(2-(Phenoxycarbonyl)phenyl)boronic acid
Product Information
Molecular Formula
C13H11BO4
Molecular Weight
242.04
Description
(2-(Phenoxycarbonyl)phenyl)boronic acid is a boronic acid catalyst from the Hall Group developed for chemoselective activation of oxime N−OH bonds for the preparation of functionalized amide compounds via Beckmann Rearrangement. This catalyst is efficient to transform various diaryl, aryl-alkyl, heteroaryl-alkyl, and dialkyl oximes to amide products under ambient conditions.
IUPAC Name
(2-phenoxycarbonylphenyl)boronic acid
SMILES
B(C1=CC=CC=C1C(=O)OC2=CC=CC=C2)(O)O
InChI
InChI=1S/C13H11BO4/c15-13(18-10-6-2-1-3-7-10)11-8-4-5-9-12(11)14(16)17/h1-9,16-17H
InChI Key
AUGBWBXAUSLNIT-UHFFFAOYSA-N
Melting Point
150-152 °C
Flash Point
Not applicable
Purity
≥95%
Storage
2-8°C
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Exact Mass
242.0750390 g/mol
Monoisotopic Mass
242.0750390 g/mol
Topological Polar Surface Area
66.8Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
276
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
