2-(Trimethylsilyl)phenol

Base Information

• Chemical Name: 2-(Trimethylsilyl)phenol
• CAS No.: 15288-53-6
• Molecular Formula: C9H14 O Si
• Molecular Weight: 166.295
• Hs Code.: 2931900090
• NSC Number: 96826
• UNII: 4SQQ54B444
• DSSTox Substance ID: DTXSID70934626
• Nikkaji Number: J124.847B
• Mol file: 15288-53-6.mol

Synonyms:2-(Trimethylsilyl)phenol;15288-53-6;2-trimethylsilylphenol;o-(Trimethylsilyl)phenol;Phenol, 2-(trimethylsilyl)-;Phenol, o-(trimethylsilyl)-;Phenol,2-(trimethylsilyl)-;o-Trimethylsilylphenol;NSC-96826;4SQQ54B444;NSC96826;(trimethylsilyl)phenol;2-(trimethylsilyl)phenol?;2-(Trimethylsilyl)phenol #;NCIOpen2_001801;SCHEMBL78717;UNII-4SQQ54B444;DTXSID70934626;UIGHARXPLDWFHA-UHFFFAOYSA-N;AKOS006313373;AB54787;BS-52734;CS-0243969;E85494;EN300-270348

Chemical Property of 2-(Trimethylsilyl)phenol

Chemical Property:

• Vapor Pressure: 0.114mmHg at 25°C
• Boiling Point: 213.2°Cat760mmHg
• Flash Point: 82.7°C
• PSA: 20.23000
• Density: 0.96g/cm³
• LogP: 1.93740
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.081391600
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

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

2-(TRIMETHYLSILYL)PHENOL >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=CC=C1O

Technology Process of 2-(Trimethylsilyl)phenol

There total 33 articles about 2-(Trimethylsilyl)phenol 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: 99.0%

C11H17NO2Si → o-(trimethylsilyl)phenol (15288-53-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 4h;

DOI:10.1021/ol990846b

Reference yield: 96.0%

o-(trimethylsilyl)phenol trimethylsilyl ether (18036-83-4) → o-(trimethylsilyl)phenol (15288-53-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1218631

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + (2-chlorophenoxy)trimethylsilane (17881-65-1) → o-(trimethylsilyl)phenol (15288-53-6)

Guidance literature:

With sodium; In toluene; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ob00885b

upstream raw materials:

o-(trimethylsilyl)phenol trimethylsilyl ether

cyclohexenone

Trimethyl-(2-methylene-cyclopropyl)-silane

1-(Diisopropoxy-phenyl-silanyl)-2-trimethylsilanyl-benzene

Downstream raw materials:

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1-butyl-1,4-dihydro-1,4-epoxynaphthalene

2-(trimethylsilyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

N,N-diisopropylaniline

Refernces

• 1、 Atkinson, Darcy J.,Sperry, Jonathan,Brimble, Margaret A.. "Improved synthesis of the benzyne precursor 2-(trimethylsilyl)phenyl trifluoromethanesulfonate". . p. 911 - 913. Retrieved 2010.
• 2、 Akai, Shuji,Ikawa, Takashi,Masuda, Shigeaki. "One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols". . . Retrieved 2020/03/23.
• 3、 Lei, Meng,Miao, Hang,Wang, Xueyuan,Zhang, Wen,Zhu, Chengjian,Lu, Xiaqiang,Shen, Jian,Qin, Yanru,Zhang, Haoyang,Sha, Sijia,Zhu, Yongqiang. "Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent". . p. 1389 - 1392. Retrieved 2019/04/30.