38222-85-4

Basic information

• Product Name: N,N-dimethyl-1-(pyridin-4-yl)methanamine
• Synonyms: 4-pyridinemethanamine, N,N-dimethyl-; N,N-Dimethyl-1-(pyridin-4-yl)methanamine; N,N-dimethyl-1-pyridin-4-ylmethanamine
• CAS NO: 38222-85-4
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.1943
• Mol File: 38222-85-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 189.2°C at 760 mmHg
• Flash Point: 68.3°C
• Density: 0.978g/cm³
• Vapor Pressure: 0.575mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: N,N-dimethyl-1-(pyridin-4-yl)methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-1-(pyridin-4-yl)methanamine(38222-85-4)
• EPA Substance Registry System: N,N-dimethyl-1-(pyridin-4-yl)methanamine(38222-85-4)

Safety Data

• Hazardous Substances Data: 38222-85-4(Hazardous Substances Data)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 124-40-3 dimethyl amine 
• 100-48-1 pyridine-4-carbonitrile 
• 67-56-1 methanol 
• 1003-67-4 4-methylpyridine-1-oxide 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 73870-24-3 4-bromomethyl pyridine hydrobromide 
• 1822-51-1 4-picolylchloride hydrochloride 
• 65737-59-9 4-(hydroxymethyl)pyridine hydrobromide 

Downstream Products

• 872-85-5 pyridine-4-carbaldehyde 
• 124-40-3 dimethyl amine 
• 138761-44-1 4-<(diphenylphosphoryl)(dimethylamino)methyl>pyridine 

Relevant articles and documents

Direct Synthesis of N,N-Dimethylated and β-Methyl N,N-Dimethylated amines from nitriles using methanol: Experimental and computational studies

Direct and selective synthesis of N,N-dimethylated amines from nitriles using methanol as C1 building blocks is reported using an air- and moisture-stable ruthenium complex. Following this process, various aromatic as well as aliphatic nitriles were converted to the corresponding N-methylated amines. Interestingly, tandem C-methylation as well as N-methylation was achieved by introducing multiple methyl groups. The practical aspect of this process was revealed by preparative-scale reactions with different nitriles and the synthesis of anti-allergic drug "avil". Several kinetic experiments and detailed DFT calculations were carried out to understand the mechanism of this process.

Palladium-Catalyzed Benzylic C-H Arylation of Azaarylmethylamines

A direct C-H functionalization approach to produce aryl(azaaryl)methylamines from azaarylmethylamines without directing groups is described. Under conditions where the azaarylmethylamines' C-H is reversibly deprotonated, a Pd(OAc)2/NIXANTPHOS-b

Reaction of Pyridine and Picolines N-oxides with Hexamethylphosphoroamide. New Way to Dimethylamino Derivatives of Azaaromatic Compounds

The reaction of pyridine, 2-, 3-, and 4-picoline N-oxides with hexamethylphosphoramide (HMPA) was studied in the temperature range of 150-230 deg C with and without polyphosphoric acid (PPA) as catalyst. Pyridine and 3-picoline N-oxides gave their 2-dimethylamino derivatives as well as deoxygenation products. In the case of 2- and 4-picoline N-oxides 2- and 4-dimethylaminomethylpyridines were formed, respectively as well as 2- and 4-picoline. Key words: hexamethylphosphoramide, pyridine and picoline N-oxides, 2-dimethylaminopyridine, 2- and 4- dimethylaminomethylpyridines