58144-49-3

Basic information

• Product Name: Phenol, 2-bromo-6-(trimethylsilyl)-
• Synonyms: 2-Brom-6-trimethylsilyl-phenol
• CAS NO: 58144-49-3
• Molecular Formula: C9H13BrOSi
• Molecular Weight: 245.191
• Mol File: 58144-49-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 239.8±25.0 °C(Predicted)
• Density: 1.32±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Phenol, 2-bromo-6-(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-bromo-6-(trimethylsilyl)-(58144-49-3)
• EPA Substance Registry System: Phenol, 2-bromo-6-(trimethylsilyl)-(58144-49-3)

Safety Data

• Hazardous Substances Data: 58144-49-3(Hazardous Substances Data)

Upstream product

• 58144-45-9 2,6-dibromophenol O-trimethylsilyl ether 
• 75-77-4 chloro-trimethyl-silane 
• 608-33-3 2,6-dibromophenol 

Downstream Products

• 97391-18-9 2,6-bis(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1426579-22-7 1-benzyl-4-(trimethylsilyl)-1H-benzo[d][1,2,3]triazole 
• 1426579-23-8 1-benzyl-7-(trimethylsilyl)-1H-benzo[d][1,2,3]triazole 
• 1426579-14-7 1-(4-methoxyphenyl)-4-(trimethylsilyl)-1H-benzo[d]triazole 
• 1426579-13-6 1-(4-methoxyphenyl)-7-(trimethylsilyl)-1H-benzo[d]triazole 
• 1393834-76-8 C₁₅H₂₇BrOSi₂ 
• 1393834-93-9 C₁₉H₂₅N₃Si 
• 1393834-95-1 C₁₉H₂₅N₃Si 
• 1393834-90-6 C₁₇H₂₃NOSi 
• 1393834-91-7 C₁₇H₂₃NOSi 
• 1393834-89-3 C₂₃H₃₃NOSi 
• 1393834-87-1 C₂₃H₃₂O₂Si 
• 1393834-88-2 C₂₃H₃₂O₂Si 
• 1393834-86-0 C₁₈H₂₇NOSi 

Relevant articles and documents

2-(Chlorodiisopropylsilyl)-6-(trimethylsilyl)phenyl triflate: A modified platform for intramolecular benzyne cycloadditions

2-(Chlorodiisopropylsilyl)-6-(trimethylsilyl)phenyl triflate serves as an efficient aryne precursor for intramolecular benzyne [4 + 2] or (2 + 2 + 2) cycloadditions. Key features of this precursor are (1) rapid connection of various arynophiles to the pre

Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes.

Steric effects compete with aryne distortion to control regioselectivities of nucleophilic additions to 3-silylarynes

We report an experimental and computational study of 3-silylarynes. The addition of nucleophiles yield ortho-substituted products as a result of aryne distortion, but meta-substituted products form predominately when the nucleophile is large. Computations correctly predict the preferred site of attack observed in both nucleophilic addition and cycloaddition experiments. Nucleophilic additions to 3-tert-butylbenzyne, which is not significantly distorted, give meta-substituted products.