2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde

Name: 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde
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CAS No. 106429-59-8
Cat. No. CS-0128574
Purity≥95%
MDL No.MFCD18807917

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde|CS-0128574

Structure of 106429-59-8

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General Information

CAS No. 106429-59-8
Cat. No. CS-0128574
Purity ≥95%
MDL No. MFCD18807917
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O₂
Molecular Weight 162.15
Synonym(s) 5-CARBONYL-3H-1,3-BENZODIAZOL-2-ONE
SMILES O=CC1=CC=C(C(N2)=C1)NC2=O

Description

This benzimidazole derivative features a carbonyl group at the 5-position and an oxo function at the 2-position, creating a planar, electron-deficient heterocyclic scaffold. The aldehyde moiety enables direct coupling in synthetic transformations, while the fused aromatic system enhances stability under standard conditions.

Application

2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its aldehyde functionality enables facile imine formation, reductive amination, and coupling reactions, while the fused benzimidazolone core provides structural rigidity and metabolic stability. Bench-stable and compatible with common protecting group strategies, it functions effectively in multistep syntheses of bioactive scaffolds and functionalized aromatic systems.

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 65.72
LogP 0.6687
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde

CAS No. 106429-59-8

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