4-Methyl-2-(trimethylsilyl)phenol

Base Information

• Chemical Name: 4-Methyl-2-(trimethylsilyl)phenol
• CAS No.: 58933-96-3
• Molecular Formula: C10H16OSi
• Molecular Weight: 180.322
• DSSTox Substance ID: DTXSID00591605
• Wikidata: Q82485406
• Mol file: 58933-96-3.mol

Synonyms:4-Methyl-2-(trimethylsilyl)phenol;58933-96-3;SCHEMBL2016957;DTXSID00591605

Chemical Property of 4-Methyl-2-(trimethylsilyl)phenol

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 180.097041664
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)[Si](C)(C)C

Technology Process of 4-Methyl-2-(trimethylsilyl)phenol

There total 5 articles about 4-Methyl-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: 89.0%

(2-bromo-4-methylphenoxy)trimethylsilane → 4-methyl-2-(trimethylsilyl)phenol (58933-96-3)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 0.0166667h; Flow reactor;

DOI:10.1021/ol500959e

Reference yield: 79.0%

chloro-trimethyl-silane (75-77-4) + 2-bromo-p-cresol (6627-55-0) → 4-methyl-2-(trimethylsilyl)phenol (58933-96-3)

Guidance literature:

chloro-trimethyl-silane; 2-bromo-p-cresol; With triethylamine; In tetrahydrofuran; at 20 ℃; for 8h; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201803889

Reference yield:

2-bromo-p-cresol (6627-55-0) + lithium hexamethyldisilazane (4039-32-1) → 4-methyl-2-(trimethylsilyl)phenol (58933-96-3)

Guidance literature:

In tetrahydrofuran; at 70 ℃; for 2h;

DOI:10.1016/j.tetlet.2019.04.033

upstream raw materials:

chloro-trimethyl-silane

2-bromo-p-cresol

lithium hexamethyldisilazane

p-cresol

Downstream raw materials:

C₁₀H₁₆O₂Si

tert-butyl (1-methyl-4-oxo-3-(trimethylsilyl)cyclohexa-2,5-dien-1-yl) malonate

4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1-benzyl-6-methyl-1H-benzo[d][1,2,3]triazole