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470821

4-Acetylphenylboronic acid

95%

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About This Item

Linear Formula:
CH3COC6H4B(OH)2
CAS Number:
149104-90-5
Molecular Weight:
163.97
NACRES:
NA.22
PubChem Substance ID:
24870686
UNSPSC Code:
12352103
MDL number:
MFCD01074667
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Quality Segment

100

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

pictograms

Exclamation mark
GHS07

signalword

Warning

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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