42824-44-2

Basic information

• Product Name: piperidinium 4-nitrophenolate
• Synonyms: piperidinium 4-nitrophenolate
• CAS NO: 42824-44-2
• Molecular Weight: 224.26
• Mol File: 42824-44-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: piperidinium 4-nitrophenolate(CAS DataBase Reference)
• NIST Chemistry Reference: piperidinium 4-nitrophenolate(42824-44-2)
• EPA Substance Registry System: piperidinium 4-nitrophenolate(42824-44-2)

Safety Data

• Hazardous Substances Data: 42824-44-2(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 120952-12-7 2-(4-nitrophenoxy)-N-ethylpyridinium tetraphenylborate 
• 100-02-7 4-nitro-phenol 
• 6264-29-5 4-nitrophenyl 4-chlorobenzoate 
• 959-22-8 p-nitrophenylbenzoate 
• 15023-67-3 4-nitrophenyl 4-methylbenzoate 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 37156-42-6 4-nitrophenyl 3-chlorobenzoate 
• 36718-85-1 4-nitrophenyl 3-methoxybenzoate 
• 7464-46-2 p-nitrophenyl p-methoxybenzoate 
• 32792-60-2 4-nitrophenyl 4-cyanobenzoate 
• 1523-21-3 4-nitrophenyl 3,5-dinitrobenzoate 
• 85966-06-9 4-nitrophenyl 2-methoxybenzoate 
• 15023-66-2 4-nitrophenyl 4-dimethylaminobenzoate 

Downstream Products

• 110-89-4 piperidine 
• 100-02-7 4-nitro-phenol 

Relevant articles and documents

Aminolysis of Y-substituted-phenyl 2-methoxybenzoates in acetonitrile: Effect of the o-methoxy group on reactivity and reaction mechanism

Second-order rate constants (kN) were measured for aminolyses of Y-substituted-phenyl 2-methoxybenzoates 2a-i and 4-nitrophenyl X-substituted-benzoates 3a-j in MeCN at 25.0 °C. The Bronsted-type plot for the reactions of 2a-i with piperidine curves downward, indicating that a change in rate-determining step (RDS) occurs. The Hammett plot for the reactions of 3a-j with piperidine consists of two intersecting straight lines, which might be taken as evidence for a change in RDS. However, the nonlinear Hammett plot has been suggested not to be due to a change in RDS but rather to the stabilization of the ground state of substrates possessing an electron-donating group (EDG) (e.g., 3a-c) through a resonance interaction, since the corresponding Yukawa-Tsuno plot exhibits an excellent linear correlation with ρ = 0.54 and r = 1.54. The ρ value found for the reactions of 3a-j in MeCN is much smaller than that reported previously for the corresponding reactions in H2O (i.e., ρ = 0.75). It is proposed that the reactions of 3a-j in MeCN proceed through a forced concerted mechanism due to instability of T± in the aprotic solvent, while the reactions of 2a-i proceed through a stepwise pathway with a stabilized T ± through an intramolecular H-bonding interaction.

Conjugation and proton exchange equilibria. Heteroconjugation constants in substituted phenol-piperidine systems in acetonitrile

It has been shown by mathematical transformations that the final equations and expressions required for determining equilibrium concentrations of major species in HA + B systems are analogous to those used previously for HA + A1- systems. Heteroconjugation constants K→AHB = [AHB]/([HA][B]) for eight substituted phenol (HA)-piperidine (B) systems in acetonitrile (AN) were determined from emf measurements. A fairly linear dependence between log K→AHB and ΔpKaAN = pKBH+AN - pKHAAN was observed with a slope of 0.52. The [KAHB2/(KAHA - KBHB+)]atδpKa=0 quotient appeared to be much greater than [KAHA1-2/(KAHA - KA1HA1-)]atΔpKa=0 calculated from results obtained previously for HA + A1- type systems. From this fact it has been concluded that the formation of AHB type complexes (relative to the AHA- and BHB+ type complexes) is likely to be favoured by their overall neutrality ensuring weaker peripheral interactions.