81506-12-9

Basic information

• Product Name: 1-(2,4-dimethylphenyl)pyrrolidine
• Synonyms: N-(2,4-Dimethylphenyl)pyrrolidine
• CAS NO: 81506-12-9
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.2701
• Mol File: 81506-12-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 288.5°C at 760 mmHg
• Flash Point: 117.2°C
• Density: 0.992g/cm³
• Vapor Pressure: 0.00233mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 1-(2,4-dimethylphenyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-dimethylphenyl)pyrrolidine(81506-12-9)
• EPA Substance Registry System: 1-(2,4-dimethylphenyl)pyrrolidine(81506-12-9)

Safety Data

• Hazardous Substances Data: 81506-12-9(Hazardous Substances Data)

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 95-68-1 2,4-Xylidine 
• 123-75-1 pyrrolidine 
• 87241-52-9 2,4-dimethylphenyl trifluoromethanesulfonate 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 110-63-4 Butane-1,4-diol 
• 109-99-9 tetrahydrofuran 
• 4214-28-2 1-iodo-2,4-dimethylbenzene 

Relevant articles and documents

Cycloaddition of Enamine and Iminium Ion Intermediates Formed in the Reaction of N -Arylpyrrolidines with T-HYDRO

The reaction of N-arylpyrrolidine derivatives with 70% aqueous tert-butyl hydroperoxide (T-HYDRO) in the presence of NaOAc·3H2O gives tetracyclic amines in 59-78% yields via cycloaddition of the corresponding iminium ion and enamine intermediates formed in situ in cyclohexane solvent. The iminium ion intermediate reacts with t-BuOK in methanol to give the corresponding cyclic amides in 85-88% yields or undergoes alkylation to give the corresponding nitromethyl product in 74-79% yields using t-BuOK and nitromethane in methanol.

Development of a general non-noble metal catalyst for the benign amination of alcohols with amines and ammonia

The N-alkylation of amines or ammonia with alcohols is a valuable route for the synthesis of N-alkyl amines. However, as a potentially clean and economic choice for N-alkyl amine synthesis, non-noble metal catalysts with high activity and good selectivity are rarely reported. Normally, they are severely limited due to low activity and poor generality. Herein, a simple NiCuFeOx catalyst was designed and prepared for the N-alkylation of ammonia or amines with alcohol or primary amines. N-alkyl amines with various structures were successfully synthesized in moderate to excellent yields in the absence of organic ligands and bases. Typically, primary amines could be efficiently transformed into secondary amines and N-heterocyclic compounds, and secondary amines could be N-alkylated to synthesize tertiary amines. Note that primary and secondary amines could be produced through a one-pot reaction of ammonia and alcohols. In addition to excellent catalytic performance, the catalyst itself possesses outstanding superiority, that is, it is air and moisture stable. Moreover, the magnetic property of this catalyst makes it easily separable from the reaction mixture and it could be recovered and reused for several runs without obvious deactivation. Copyright

Cadmium(II)-catalyzed C-N cross-coupling of amines with aryl iodides

Cadmium diacetate dihydrate [Cd(OAc)2·2H2O] in combination with ethylene glycol catalyzes efficiently the C-N cross-coupling of amines with aryl iodides by a benzyne mechanism. Alkyl, aryl and heterocyclic amines are compatible with this system affording the aminated products in high to excellent yield.