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518751 Aldrich

4-Aminophenylboronic acid pinacol ester

97%

Synonym: 2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine, 4-Aminophenylboronic acid, pinacol cyclic ester

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Properties

Related Categories Aryl Boronate Esters, Boronate Esters, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents More...
InChI Key   ZANPJXNYBVVNSD-UHFFFAOYSA-N
assay   97%
mp   165-169 °C(lit.)

Description

Packaging

1, 5 g in glass bottle

Application

Reagent used for
• Suzuki-Miyaura cross-coupling reactions
• Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine
• Rhodium-catalyzed amination reactions
• Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds

Reagent used in Preparation of
• Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system
• Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors
• Alternating copolymers of oligoarylenes and naphthalene bisimides as low band gap semiconductors with electrochemical and spectroelectrochemical behavior
• γ-secretase modulators in the treatment of Amyloid β formation

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Arylboronic Acid-Pinacol Esters

The synthesis of biaryl compounds via the Suzuki coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura, et al. demonstrated t...
Chemfiles Volume 1 Article 1
Keywords: Coupling reactions, Suzuki coupling

Boronic Acid Esters

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonst...
Chemfiles Volume 4 Article 2
Keywords: Coupling reactions

Peer-Reviewed Papers
15

References

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