1H-Benzo[d]imidazole-4-carbaldehyde

Name: 1H-Benzo[d]imidazole-4-carbaldehyde
Brand: ChemScene
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CAS No. 144876-36-8
Cat. No. CS-0043588
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1H-Benzo[d]imidazole-4-carbaldehyde|CS-0043588

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General Information

CAS No. 144876-36-8
Cat. No. CS-0043588
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O
Molecular Weight 146.15
Synonym(s) 1H-1,3-benzodiazole-4-carbaldehyde
SMILES O=CC1=C2C(N=CN2)=CC=C1

Description

1H-Benzo[d]imidazole-4-carbaldehyde features a rigid heteroaromatic core with a reactive aldehyde group at the 4-position, enabling direct incorporation into Schiff base formations. This functionality supports rapid conjugation in medicinal chemistry and materials synthesis, where precise molecular architecture is critical. The compound exhibits high thermal stability and compatibility with diverse reaction conditions.

Application

1H-Benzo[d]imidazole-4-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and Ugi-type couplings, while the imidazole core offers robust stability and moderate polarity. The compound exhibits favorable bench stability and ease of purification, making it well-suited for parallel synthesis campaigns and medicinal chemistry exploration.

Synthesis

Route1
- In-stock
  
  65658-13-1
- ~18%
- In-stock
  
  144876-36-8
References
- SIGNAL PHARMACEUTICALS, LLC Patent: WO2008/51494 A1, 2008 ; Location in patent: Page/Page column 132 ;

Safety Information

Download SDS

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 45.75
LogP 1.3754
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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1H-Benzo[d]imidazole-4-carbaldehyde

CAS No. 144876-36-8

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