2-Phenyl-1H-imidazole-5-carbaldehyde

Name: 2-Phenyl-1H-imidazole-5-carbaldehyde
Brand: ChemScene
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CAS No. 68282-47-3
Cat. No. CS-0112940
Purity≥97%
MDL No.MFCD00173729

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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+
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2-Phenyl-1H-imidazole-5-carbaldehyde|CS-0112940

Structure of 68282-47-3

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General Information

CAS No. 68282-47-3
Cat. No. CS-0112940
Purity ≥97%
MDL No. MFCD00173729
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈N₂O
Molecular Weight 172.18
Synonym(s) 2-PHENYL-1H-IMIDAZOLE-4-CARBOXALDEHYDE
SMILES O=CC1=CN=C(C2=CC=CC=C2)N1

Description

2-Phenyl-1H-imidazole-5-carbaldehyde features a conjugated imidazole core bearing a phenyl group and a formyl substituent at the 5-position, enabling its use in constructing functionalized heterocycles. The aldehyde functionality facilitates coupling reactions under mild conditions, while the electron-deficient imidazole ring enhances reactivity in nucleophilic addition processes. This compound serves as a key building block for bioactive molecules and advanced materials.

Application

2-Phenyl-1H-imidazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to imidazole-based heterocycles via standard condensation and coupling reactions. The aldehyde functionality facilitates rapid derivatization through reductive amination, Grignard addition, and Wittig transformations, while the aromatic phenyl group enhances stability and solubility. Its well-defined reactivity profile supports scalable synthesis of bioactive scaffolds and functional materials.

Synthesis

Route1
- In-stock
  
  43002-54-6
- ~73%
- In-stock
  
  68282-47-3
References
- Warner-Lambert Company Patent: US4521416 A1, 1985 ;

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 45.75
LogP 1.8892
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Phenyl-1H-imidazole-5-carbaldehyde

CAS No. 68282-47-3

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