71897-24-0

Usage

Uses

Used in Organic Chemistry:
Pyridinium,1-[(4-methylphenyl)methyl]is used as a reagent in organic chemistry for its capacity to alter the direction of chemical reactions. Its positive charge plays a pivotal role in facilitating certain transformations, making it a valuable tool in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
Due to its potential biological activities, Pyridinium,1-[(4-methylphenyl)methyl]is also used in pharmaceutical research as a compound of interest. Its structure may offer new avenues for the development of drugs, although further studies are necessary to fully explore its properties and potential applications in this field.

Upstream product

• 110-86-1 pyridine 
• 104-82-5 4-Methylbenzyl chloride 

Relevant academic research and scientific papers

Investigations of the fragmentation pathways of benzylpyridinium ions under ESI/MS conditions

Benzylpyridinium ions are often used as 'thermometer ions' in order to evaluate the internal energy distribution of the ions formed in sources of mass spectrometers. However, the detailed fragmentation pathways of these parent ions were not well establish

Theoretical and experimental study of tropylium formation from substituted benzylpyridinium species

Fragmentation pathways of unsubstituted and substituted benzylpyridinium compounds were investigated using mass-analysed kinetic energy (MIKE) technique in combination with high level of quantum chemical calculations in the gas phase. Fast atom bombardmen

Reactions of charged substrates. 4. The gas-phase dissociation of (4-substituted benzyl) dimethylsulfoniums and -pyridiniums

The relative rates for the gas-phase dissociation RX- → R- + X° of five (4-Y-substituted benzyl)-dimethysulfoniums (Y = MeO, Me, H, Cl, and NO2) and 24 (4-Y-substituted benzyl)-3′-Z-pyridiniums (complete series for Z = CN, Cl, CONH2, and H, and 4-methoxy- and 4-nitrobenzyls for Z = F and CH3CO) were measured using liquid secondary ion mass spectrometry. The Hammett plot (vs δΔG° or σ-) is linear for the sulfoniums, but plots for the four pyridinium series have a drastic break between the 4-Cl and 4-NO2 substrates. Bronsted-like plots for the pyridiniums show a strong leaving group effect only for 4-nitrobenzyls. An analysis of these linear free energy relations with supporting evidence from semiempirical computations suggests that collisionally activated pyridinium substrates dissociate by two pathways, direct dissociation and through an ion-neutral complex intermediate. Comparison of these results with results for the solution reactions of some of these compounds shows that the mechanism is different in the gas and solution phases. Sufficient experimental data are not available to assign a mechanism for dissociation to the sulfonium series, but computational results show characteristics of a direct dissociative mechanism.