N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide


Chemical Name: N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide
CAS Number: 305448-92-4
Product Number: AG0030I1(AGN-PC-00UQKZ)
Synonyms:
MDL No:
Molecular Formula: C13H20BNO4S
Molecular Weight: 297.1782

Identification/Properties


Computed Properties
Molecular Weight:
297.176g/mol
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
3
Exact Mass:
297.121g/mol
Monoisotopic Mass:
297.121g/mol
Topological Polar Surface Area:
73A^2
Heavy Atom Count:
20
Formal Charge:
0
Complexity:
442
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

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Chemical Structure



The application of N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide in chemical synthesis lies in its role as a versatile and efficient reagent for the introduction of a boronic ester functionality into organic molecules. This compound serves as a valuable building block in Suzuki-Miyaura cross-coupling reactions, a widely used methodology in organic synthesis for forming carbon-carbon bonds. By incorporating this reagent, chemists can selectively install boronic ester groups onto various substrates, enabling the creation of complex molecular structures and facilitating the synthesis of diverse organic compounds with tailored properties. Furthermore, the high stability and compatibility of N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide make it an indispensable tool in modern synthetic chemistry, allowing for precise control over the regioselectivity and functionalization of target molecules.