alkylenyl or CMS linear or branched halo-alkylenyl; and each "Y" an organic polar group. Also described are electrolyte compositions containing one or more of these compounds.

A 2 - ((4R, 6S) - 6-substituted methyl-2-substituent -1,3-dioxane-4-yl) acetate preparation method

-

Paragraph 0070; 0071, (2017/02/24)

The invention relates to a method for preparing 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. The method comprises the following steps: by utilizing substituted ethylene and 3,3-dialkoxy propionate or 3-alkoxy acrylate, preparing 2-((4R, 6S)-6-substituted methyl-2-ester group methyl-1,3-dioxane-4-yl) acetate under catalysis of a Lewis acid; and preparing ethyl 2-((4R, 6S)-6-chloromethyl-2-substituted phenyl-1,3-dioxane-4-yl) acetate through hydrolysis ring opening and ring formation protection, performing hydrolysis ring opening again, performing ring formation protection with a carbonyl compound X or glycol XI thereof, and thus obtaining 2-((4R, 6S)-6-substituted methyl-2-substituent group-1,3-dioxane-4-yl) acetate. A chiral center is established by utilizing an equatorial bond stable form of a six-membered ring chair structure, and a chiral auxiliary reagent is not additionally used. The raw materials are readily available, the reaction process is short, asymmetric reduction of carbonyl is avoided, flammable and combustible reducing agents are not used, and the preparation method is easy, convenient, environment-friendly and suitable for large-scale industrial production.

Room-Temperature Gold-Catalysed Arylation of Heteroarenes: Complementarity to Palladium Catalysis

Cresswell, Alexander J.,Lloyd-Jones, Guy C.

supporting information, p. 12641 - 12645 (2016/08/30)

Tailoring of the pre-catalyst, the oxidant and the arylsilane enables the first room-temperature, gold-catalysed, innate C?H arylation of heteroarenes. Regioselectivity is consistently high and, in some cases, distinct from that reported with palladium ca

Preparation of nano silica supported sodium hydrogen sulfate: As an efficient catalyst for the trimethyl, triethyl and t-butyldimethyl silylations of aliphatic and aromatic alcohols in solution and under solvent-free conditions

Abri, Abdolreza,Ranjdar, Somayeh

, p. 929 - 934 (2014/10/16)

Nano silica supported sodium hydrogen sulfate has been prepared by mixing NaHSO4 with activated Nano silicagel. We wish to report a new method for the synthesis of trimethyl (TMS), triethyl (TES) and t-butyldimethyl silyl (TBS) ethers from benzylic, allylic, propargylic alcohols, phenols, naphtholes and some of phenolic drugs in the solution and under solvent-free conditions.

Polystyrene-gallium trichloride complex: A mild, highly efficient, and recyclable polymeric lewis acid catalyst for chemoselective silylation of alcohols and phenols with hexamethyldisilazane

Rahmatpour, Ali,Vakili, Ali,Azizian, Setare

, p. 443 - 451 (2013/12/04)

Polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this he

Synthesis of acylsilanes via nickel-catalyzed reactions of α-hydroxyallylsilanes

Reddy, Gangireddy PavanKumar,Reddy, J. Satyanarayana,Das, Saibal,Roisnel, Thierry,Yadav, Jhillu S.,Chandrasekhar, Srivari,Gree, Rene

supporting information, p. 1524 - 1527 (2013/06/27)

The redox isomerization processes and tandem isomerization-aldolization reactions, mediated by nickel catalysts, offer new versatile entries to acylsilanes. For the second reaction, high diastereoselectivities, up to 98:2, have been obtained with bulky substituents on silicon.

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