36601-47-5

Basic information

• Product Name: [(2-Bromophenyl)oxy]trimethylsilane
• Synonyms: [(2-Bromophenyl)oxy]trimethylsilane
• CAS NO: 36601-47-5
• Molecular Formula: C₉H₁₃BrOSi
• Molecular Weight: 0
• Mol File: 36601-47-5.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(2-Bromophenyl)oxy]trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: [(2-Bromophenyl)oxy]trimethylsilane(36601-47-5)
• EPA Substance Registry System: [(2-Bromophenyl)oxy]trimethylsilane(36601-47-5)

Safety Data

• Hazardous Substances Data: 36601-47-5(Hazardous Substances Data)

Upstream product

• 16029-98-4 trimethylsilyl iodide 
• 578-57-4 2-bromoanisole 
• 109-72-8 n-butyllithium 
• 75-77-4 chloro-trimethyl-silane 
• 84998-58-3 Diisopropylphosphinigsaeure-o-bromphenylester 
• 84998-59-4 2-(2-Bromo-phenoxy)-[1,3,2]dioxaphospholane 
• 84998-60-7 2-(2-Bromo-phenoxy)-[1,3,2]dioxarsolane 
• 95-56-7 2-hydroxybromobenzene 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 23647-50-9 BrC₆H₄OSn(C₂H₅)3 
• 107-46-0 Hexamethyldisiloxane 
• 4039-32-1 lithium hexamethyldisilazane 
• 108-95-2 phenol 

Downstream Products

• 15288-53-6 o-(trimethylsilyl)phenol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 57263-24-8 2-[1-hydroxy-2,2,4,4-tetramethyl-3-(4-pyridin-2-yl-piperazin-1-yl)-cyclobutyl]-phenol 
• 1373397-21-7 2-(trimethylsilyl)phenyl imidazol-1-sulfonate 
• 89466-08-0 2-hydroxyphenyl boronic acid 

Relevant articles and documents

Preparation method of hydroxyphenylboronic acid

The invention discloses a preparation method of hydroxyphenylboronic acid, which belongs to the technical field of boric acid synthesis in medical intermediates. The method comprises the following steps: starting from bromophenol, carrying out BOC, trimethylsilyl or benzyl protection, forming a Grignard reagent, reacting with borate, or carrying out one-pot reaction with borate and n-butyllithium,and hydrolyzing to obtain hydroxyphenylboronic acid. According to the invention, cheap and easily available protecting groups are adopted, so that the protecting groups are easy to remove during boronation reaction hydrolysis, industrial amplification is easy to realize, batch production is carried out on the scale of dozens of kilograms, and the process stability is good.

One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols

Benzynes were selectively generated in situ from phenols and trapped regioselectively with potassium hexamethyldisilazide to form primary anilines following acidic workup. The direct conversion of a phenolic hydroxyl group into a free amino group is a useful method for the preparation of primary aryl amines that are hard to synthesize by using coupling reactions involving phenol derivatives with ammonia. Whereas reactions of ortho- and meta-substituted phenols produced meta-substituted anilines exclusively, those of para-substituted phenols provided ortho-silylanilines.

Radical Truce-Smiles reactions on an isoxazole template: Scope and limitations

The use of TiCl3-HCl as promotor in the radical Truce-Smiles reactions of 2-(((3,5-dimethylisoxazol-4-yl)sulfonyl)oxy)benzenediazonium salts has been investigated in detail. During these reactions the desired Truce-Smiles rearrangement (via an ipso-substitution reaction) is accompanied by the formation of a number of by-products including dihydrobenzo[5,6][1,2]oxathiino[3,4-d]isoxazole 4,4-dioxides, dioxidobenzo[e][1,2]oxathiin-3-yl)ethan-1-ones, anilines and chloroaromatics. Replacing TiCl3-HCl by Cu(NO3)2-Cu2O as reductant in these reactions was found to afford broadly comparable product distributions. Competition and radical clock experiments also provide an indication of the relative susceptibility of the isoxazole nucleus towards attack by aryl radicals.