16844-10-3

Basic information

• Product Name: 3-methyl-1-(2-oxo-2-phenylethyl)pyridinium
• Synonyms: 3-Methyl-1-(2-oxo-2-phenylethyl)pyridinium; Pyridinium, 3-methyl-1-(2-oxo-2-phenylethyl)-
• CAS NO: 16844-10-3
• Molecular Formula: Br*C₁₄H₁₄NO
• Molecular Weight: 212.2665
• Mol File: 16844-10-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-methyl-1-(2-oxo-2-phenylethyl)pyridinium(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-1-(2-oxo-2-phenylethyl)pyridinium(16844-10-3)
• EPA Substance Registry System: 3-methyl-1-(2-oxo-2-phenylethyl)pyridinium(16844-10-3)

Safety Data

• Hazardous Substances Data: 16844-10-3(Hazardous Substances Data)

Upstream product

• 108-99-6 3-Methylpyridine 
• 70-11-1 α-bromoacetophenone 
• 769-42-6 1,3-dimethylbarbituric acid 
• 100-52-7 benzaldehyde 
• 2033-24-1 cycl-isopropylidene malonate 
• 587-04-2 m-Chlorobenzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 
• 104-88-1 4-chlorobenzaldehyde 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 90625-68-6 (3aS,4S,9aS,9bR)-4-Benzoyl-9-methyl-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 90625-67-5 (3aS,4S,9aR,9bR)-4-Benzoyl-7-methyl-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 72666-41-2 4-Benzo[1,3]dioxol-5-yl-2-biphenyl-4-yl-6-phenyl-pyridine 
• 120590-35-4 3-benzoyl-8-methyl-2-methylthioimidazo<1,2-a>pyridine 
• 128381-32-8 E-3',5'-dibenzoylspiro<4-azafluoren-9,4'-(1-pyrazoline)> 
• 128381-32-8 Z-3',5'-dibenzoylspiro<4-azafluoren-9,4'-(1-pyrazoline)> 
• 580-35-8 2,4,6-triphenylpyridine 
• 56241-32-8 3-methylpyridinium benzoylmethylide 
• 3557-65-1 2-biphenyl-4-yl-4,6-diphenyl-pyridine 
• 40538-62-3 2-(3-methyl-piperidino)-1-phenyl-ethanone; hydrobromide 

Relevant articles and documents

Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions

A direct metal-free method for the synthesis of perfluoroalkylated indolizines by means of DIPEA-promoted tandem C[sbnd]N/C[sbnd]C bond formation was developed. Various substituted pyridines and bromoacetyl derivatives with methyl perfluoroalk-2-ynoates proceeded smoothly in this mild transformation, and the desired products were obtained in good to excellent yields under air.

Novel one-pot three component reaction for the synthesis of [2-(alkylsulfanyl)imidazo[1,2-a]pyridin-3-yl](aryl)methanone

A one-pot, three-component reaction between pyridine, phenacyl bromide, and thiocyanate is described. The reaction afforded the corresponding special type of fully substituted imidazo[1,2-a]pyridine derivatives in good yields without using any catalyst or activation.

Kinetics and Mechanism of the Pyridinolysis of Phenacyl Bromides in Acetonitrile

Kinetic studies of the reactions of substituted phenacyl bromides (YC6H4COCH2Br) with pyridines (XC5H4N) are carried out in acetonitrile at 45.0°C. A biphasic Bronsted plot is obtained with a change in slope from a large (βX ? 0.65-0.80) to a small (βX ? 0.36-0.40) value at pKao = 3.2-3.6, which can be attributed to a change in the rate-determining step from breakdown to formation of a tetrahedral intermediate in the reaction path as the basicity of the pyridine nucleophile increases. This mechanism is supported by the faster rates with pyridines than with anilines and the change of cross-interaction constant ρXY from a large positive (ρXY ? +1.4) to a small positive (ρXY ? +0.1) value. The large magnitude of Hammett ρX (= -5.5 to -6.9) values for the pyridines with electron-withdrawing substituents and positive deviations of the π-acceptors, p-CH3CO and p-CN, are quite similar to those for the pyridinium ion formation equilibria. The activation parameters are also in line with the proposed mechanism.