38874-25-8

Basic information

• Product Name: 1-{4-[(4-nitrophenoxy)carbonyl]benzyl}pyridinium
• CAS NO: 38874-25-8
• Molecular Formula: Br*C₁₉H₁₅N₂O₄
• Molecular Weight: 335.3329
• Mol File: 38874-25-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-{4-[(4-nitrophenoxy)carbonyl]benzyl}pyridinium(CAS DataBase Reference)
• NIST Chemistry Reference: 1-{4-[(4-nitrophenoxy)carbonyl]benzyl}pyridinium(38874-25-8)
• EPA Substance Registry System: 1-{4-[(4-nitrophenoxy)carbonyl]benzyl}pyridinium(38874-25-8)

Safety Data

• Hazardous Substances Data: 38874-25-8(Hazardous Substances Data)

Usage

Chemical structure

1-4-[(4-nitrophenoxy)carbonyl]benzylpyridinium is a complex organic compound with a pyridinium ring, a benzyl group, and a nitrophenyl group.

Functional groups

The compound contains a pyridinium ring, a benzyl group, a nitrophenyl group, and a carbonyl group.

Reactant in organic synthesis

It is commonly used as a reactant in organic synthesis.

Building block

It serves as a building block for the production of other complex organic compounds.

Potential applications

Due to the presence of the nitro group, it may have potential applications in pharmaceuticals or agrochemicals as a key pharmacophore in drug development.

Further research needed

More research and investigation are required to fully understand its properties and potential uses in various fields.

Upstream product

• 110-86-1 pyridine 
• 38597-13-6 4-Bromomethyl-benzoic acid 4-nitro-phenyl ester 
• 874-60-2 4-methyl-benzoyl chloride 
• 15023-67-3 4-nitrophenyl 4-methylbenzoate 
• 100-02-7 4-nitro-phenol 

Relevant articles and documents

EFFECT OF NEIGHBORING PYRIDINIUM GROUPS ON THE BASIC HYDROLYSIS OF ARYLBENZOATE ESTERS

Arylbenzoate esters with a quaternary pyridinium group ortho to the ester function exhibit enhanced reactivity towards basic hydrolysis relative to their para analogs in the order pyridinium 4-aminocarbonylpyridinium 3-aminocarbonylpyridinium 3-aminocarbonylquinolium.In contrast, a trimethylammonium group in the ortho position shows a decelerating effect relative to the para analog.It is concluded that the catalytic effect of a neighboring pyridinium group is based upon interaction of the negatively charged transition state of ester hydrolysis with the electron deficient ?-system of the pyridinium ring.For the p-methoxyphenolate ester containing the 3-aminocarbonylpyridinium group in the ortho position this interaction leads to a change in mechanism from rate limiting hydroxide ion attack to hydroxide ion catalyzed expulsion of the leaving group as became apparent from deviation of the Hammett plot and second-order dependence on OH(1-) concentration.For the p-nitrophenolate ester it was observed that decrease of the solvent polarity by addition of dioxane results in an increase of the rate of hydrolysis and a marked increase of the neighboring group effect.