470813
3-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:
InChI
1S/C8H9BO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5,11-12H,1H3
SMILES string
CC(=O)c1cccc(c1)B(O)O
InChI key
SJGGDZCTGBKBCK-UHFFFAOYSA-N
assay
≥95%
impurities
<10% 3-acetylphenylboronic anhydride
mp
204-208 °C (lit.)
functional group
ketone
Quality Level
Related Categories
Application
3-Acetylphenylboronic acid can be used as a substrate:
- In the synthesis of symmetric biaryls via oxidative dimerization using a palladium catalyst and water as a solvent.
- In the synthesis of aryl fluorides through electrophilic fluorination reaction using acetyl hypofluorite.
- In the coupling reactions of organoboranes with olefins using molecular oxygen and palladium catalyst.
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
Regulatory Information
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Oxidative dimerization: Pd (II) catalysis in the presence of oxygen using aqueous media
Parrish JP, et al.
Tetrahedron Letters, 43(44), 7899-7902 (2002)
Oxygen-promoted Pd (II) catalysis for the coupling of organoboron compounds and olefins
Jung YC, et al.
Organic Letters, 5(13), 2231-2234 (2003)
Fluorination of aryl boronic acids using acetyl hypofluorite made directly from diluted fluorine
Vints I, et al.
The Journal of Organic Chemistry, 78(23), 11794-11797 (2013)
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