470821
4-Acetylphenylboronic acid
95%
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About This Item
Linear Formula:
CH3COC6H4B(OH)2
CAS Number:
Molecular Weight:
163.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Segment
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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