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Assay
95%
mp
240-244 °C (lit.)
functional group
ketone
SMILES string
CC(=O)c1ccc(cc1)B(O)O
InChI
1S/C8H9BO3/c1-6(10)7-2-4-8(5-3-7)9(11)12/h2-5,11-12H,1H3
InChI key
OBQRODBYVNIZJU-UHFFFAOYSA-N
General description
4-Acetylphenylboronic acid is a boronate, belongs to a class of synthetic organic compounds. It reacts rapidly with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives. It undergoes Suzuki coupling with 4-bromotriphenylamine catalyzed by dichlorobis(triphenylphosphine)Pd(II), during the synthesis of dendrimers.
Application
4-Acetylphenylboronic acid was used in the synthesis of 4′-azidoacetophenone.
Reactant involved in:
- Palladium-catalyzed decarboxylative coupling
- Copper-catalyzed hydroxylation
- Palladium-catalyzed Suzuki-Miyaura cross-coupling
- Cross-coupling with α-bromocarbonyl compounds
- Oxidation catalyzed by Baeyer-Villiger monooxygenases
- 1,5-substitution reactions
Other Notes
Contains varying amounts of anhydride
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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In this study, we show that boronates, a class of synthetic organic compounds, react rapidly and stoichiometrically with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives as major products. Using a stopped-flow kinetic technique, we measured the second-order rate constants for
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We report the copper(II)-catalyzed conversion of organoboron compounds into the corresponding azide derivatives. A systematic series of phenylboronic acid derivatives is evaluated to examine the importance of steric and electronic effects of the substituents on reaction yield as well as
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