Trimethoxy(4-methoxyphenyl)silane

Base Information

• Chemical Name: Trimethoxy(4-methoxyphenyl)silane
• CAS No.: 35692-27-4
• Molecular Formula: C10H16O4Si
• Molecular Weight: 228.32
• Hs Code.: 2931900090
• European Community (EC) Number: 672-664-5
• DSSTox Substance ID: DTXSID00573749
• Nikkaji Number: J867.264D
• Wikidata: Q82462563
• Mol file: 35692-27-4.mol

Synonyms:Trimethoxy(4-methoxyphenyl)silane;35692-27-4;4-METHOXYPHENYLTRIMETHOXYSILANE;trimethoxy-(4-methoxyphenyl)silane;p-methoxyphenyltrimethoxysilane;4-(Trimethoxysilyl)anisole;C10H16O4Si;SCHEMBL1223789;propan-2-ylcarbamoylmethylazanium;(4-methoxyphenyl)trimethoxysilane;DTXSID00573749;ZESWBFKRPIRQCD-UHFFFAOYSA-N;MFCD01861721;T2555;T72356

Chemical Property of Trimethoxy(4-methoxyphenyl)silane

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Refractive Index: 1.476
• Boiling Point: 228.9 °C at 760 mmHg
• Flash Point: 72.3 °C
• PSA: 36.92000
• Density: 1.05 g/cm³
• LogP: 0.78030
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 228.08178552
• Heavy Atom Count: 15
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

Trimethoxy(4-methoxyphenyl)silane >93.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)[Si](OC)(OC)OC

Technology Process of Trimethoxy(4-methoxyphenyl)silane

There total 4 articles about Trimethoxy(4-methoxyphenyl)silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

1-bromo-4-methoxy-benzene (104-92-7) + tetramethylorthosilicate (681-84-5) → triethoxy(4-methoxyphenyl)silane (35692-27-4)

Guidance literature:

1-bromo-4-methoxy-benzene; With hydrogenchloride; iodine; magnesium; In methanol; diethyl ether; Reflux;

tetramethylorthosilicate; In methanol; diethyl ether; at -5 - 23 ℃;

DOI:10.1021/acs.orglett.6b01223

Reference yield:

trimethoxysilane (2487-90-3) + para-iodoanisole (696-62-8) → triethoxy(4-methoxyphenyl)silane (35692-27-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ja001305g

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) + tetramethylorthosilicate (681-84-5) → triethoxy(4-methoxyphenyl)silane (35692-27-4) + dimethoxybis(4-methoxyphenyl)silane

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran; at 20 ℃;

tetramethylorthosilicate; In tetrahydrofuran; at -30 - 20 ℃; for 13h;

DOI:10.1021/jo048667h

upstream raw materials:

methanol

trichloro-(4-methoxyphenyl)silane

trimethoxysilane

para-iodoanisole

Downstream raw materials:

N-(4-methoxyphenyl)benzimidazole

4-methoxylbiphenyl

4,4'-Dimethoxybiphenyl

(4-methoxy-phenyl)-silane

Refernces

• 1、 Manoso, Amy S.,Ahn, Chuljin,Soheili, Arash,Handy, Christopher J.,Correia, Reuben,Seganish, W. Michael,DeShong, Philip. "Improved synthesis of aryltrialkoxysilanes via treatment of aryl Grignard or lithium reagents with tetraalkyl orthosilicates". . p. 8305 - 8314. Retrieved 2007/10/03.
• 2、 Shibata, Koichi,Miyazawa, Kazutoshi,Goto, Yasuyuki. "Preparation of functionalized biaryl compounds via cross-coupling reactions of aryltrialkoxysilanes with aryl bromides". . p. 1309 - 1310. Retrieved 2007/10/03.