Phenol, 2-bromo-6-(trimethylsilyl)-

Base Information

• Chemical Name: Phenol, 2-bromo-6-(trimethylsilyl)-
• CAS No.: 58144-49-3
• Molecular Formula: C9H13BrOSi
• Molecular Weight: 245.191
• DSSTox Substance ID: DTXSID70475347
• Wikidata: Q82305814

Synonyms:Phenol, 2-bromo-6-(trimethylsilyl)-;58144-49-3;SCHEMBL5090209;DTXSID70475347

Chemical Property of Phenol, 2-bromo-6-(trimethylsilyl)-

Chemical Property:

• Boiling Point: 239.8±25.0 °C(Predicted)
• PSA: 20.23000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 2.69990
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 243.99190
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenol, 2-bromo-6-(trimethylsilyl)-

There total 3 articles about Phenol, 2-bromo-6-(trimethylsilyl)- 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%

chloro-trimethyl-silane (75-77-4) + 2,6-dibromophenol (608-33-3) → 2-bromo-6-(trimethylsilyl)phenol (58144-49-3)

Guidance literature:

chloro-trimethyl-silane; 2,6-dibromophenol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 4h;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 5h; Further stages.;

DOI:10.1039/b609604b

Reference yield: 76.0%

2,6-dibromophenol O-trimethylsilyl ether (58144-45-9) → 2-bromo-6-(trimethylsilyl)phenol (58144-49-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; Flow reactor;

DOI:10.1021/ol500959e

Reference yield:

2,6-dibromophenol O-trimethylsilyl ether (58144-45-9) → 2-bromo-6-(trimethylsilyl)phenol (58144-49-3) + 2,6-bis(trimethylsilyl)phenol (18036-71-0)

Guidance literature:

With n-butyllithium; In diethyl ether; Flow reactor;

DOI:10.1021/ol500959e

upstream raw materials:

2,6-dibromophenol O-trimethylsilyl ether

chloro-trimethyl-silane

2,6-dibromophenol

Downstream raw materials:

{3-bromo-2-[(trimethylsilyl)oxy]phenyl}trimethylsilane

2-bromo-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

1-(4-methoxyphenyl)-4-(trimethylsilyl)-1H-benzo[d]triazole

1-(4-methoxyphenyl)-7-(trimethylsilyl)-1H-benzo[d]triazole

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