7549-96-4

Basic information

• Product Name: N,N-Dimethyl-N'-(4-methylphenyl)formamidine
• Synonyms: N,N-Dimethyl-N'-(4-methylphenyl)formamidine;N1,N1-Dimethyl-N2-(p-tolyl)formamidine
• CAS NO: 7549-96-4
• Molecular Formula: C₁₀H₁₄N₂
• Molecular Weight: 0
• Mol File: 7549-96-4.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Dimethyl-N'-(4-methylphenyl)formamidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-N'-(4-methylphenyl)formamidine(7549-96-4)
• EPA Substance Registry System: N,N-Dimethyl-N'-(4-methylphenyl)formamidine(7549-96-4)

Safety Data

• Hazardous Substances Data: 7549-96-4(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 68-12-2 N,N-dimethyl-formamide 
• 5747-20-6 Dimethylaminoformaldehyd-dibutylmercaptal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 
• 20353-93-9 <3-(dimethylamino)-2-azaprop-2-en-1-ylidene> dimethylammonium chloride 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 100-00-5 4-chlorobenzonitrile 
• 103-89-9 4-Methylacetanilide 
• 6876-54-6 2-cyano-N-(4-methylphenyl)acetamide 
• 15795-42-3 N-sulfinyl-4-methylaniline 
• 20353-93-9 Gold's reagent 

Downstream Products

• 1687-95-2 3Z-(4-methyl-anilino)-2-cyano-propenoic acid methyl ester 
• 1456912-31-4 C₂₂H₄₁N₄P 
• 1456912-22-3 C₂₂H₂₃N₂PSe 
• 1456912-33-6 C₂₂H₄₁N₄PSe 
• 1456912-20-1 C₂₂H₂₃N₂P 
• 1456912-17-6 C₂₂H₂₄N₂P⁽¹⁺⁾*CF₃O₃S^(1-) 
• 202208-62-6 1,1-bis(dimethylamino)-N,N-dimethyl-N'-(4-methylphenyl)-phosphinecarboximidamide 
• 1232774-71-8 1,1-bis(dimethylamino)-N,N-dimethyl-N'-(4-methylphenyl)-phosphinecarboximidamide selenide 

Relevant articles and documents

Novel synthesis of 1-substituted-4-imidazolecarboxylates via solvent-free cycloaddition reaction between formamidines and isocyanides

A simple and efficient protocol for cyclization between formamidines and ethyl isocyanoacetate has been described in the absence of metal catalyst and solvent. A series of 1-substituted-4-imidazolecarboxylates were synthesized in moderate to good yields with DABCO as base additive.

Oxo/Imido heterometathesis reactions catalyzed by a silica-supported tantalum imido complex

Grafting Ta(=NtBu)(CH2CMe2Ph)3 onto the surface of silica partially dehydroxylated at 300°C leads to the formation of the surface imido complex (≡SiO)2Ta(=N tBu)(CH2CMe2Ph) as a major species, which was characterized with EXAFS, 13C CP/MAS NMR, diffuse reflectance FTIR, elemental analyses, and chemical reactivity. The obtained material acts as an efficient heterogeneous catalyst for various oxo/imido heterometathesis transformations: imidation of ketones and DMF with N-sulfinylamines and condensation of N-sulfinylamines into sulfurdiimines and phenyl isocyanate into diphenylcarbodiimide.

Change of the favored routes of EI MS fragmentation when proceeding from N1, N1-dimethyl-N2-arylformamidines to 1,1,3,3-tetraalkyl-2-arylguanidines: Substituent effects

Although series of N1, N1-dimethyl-N 2-arylformamidines and of 1,1,3,3-tetraalkyl-2-arylguanidines are structurally analogous and similar electron-ionization mass spectral fragmentationmay be expected, they display important differences in the favored routes of fragmentation andconsequently in substituent effectsonion abundances. In the caseof formamidines, the cyclizationelimination process (initiated by nucleophilic attack of the N-amino atom on the 2-position of the phenyl ring) and formation of the cyclic benzimidazolium [M-H]+ ions dominates, whereas the loss of the NR2 group ismore favored for guanidines. In order to gain information on the most probable structures of the principal fragments, quantum-chemical calculations were performed on a selected set. A good linear relation between log{I[M-H]+I [M]+?} and σR+ constants of substituent at para position in the phenyl ring occurs solely for formamidines (r = 0.989). In the case of guanidines, this relation is not significant (r = 0.659). A good linear relation is found between log{I[M-NMe2]+/I [M]+?} and σp+ constants (r = 0.993). Copyright