120571-62-2

Basic information

• Product Name: 6-phenyl-⁽⁹⁾(2,4)pyridinophane
• Synonyms: 6-phenyl-⁽⁹⁾(2,4)pyridinophane
• CAS NO: 120571-62-2
• Molecular Weight: 279.425
• Mol File: 120571-62-2.mol

Chemical Properties

• CAS DataBase Reference: 6-phenyl-⁽⁹⁾(2,4)pyridinophane(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-⁽⁹⁾(2,4)pyridinophane(120571-62-2)
• EPA Substance Registry System: 6-phenyl-⁽⁹⁾(2,4)pyridinophane(120571-62-2)

Safety Data

• Hazardous Substances Data: 120571-62-2(Hazardous Substances Data)

Upstream product

• 42858-38-8 (E)-cyclododec-2-enone 
• 103896-55-5 N-(1-Phenylvinylimino)triphenylphosphorane 

Relevant articles and documents

SYNTHESIS AND STRUCTURAL STUDIES OF (2,4)PYRIDINOPHANE RING SYSTEM

The facile synthesis of (2,4)pyridinophane ring system (n = 9-6) was accomplished by the reaction of N-(1-phenylvinyl)iminophosphorane with cyclic α,β-unsaturated ketones.The chain flipping was studied by 1H NMR spectra at various temperatures.

The Reactions of N-Vinyliminophosphoranes. Part 14. A Short New Synthesis of (2,4)Pyridinophane Ring System (n=9-6): Static and Dynamic Structural Studies of - and (2,4)Pyridinophanes

A short new synthesis of the (2,4)pyridinophane ring system (n=9-6) consists of allowing N-vinyl- and N-(1-phenylvinyl)iminophosphoranes to react with cyclic α,β-unsaturated ketones.Structural studies of the compounds prepared were based on spectroscopic measurements and MNDO calculations.The 1H and 13C NMR spectra at various temperatures showed dynamic behaviour for the oligomethylene chains of - and -(2,4)pyridinophane derivatives (8c,d).The energy barriers ΔG*c of the bridge flipping are 12-13 kcal mol-1 (Tc, 20 deg C) for (8c) and 21-22 kcal mol-1 (Tc, 150 deg C) for (8d).The lower-energy process of the oligomethylene chain in (8d) is the pseudorotation with Ea=10.3 +/- 0.2 kcal mol-1, ΔH*=9.8 +/- 0.2 kcal mol-1, and ΔS*=-4.8 cal mol-1 deg-1.Two stable conformations of the hexamethylene bridge of (8d) were unambiguously determined by low-temperature NMR.The strain of the (2,4)pyridinophane ring system was found to increase as the chain length becomes shorter.Remarkable deformation of the pyridine rings of (8c,d) was suggested by the geometrical optimization by MNDO calculation and the red shift of the UV spectrum.