(3,5-Dimethoxyphenyl)(trimethyl)silane

Base Information

• Chemical Name: (3,5-Dimethoxyphenyl)(trimethyl)silane
• CAS No.: 17988-28-2
• Molecular Formula: C11H18O2Si
• Molecular Weight: 210.348
• DSSTox Substance ID: DTXSID90542727
• Wikidata: Q82419477
• Mol file: 17988-28-2.mol

Synonyms:17988-28-2;(3,5-DIMETHOXYPHENYL)TRIMETHYLSILANE;(3,5-Dimethoxyphenyl)(trimethyl)silane;DTXSID90542727;SY329556

Chemical Property of (3,5-Dimethoxyphenyl)(trimethyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.107606347
• Heavy Atom Count: 14
• Complexity: 165

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3,5-Dimethoxyphenyl)(trimethyl)silane

There total 3 articles about (3,5-Dimethoxyphenyl)(trimethyl)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: 97.0%

chloro-trimethyl-silane (75-77-4) + 1-bromo-3,5-dimethoxybenzene (20469-65-2) → 1,3-dimethoxy-5-(trimethylsilyl)benzene (17988-28-2)

Guidance literature:

1-bromo-3,5-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.jpca.6b00447

Reference yield:

N,N-diethyl-2,6-dimethoxy-4-(trimethylsilyl)benzenesulfonamide → 1,3-dimethoxy-5-(trimethylsilyl)benzene (17988-28-2)

Guidance literature:

With bis(acetylacetonate)nickel(II); diisopropylmagnesium; In diethyl ether; at 20 ℃;

DOI:10.1002/anie.200352633

Reference yield:

1-bromo-3,5-dimethoxybenzene (20469-65-2) → 1,3-dimethoxy-5-(trimethylsilyl)benzene (17988-28-2)

Guidance literature:

With n-butyllithium; folgende Umsetzung mit Chlor-trimethyl-silan;

DOI:10.1021/ja01552a070

upstream raw materials:

1-bromo-3,5-dimethoxybenzene

chloro-trimethyl-silane

Downstream raw materials:

phenyl(2-trimethylsilyl-4,6-dimethoxyphenyl)iodonium tosylate

Refernces

• 1、 Barnsley, Jonathan E.,Shillito, Georgina E.,Larsen, Christopher B.,Van Der Salm, Holly,Wang, Lei E.,Lucas, Nigel T.,Gordon, Keith C.. "Benzo[c][1,2,5]thiadiazole Donor-Acceptor Dyes: A Synthetic, Spectroscopic, and Computational Study". . p. 1853 - 1866. Retrieved 2016/04/08.