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4-Acetylphenylborsäure
95%
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About This Item
Lineare Formel:
CH3COC6H4B(OH)2
CAS-Nummer:
Molekulargewicht:
163.97
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
95%
mp (Schmelzpunkt)
240-244 °C (lit.)
Funktionelle Gruppe
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
InChIKey
OBQRODBYVNIZJU-UHFFFAOYSA-N
Allgemeine Beschreibung
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.
Anwendung
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
Sonstige Hinweise
Contains varying amounts of anhydride
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
dust mask type N95 (US), Eyeshields, Gloves
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Adam Sikora et al.
Free radical biology & medicine, 47(10), 1401-1407 (2009-08-19)
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
A New Efficient Convergent Synthesis of Conjugated Aryl-containing Dendrimers.
El-Deeb IM and Lee SH.
Bull. Korean Chem. Soc., 31(6), 1757-1760 (2010)
Kimberly D Grimes et al.
Synthesis, 2010(9), 1441-1448 (2010-06-08)
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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