Benzo[c][1,2,5]oxadiazole-5-carbaldehyde

CAS No. 32863-33-5
Cat. No. CS-W006513
Purity≥98%
MDL No.None

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Benzo[c][1,2,5]oxadiazole-5-carbaldehyde|CS-W006513

Structure of 32863-33-5

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Description

Benzo[c][1,2,5]oxadiazole-5-carbaldehyde features a fused oxadiazole-aldehyde system that delivers high electron-withdrawing character and stability under standard conditions. This rigid heterocyclic scaffold enables direct integration into conjugated materials for optoelectronic applications, where its aldehyde functionality facilitates further functionalization via condensation or reductive amination.

Application

Benzo[c][1,2,5]oxadiazole-5-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds via electrophilic functionalization. The aldehyde group facilitates straightforward derivatization through nucleophilic addition, reductive amination, and coupling reactions, while the oxadiazole core provides metabolic stability and enhanced solubility. Bench-stable and compatible with common protecting groups, it functions reliably in multi-step syntheses for medicinal chemistry and materials applications.

General Information

CAS No. 32863-33-5
Cat. No. CS-W006513
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄N₂O₂
Molecular Weight 148.12
Synonym(s) 2,1,3-Benzoxadiazole-5-carbaldehyde
SMILES O=CC1=CC2=NON=C2C=C1

Computational Chemistry Data

TPSA 55.99
LogP 1.0353
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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Benzo[c][1,2,5]oxadiazole-5-carbaldehyde

CAS No. 32863-33-5

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