705055

4,4′-Azopyridine

• Synonym(s): Azobis(4-pyridine)
• Empirical Formula (Hill Notation): C₁₀H₈N₄
• CAS Number: 2632-99-7
• Molecular Weight: 184.20
• MDL number: MFCD00129061
• UNSPSC Code: 12352005
• PubChem Substance ID: 329762502
• NACRES: NA.22

Properties

• form: solid
• mp: 96-101 °C
• SMILES string: c1cc(ccn1)N=Nc2ccncc2
• InChI: 1S/C10H8N4/c1-5-11-6-2-9(1)13-14-10-3-7-12-8-4-10/h1-8H
• InChI key: XUPMSLUFFIXCDA-UHFFFAOYSA-N

Description

General description

4,4′-Azopyridine is an aromatic heterocyclic compound used as a ligand in the formation of [HgI₂(4,4′-azopyridine)]_n complex.

Application

4,4′-Azopyridine can be used:

• To prepare porous coordination polymers (PCPs) by reacting with Zn(NO₃)₂ and 1,4-benzenedicarboxylic acid.
• As a reagent for the conversion of aliphatic alcohols into disulfides under Mitsunobu conditions.
• To prepare 4,4′-azopyridine-bridged binuclear zinc(II) complexes.

Reactant for preparation of:

• Flexible porous coordination polymers constructed from 1,2-bis(4-pyridyl)hydrazine via solvothermal in situ reduction reaction
• Metal-organic frameworks based on transition-metal carboxylate clusters as secondary building units
• Heteroaromatic azo compounds under Mitsunobu conditions
• MnII, CoII, and ZnII coordination polymers
• Low-dimensional and porous coordination compounds capable of supramolecular aromatic interactions

Reagent in:

• Facile Mitsunobu esterification reactions

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H315,H319,H335
• pcodes: P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves