4-Biphenylboronic acid MIDA ester
Product Information
Molecular Formula
C17H16BNO4
Molecular Weight
309.12
Description
Protected boronic acid with methylimindodiacetic acid (MIDA) that does not react under standard Suzuki-Miyuara coupling conditions, allowing for selective and iterative cross-coupling sequences. The MIDA boronate also provides prolonged shelf life and stability to typically unstable boronic acid derivatives.Please see our Technology Spotlight
Synonyms
2-([1,1'-Biphenyl]-4-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
IUPAC Name
6-methyl-2-(4-phenylphenyl)-1,3,6,2-dioxazaborocane-4,8-dione
SMILES
B1(OC(=O)CN(CC(=O)O1)C)C2=CC=C(C=C2)C3=CC=CC=C3
InChI
InChI=1S/C17H16BNO4/c1-19-11-16(20)22-18(23-17(21)12-19)15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10H,11-12H2,1H3
InChI Key
UDYWFICXSOXCLZ-UHFFFAOYSA-N
Melting Point
182-192 °C
Flash Point
Not applicable
Purity
95% (HPLC)
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Exact Mass
309.1172382 g/mol
Monoisotopic Mass
309.1172382 g/mol
Topological Polar Surface Area
55.8Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
410
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
