(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronic acid

Name: (1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronic acid
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CAS No. 1443987-72-1
Cat. No. CS-0102156
Purity≥95%
MDL No.None

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(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronic acid|CS-0102156

Structure of 1443987-72-1

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General Information

CAS No. 1443987-72-1
Cat. No. CS-0102156
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BN₂O₃
Molecular Weight 206.01
Synonym(s) None
SMILES OB(C1=CC=C(N2C)C(N(C)C2=O)=C1)O

Description

This boronate moiety integrates a sterically protected, bench-stable dihydrobenzimidazolone scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-deficient arylboronic acid features enhanced stability and predictable reactivity under standard conditions.

Application

(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronic acid serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its stable boronic acid functionality enables efficient C–C bond formation with aryl and heteroaryl halides under mild conditions. The benzoimidazolone core provides enhanced bench stability and favorable solubility, facilitating straightforward purification and integration into complex molecular architectures relevant to medicinal chemistry and functional materials synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 67.39
LogP -1.4432
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)boronic acid

CAS No. 1443987-72-1

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