2-(Pyrrolidino)phenylboronic acid


Chemical Name: 2-(Pyrrolidino)phenylboronic acid
CAS Number: 948592-78-7
Product Number: AG0032BU(AGN-PC-078JN4)
Synonyms:
MDL No:
Molecular Formula: C10H14BNO2
Molecular Weight: 191.0347

Identification/Properties


Properties
Storage:
Inert atmosphere;2-8℃;
Computed Properties
Molecular Weight:
191.037g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
2
Exact Mass:
191.112g/mol
Monoisotopic Mass:
191.112g/mol
Topological Polar Surface Area:
43.7A^2
Heavy Atom Count:
14
Formal Charge:
0
Complexity:
183
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

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H317
Precautionary Statements:
P280-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



2-(Pyrrolidino)phenylboronic acid is a versatile compound widely used in chemical synthesis as a key building block for creating complex organic molecules. Its unique structure, combining a boronic acid group with a pyrrolidine ring attached to a phenyl group, imparts distinctive reactivity that makes it invaluable in various synthetic processes.One of the primary applications of 2-(Pyrrolidino)phenylboronic acid is in Suzuki-Miyaura cross-coupling reactions, a powerful tool in organic synthesis for forming carbon-carbon bonds. By utilizing this compound as a boronate ester, it can undergo coupling with aryl halides or pseudohalides to generate biaryl compounds. This reaction is widely employed in the pharmaceutical industry, agrochemicals, materials science, and other fields to create diverse molecules with high efficiency and selectivity.Additionally, 2-(Pyrrolidino)phenylboronic acid can participate in other types of reactions, such as B-H insertion reactions, enabling the incorporation of boron substituents into organic frameworks. This versatility allows for the preparation of functionalized molecules with tailored properties for specific applications, including the development of new drugs, advanced materials, and natural product synthesis.Overall, the unique structural features and reactivity of 2-(Pyrrolidino)phenylboronic acid make it a valuable reagent in the toolbox of synthetic chemists, enabling the construction of complex molecules with precision and control.