Boronic acid, (4-methyl-3-thienyl)-


Chemical Name: Boronic acid, (4-methyl-3-thienyl)-
CAS Number: 177735-11-4
Product Number: AG0025I9(AGN-PC-0LMCMT)
Synonyms:
MDL No:
Molecular Formula: C5H7BO2S
Molecular Weight: 141.9839

Identification/Properties


Computed Properties
Molecular Weight:
141.979g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
1
Exact Mass:
142.026g/mol
Monoisotopic Mass:
142.026g/mol
Topological Polar Surface Area:
68.7A^2
Heavy Atom Count:
9
Formal Charge:
0
Complexity:
99
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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NMR Spectrum


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Chemical Structure



4-Methyl-3-thiopheneboronic acid is a versatile compound widely used in organic chemistry for its unique reactivity and ability to participate in various chemical reactions. Its application in chemical synthesis is particularly notable in the field of organic synthesis, where it serves as a valuable building block for the construction of complex molecules.One key application of 4-Methyl-3-thiopheneboronic acid is its role as a boronic acid derivative, which enables it to participate in Suzuki-Miyaura cross-coupling reactions. In this reaction, the boronic acid functionality facilitates the coupling of the 4-Methyl-3-thiopheneboronic acid with aryl halides or vinyl halides, leading to the formation of biaryl or vinylic compounds. This methodology has become a powerful tool in modern organic synthesis for the formation of carbon-carbon bonds, making 4-Methyl-3-thiopheneboronic acid a valuable reagent for the construction of diverse molecular structures.Furthermore, 4-Methyl-3-thiopheneboronic acid can also be employed in other types of C-C bond-forming reactions, such as the palladium-catalyzed borylation of aryl halides or alkynes. By serving as a boron-containing reagent, it enables the introduction of the thiophene moiety into various organic molecules, expanding the repertoire of synthetic strategies available to chemists.Overall, the unique properties of 4-Methyl-3-thiopheneboronic acid make it an indispensable tool in the realm of chemical synthesis, allowing for the efficient and selective construction of complex molecular frameworks.