Boronic acid, (5-formyl-3-thienyl)-


Chemical Name: Boronic acid, (5-formyl-3-thienyl)-
CAS Number: 175592-59-3
Product Number: AG00211O(AGN-PC-0NFMBP)
Synonyms:
MDL No:
Molecular Formula: C5H5BO3S
Molecular Weight: 155.9674

Identification/Properties


Computed Properties
Molecular Weight:
155.962g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
2
Exact Mass:
156.005g/mol
Monoisotopic Mass:
156.005g/mol
Topological Polar Surface Area:
85.8A^2
Heavy Atom Count:
10
Formal Charge:
0
Complexity:
130
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



2-Formylthiophene-4-boronic acid is a versatile compound widely used in organic synthesis due to its unique properties and reactivity. This compound serves as a key building block in the preparation of various pharmaceuticals, agrochemicals, and materials.In chemical synthesis, 2-Formylthiophene-4-boronic acid acts as a valuable precursor in the Suzuki-Miyaura cross-coupling reaction. By reacting with suitable aryl or heteroaryl halides in the presence of a palladium catalyst and a base, this compound can be used to efficiently construct biaryl structures. These biaryl compounds are essential motifs in the synthesis of pharmaceuticals, natural products, and advanced materials.Additionally, 2-Formylthiophene-4-boronic acid can undergo further functionalization reactions to introduce various substituents at the boronic acid moiety, allowing for the fine-tuning of the compound's properties and expanding its synthetic utility. This compound's reactivity and compatibility with a wide range of reaction conditions make it a valuable tool in the toolbox of synthetic chemists for the construction of diverse molecular architectures.