1694-45-7

Basic information

• Product Name: Benzenamine, N,N-dimethyl-4-[(1E)-2-(2-pyridinyl)ethenyl]-
• CAS NO: 1694-45-7
• Molecular Formula: C15H16N2
• Molecular Weight: 224.305
• Mol File: 1694-45-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenamine, N,N-dimethyl-4-[(1E)-2-(2-pyridinyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-dimethyl-4-[(1E)-2-(2-pyridinyl)ethenyl]-(1694-45-7)
• EPA Substance Registry System: Benzenamine, N,N-dimethyl-4-[(1E)-2-(2-pyridinyl)ethenyl]-(1694-45-7)

Safety Data

• Hazardous Substances Data: 1694-45-7(Hazardous Substances Data)

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 4854-85-7 (E)-4-(N,N-dimethylamino)cinnamonitrile 
• 74-86-2 acetylene 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 109-06-8 α-picoline 

Relevant articles and documents

First cycloruthenation of 2-alkenylpyridines: synthesis, characterization and properties

Several cyclometalated ruthenium complexes 1-5 with 2-alkenylpyridines as C,N-chelating ligands were synthesized and then characterized by NMR, MS, IR and UV-Vis spectra. According to the single crystal of complex 2, it is evident that carbon from vinyl group is successfully bonded to Ru(ii) center. Moreover, the Ru-N bond trans to the Ru-C bond is elongated (2.127(5) ?), which is consistent with the strong trans effect of the carbon atom compared to that of the nitrogen atom. With different electron-donating groups linked to vinyl, these complexes exhibited regular changes in MLCT absorption bands, which were identified by UV-Vis and CV spectra in combination with DFT and TD-DFT. Interestingly, protonated intermediate species of these complexes in acidic solutions were tracked by the absorption changes and MS spectra, which displayed a possible protonation process of these complexes with the cleavage of Ru-C σ bonds.

Photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with acetylene: An effective method for the synthesis of 2-pyridines under mild conditions

The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.