1205-59-0

Basic information

• Product Name: N,N-Dimethyl-N'-(4-nitrophenyl)formamidine
• Synonyms: N,N-Dimethyl-N'-(4-nitrophenyl)formamidine
• CAS NO: 1205-59-0
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 0
• Mol File: 1205-59-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Dimethyl-N'-(4-nitrophenyl)formamidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-N'-(4-nitrophenyl)formamidine(1205-59-0)
• EPA Substance Registry System: N,N-Dimethyl-N'-(4-nitrophenyl)formamidine(1205-59-0)

Safety Data

• Hazardous Substances Data: 1205-59-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 4522, 1980 DOI: 10.1021/jo01310a058

Upstream product

• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 
• 100-01-6 4-nitro-aniline 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 26060-36-6 N-(4-nitrophenyl)methanethioamide 
• 2458-24-4 2-cyano-3-(4-nitro-phenylamino)-acrylic acid ethyl ester 

Relevant articles and documents

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

Amidines. Part 20. Rate of Reaction of N,N-Dialkylformamide Acetals with Substituted Anilines

Rate of reaction of seven N,N-dialkylformamide acetals R2N-CH(OR2)2 with a series of anilines substituted on the phenyl ring have been measured in benzene, methanol, chloroform, and tetrahydrofuran by use of a g.l.c. method.In each case studied reaction is irreversible and obeys a second-order kinetic equation.Reaction rates correlate with Hammett ? constants for substituents on the phenyl ring of the aniline molecule.On the basis of the kinetic data, the mechanism of reaction is discussed.