119715-60-5

Basic information

• Product Name: N-(2-pyridylmethyl)-2-pyridylmethanimine
• Synonyms: N-(2-pyridylmethyl)-2-pyridylmethanimine
• CAS NO: 119715-60-5
• Molecular Weight: 197.239
• Mol File: 119715-60-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-(2-pyridylmethyl)-2-pyridylmethanimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-pyridylmethyl)-2-pyridylmethanimine(119715-60-5)
• EPA Substance Registry System: N-(2-pyridylmethyl)-2-pyridylmethanimine(119715-60-5)

Safety Data

• Hazardous Substances Data: 119715-60-5(Hazardous Substances Data)

Upstream product

• 586-98-1 2-Hydroxymethylpyridine 
• 1133438-04-6 (di-2-pyridylmethyl-amide)₂Fe 
• 19198-87-9 N-[(1E)-pyridin-2-ylmethylidene]benzenemethanamine 
• 100-46-9 benzylamine 
• 3731-51-9 2-(Aminomethyl)pyridine 

Downstream Products

• 950984-75-5 N-propargyl-N,N-bis(2-pyridylmethyl)amine 
• 1400279-89-1 4-methyl-N,N-bis(2-picolyl)benzamide 
• 1400279-88-0 4-chloro-N,N-bis(2-picolyl)benzamide 
• 1400279-87-9 3-nitro-N,N-bis(2-picolyl)benzamide 
• 58624-53-6 3,5-dinitro-N,N-bis(2-picolyl)benzamide 
• 29232-35-7 4-nitro-N,N-bis(2-picolyl)benzamide 

Relevant articles and documents

Copper-catalyzed aerobic oxidation of amines to imines under neat conditions with low catalyst loading

The copper (I)-catalyzed direct synthesis of imines from amines under mild aerobic conditions is described. The method is applicable for the synthesis of various imines from corresponding amines such as benzylic, aliphatic, cyclic secondary, heteroaromatic species and the oxidative condensation of benzylamines with anilines extends the scope of the CuCl catalytic system. Noteworthy, solvent-free procedure, air as a benign oxidant, and the cheap and easy availability of the catalyst are the vital advantages of the method. Copyright

C-C bond formation and related reactions at the CNC backbone in (smif)FeX (smif = 1,3-di-(2-pyridyl)-2-azaallyl): Dimerizations, 3 + 2 cyclization, and nucleophilic attack; Transfer hydrogenations and alkyne trimerization (X = N(TMS)2, dpma = (Di-(2-pyridyl-methyl)-amide))

Molecular orbital analysis depicts the CNCnb backbone of the smif (1,3-di-(2-pyridyl)-2-azaallyl) ligand as having singlet diradical and/or ionic character where electrophilic or nucleophilic attack is plausible. Reversible dimerization of (smif)Fe{N(SiMe3)2} (1) to [{(Me3Si)2N}Fe]2(μ-κ3, κ3-N,py2-smif,smif) (2) may be construed as diradical coupling. A proton transfer within the backbone-methylated, and o-pyridine-methylated smif of putative (bMe2 oMe2smif)FeN(SiMe3)2 (8) provides a route to [{(Me3Si)2N}Fe]2(μ- κ4,κ4-N,py2,C-(bMe, bCH2,oMe2(smif)H))2 (9). A 3 + 2 cyclization of ditolyl-acetylene occurs with 1, leading to the dimer [{2,5-di(pyridin-2-yl)-3,4-di-(p-tolyl-2,5-dihydropyrrol-1-ide)}FeN(SiMe 3)2]2 (11), and the collateral discovery of alkyne cyclotrimerization led to a brief study that identified Fe(N(SiMe 3)2(THF) as an effective catalyst. Nucleophilic attack by (smif)2Fe (13) on tBuNCO and (2,6-iPr 2C6H3)NCO afforded (RNHCO-smif)2Fe (14a, R = tBu; 14b, 2,6-iPrC6H3). Calculations suggested that (dpma)2Fe (15) would favorably lose dihydrogen to afford (smif)2Fe (13). H2-transfer to alkynes, olefins, imines, PhNNPh, and ketones was explored, but only stoichiometric reactions were affected. Some physical properties of the compounds were examined, and X-ray structural studies on several dinuclear species were conducted.