Silane, trimethylphenoxy-

Base Information

• Chemical Name: Silane, trimethylphenoxy-
• CAS No.: 1529-17-5
• Molecular Formula: C9H14OSi
• Molecular Weight: 166.295
• Hs Code.: 29319090
• European Community (EC) Number: 216-211-8
• UNII: 85E4MFC32D
• DSSTox Substance ID: DTXSID9061758
• Nikkaji Number: J121.730E
• Wikidata: Q72501138
• Mol file: 1529-17-5.mol

Synonyms:Trimethyl(phenoxy)silane;1529-17-5;Phenoxytrimethylsilane;Silane, trimethylphenoxy-;Trimethylphenoxysilane;Phenyl trimethylsilyl ether;Phenol, TMS ether;Trimethylsilylphenoxide;(Trimethylsiloxy)benzene;Phenoxy(trimethyl)silane;phenoxytrimethyl silane;Benzene, ((trimethylsilyl)oxy)-;Phenol, TMS derivative;85E4MFC32D;EINECS 216-211-8;MFCD00053666;C9H14OSi;Phenol trimethylsilyl ether;Phenol, TMS;phenoxy trimethylsilane;trimethyl phenoxysilane;Trimethylsilyl phenyl ether;UNII-85E4MFC32D;SCHEMBL232678;Trimethyl(phenoxy)silane, 97%;DTXSID9061758;STL481811;AKOS009031410;FS-5130;SY041912;CS-0006241;FT-0696941;T3222;EN300-19694;F20397;J-802267

Chemical Property of Silane, trimethylphenoxy-

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 2.67mmHg at 25°C
• Melting Point: -55 °C
• Refractive Index: n20/D 1.478
• Boiling Point: 163.71 °C at 760 mmHg
• Flash Point: 42.756 °C
• PSA: 9.23000
• Density: 0.913 g/cm³
• LogP: 2.90030
• Storage Temp.: Flammables area
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.081391600
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

98% ^*data from raw suppliers

Trimethyl(phenoxy)silane >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=CC=CC=C1
• Uses: Trimethyl(phenoxy)silane can be used as a catalyst for the Friedel-Crafts reaction, which is an organic reaction that converts alkenes into alcohols or epoxides. It can also reacts with hydrochloric acid to give phenol and chloroform. Trimethyl(phenoxy)silane has been shown to have chemical properties similar to those of phenol, such as viscosity, chemical species and resonance spectroscopy properties. It can react with oxygen in the air to form peroxides, so it should be stored in a cool, dry place away from light.

Technology Process of Silane, trimethylphenoxy-

There total 63 articles about Silane, trimethylphenoxy- 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: 96.0%

phenyl (α-phenoxybenzyl)carbamate (74738-97-9) → phenyltrimethylsilyl ether (1529-17-5) + phenyl benzylidenecarbamate (74738-98-0)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In benzene; for 1.5h; Heating;

Reference yield: 85.0%

acetamide O-(trimethylsilyl)oxime (53127-77-8) → phenyltrimethylsilyl ether (1529-17-5) + acetamide oxime (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4)

Guidance literature:

With phenol; at 25 ℃; for 1.5h;

Reference yield: 77.0%

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenyltrimethylsilyl ether (1529-17-5) + phenol (108-95-2,27073-41-2)

Guidance literature:

With bis-trimethylsilanyl peroxide; trifluorormethanesulfonic acid; at 0 ℃; for 0.5h; Product distribution; Mechanism; other arenes or substituted arenes; var. temperatures;

DOI:10.1021/jo00266a041

upstream raw materials:

chloro-trimethyl-silane

phenol

potassium phenolate

sodium phenoxide

Downstream raw materials:

phenyl propionate

(4-hydroxy-phenyl)-acetic acid ethyl ester

methoxybenzene

2-phenyloxy-2-methyl-4H-1,3-benzodioxin-4-one

Refernces

• 1、 Kibardina, L. K.,Pudovik, M. A.,Pudovik, A. N.. "REACTION OF 2-TRIMETHYLSILOXY-1,3,2-OXAZAPHOSPHOLANES WITH PHENOL AND ETHANOL". . p. 892 - 893. Retrieved 1981.
• 2、 Khalili, Mahideh S.,Ghafuri, Hossein,Mojahedi-Jahromi, Samaneh,Hashemi, Mohammed M.. "Simple and practical protocol for the silylation of phenol derivatives using reusable NaHSO4 dispread on silica gel under neutral conditions". . p. 175 - 179. Retrieved 2007.
• 3、 Yam, Chi Ming,Kakkar, Ashok K.. "A Novel Route to Efficient Inorganic Oxide Surface Modifications: Molecularly Self-assembled Linear and Conjugated Alkynyl Thin Film Materials". . p. 907 - 910. Retrieved 1995.
• 4、 Kaiser, Emil Sr.,Picart, Francis,Kubiak, Teresa,Tam, James P.,Merrifield, R. B.. "Selective Deprotection of the Nα-tert-Butyloxycarbonyl Group in Solid Phase Peptide Synthesis with Chlorotrimethylsilane and Phenol". . p. 5167 - 5175. Retrieved 1993.
• 5、 Oladee, Razieh,Zareyee, Daryoush,Khalilzadeh, Mohammad A.. "KF/clinoptilolite NPs: An efficient and heterogeneous catalyst for chemoselective silylation of alcohols and phenols". . p. 731 - 737. Retrieved 2021/03/31.
• 6、 Mohammadiyan, Esmaeel,Ghafuri, Hossein,Kakanejadifard, Ali. "Synthesis and characterization of a bifunctional nanomagnetic solid acid catalyst (Fe3O4@CeO2/SO42?) and investigation of its efficiency in the protection process of alcohols and phenols via hexamethyldisilazane under solvent-free conditions". . p. 171 - 178. Retrieved 2018/09/12.