93564-13-7

Basic information

• Product Name: Pyridine, 4-(2,4,6-trimethylphenyl)-
• CAS NO: 93564-13-7
• Molecular Formula: C14H15N
• Molecular Weight: 197.28
• Mol File: 93564-13-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Pyridine, 4-(2,4,6-trimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 4-(2,4,6-trimethylphenyl)-(93564-13-7)
• EPA Substance Registry System: Pyridine, 4-(2,4,6-trimethylphenyl)-(93564-13-7)

Safety Data

• Hazardous Substances Data: 93564-13-7(Hazardous Substances Data)

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 55-22-1 pyridine-4-carboxylic acid 
• 19524-06-2 4-bromopyridine hydrochloride 
• 2633-66-1 2-mesitylmagnesium bromide 
• 504-24-5 4-aminopyridine 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 93564-14-8 <3-Mesityl-5-(N-methylanilino)-2,4-pentadienyliden>methylphenylammonium-bromid 
• 93564-12-6 6-Mesitylazulen 
• 93564-17-1 3-Mesityl-5-(N-methylanilino)-2,4-pentadien-1-al 
• 93564-18-2 N-<3-Mesityl-5-(2,4-cyclopentadienyliden)-1,3-pentadienyl>-N-methylanilin 

Relevant articles and documents

The use of organolithium reagents for the synthesis of 4-aryl-2-phenylpyridines and their corresponding iridium(III) complexes

A versatile palladium-free route for the synthesis of 4-aryl-substituted phenylpyridines (ppy), starting from tert-butyl 4-oxopiperidine-1-carboxylate, is reported. Reaction with an aryllithium, followed by trifluoroacetic acid dehydration/deprotection and oxidation with 2-iodoylbenzoic acid and finally phenylation, gave 4 ligands (L1-4H): 2,4-diphenylpyridine, 4-(4-methoxyphenyl)-2-phenylpyridine, 2-phenyl-4-(o-tolyl)pyridine and 4-mesityl-2-phenylpyridine. These ligands were coordinated to iridium to give the corresponding Ir(L)2(A) complexes (Ir1-7), where A = ancillary ligand acetylacetate or 2-picolinate. This was used to demonstrate that, through a combination of ancillary ligand choice and torsional twisting between the 4-aryl substituents of the ppy ligands, it is possible to tune the phosphorescent emission of the complexes in the range 502-560 nm.

Syntheses of substituted pyridines, quinolines and diazines via palladium-catalyzed cross-coupling of aryl Grignard reagents

The palladium-catalyzed cross-coupling reactions between arylmagnesium halides (phenylmagnesium chloride, mesitylmagnesium bromide, 4-(methoxycarbonyl)phenylmagnesium chloride and 4-cyanophenylmagnesium chloride) and halopyridines allowed the synthesis of substituted pyridines. Owing to the remarkably mild conditions used (often below 0°C), the reaction could be extended to the use of functionalized halopyridines, haloquinolines and halodiazines.