3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde

Name: 3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde
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CAS No. 861932-08-3
Cat. No. CS-0000395
Purity≥98%
MDL No.MFCD11656797

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde|CS-0000395

Structure of 861932-08-3

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General Information

CAS No. 861932-08-3
Cat. No. CS-0000395
Purity ≥98%
MDL No. MFCD11656797
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇BrN₂O
Molecular Weight 251.08
Synonym(s) Benzaldehyde, 3-bromo-4-(1H-imidazol-1-yl)-
SMILES O=CC1=CC=C(N2C=CN=C2)C(Br)=C1

Description

3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde features a brominated aromatic ring paired with a strategically positioned imidazole moiety, enabling direct incorporation into transition metal-catalyzed cross-coupling reactions. The aldehyde group provides a reactive handle for downstream derivatization, while the electron-rich imidazole enhances solubility and facilitates coordination in catalytic systems. This scaffold offers high functional group tolerance and stability under standard bench conditions.

Application

3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via Suzuki-Miyaura and Buchwald-Hartwig couplings. The aldehyde functionality facilitates direct derivatization, while the bromo and imidazole groups offer orthogonal reactivity for sequential functionalization. Bench-stable and compatible with standard purification methods, it supports scalable synthesis of bioactive molecules.

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 34.89
LogP 2.4473
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4-(1H-imidazol-1-yl)benzaldehyde

CAS No. 861932-08-3

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