14479-37-9

Basic information

• Product Name: Benzenamine, 4-methyl-N-(1H-pyrrol-2-ylmethylene)-
• Synonyms: Pyrrol-2-carbaldehyd-p-tolylimin;pyrrole-2-carbaldehyde p-tolylimine;4-methyl-N-pyrrol-2-ylmethylene-aniline
• CAS NO: 14479-37-9
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• Mol File: 14479-37-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 102 °C
• Boiling Point: 368.1±25.0 °C(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzenamine, 4-methyl-N-(1H-pyrrol-2-ylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-methyl-N-(1H-pyrrol-2-ylmethylene)-(14479-37-9)
• EPA Substance Registry System: Benzenamine, 4-methyl-N-(1H-pyrrol-2-ylmethylene)-(14479-37-9)

Safety Data

• Hazardous Substances Data: 14479-37-9(Hazardous Substances Data)

Upstream product

• 1192-58-1 N-methylpyrrole aldehyde 
• 106-49-0 p-toluidine 
• 105090-45-7 1-(4-Methylphenyl)-3,3-diphenyl-4-(2-pyrryl)-2-azetidinone 
• 1003-29-8 2-pyrrole aldehyde 

Downstream Products

• 118235-39-5 3,3-diphenyl-1-p-tolyl-4-(1-methylpyrrol-2-yl)azetidin-2-one 
• 105090-45-7 1-(4-Methylphenyl)-3,3-diphenyl-4-(2-pyrryl)-2-azetidinone 
• 1003-29-8 2-pyrrole aldehyde 
• 106-49-0 p-toluidine 
• 143021-17-4 {Ni(NC₄H₃CHNC₆H₄-4-CH₃)2(NC₅H₅)2} 
• 15490-11-6 bis(2-{(4-methylphenyl)iminomethyl}pyrrolato)copper(II) 
• 66562-92-3 bis(2-{(4-methylphenyl)iminomethyl}pyrrolato)zinc(II) 
• 929218-52-0 bis(dimethylamido)-bis(2-(N-(4-methylphenyl)iminomethyl)pyrrolyl)hafnium 
• 15632-21-0 nickel(II)(N-p-Me-phenyl-pyrrole-2-aldimine)2 
• 1515644-69-5 ((4-methylphenyl)(1H-pyrrol-2-ylmethylene)-amine(-H))2AlMe 
• 1515644-53-7 ((4-methylphenyl)(1H-pyrrol-2-ylmethylene)-amine(-H))AlMe₂ 
• 1386395-85-2 IrCl(H)(P(C₆H₅)3)2(C₄H₃NCHN(C₆H₄)CH₃) 

Relevant articles and documents

Reversible trans-cis photoisomerization of new pyrrolidene heterocyclic imines

A series of novel pyrrolidene imines bearing functionalized aryl or naphthyl moieties was synthesized and their photochromic properties studied by UV spectroscopy. UV irradiation of these heterocyclic Schiff bases at room temperature promotes the trans-ci

Monomethylaluminum and dimethylaluminum pyrrolylaldiminates for the ring-opening polymerization of rac-lactide: Effects of ligand structure and coordination geometry

Two series of aluminum alkyl complexes supported by pyrrolylaldiminate ligands, LAlMe2 (1a-7a) and L2AlMe (1b-7b), were successfully synthesized and characterized by NMR spectroscopy and elemental analysis. Reactions of trimethylaluminum with the corresponding pyrrolylaldiminate ligands in the molar ratios of 1:1 and 1:2 yielded dimethylaluminum pyrrolylaldiminates (1a-7a) and monomethylaluminum pyrrolylaldiminates (1b-7b), respectively, in good yields. The structure of 3b, determined by single-crystal X-ray diffraction, displayed a distorted trigonal bipyramidal geometry with the τ value of 0.65. Upon addition of 1 equivalent of benzyl alcohol, all complexes promoted the living ring-opening polymerization of rac-lactide with a good control over molecular weights and polydispersities. Complexes 6a and 7a were found to efficiently mediate the immortal polymerization in the presence of excess equivalents of benzyl alcohol (up to 5 equivalents), as evidenced by the narrow PDI values and the good agreement between the experimental Mn values and monomer/benzyl alcohol ratios. The steric and electronic effects of the imine nitrogen substituents had a strong influence on the polymerization activities both in catalytic activity and polymer microstructure. The catalytic activity decreased as follows: 4-Me-C6H4 (3) > C6H5 (1) ≈ 4-F-C6H4 (2) ≈ 2-Me-C6H4 (5) > 4-OMe-C6H4 (4) ? 2-tBu-C 6H4 (6) > adamantyl (7). In comparison, the catalytic activity of the monomethylaluminum complex is slightly higher than that of the dimethylaluminum counterpart. The polymerization of rac-lactide by 6b yielded heterotactically enriched polylactide (Pr = 0.60) whereas the isotactic-enriched polymer (Pm = 0.74) was obtained from 7b. The Royal Society of Chemistry 2014.

Novel Hydrolytic Cleavage of 4-(Pyrol-2-yl)azetidin-2-ones

Alkaline hydrolysis of 1-aryl-3,3-diphenyl-4-(pyrol-2-yl)azetidin-2-ones results in an unusual dualpath fragmentation of the β-lactam ring to give diphenylacetic acid, 2-iminomethylpyrroles, arylamines, and 1,1-diphenyl-2-(pyrrol-2-yl)ethylene.The product distribution is shown to be dependent on temperature.