131339-20-3Relevant academic research and scientific papers
Synthesis, characterisation and crystal structure of a co-crystal of two components: 1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione and 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione
Judith Percino,Chapela, Victor M.,Urzua, Omar,Toribio, Hector,Rodriguez-Barbarin, Cecilia
, p. 185 - 189 (2007)
A condensation reaction of an equimolar ratio of 2-pyridinecarboxaldehyde and (6-methylpyridin-2-yl)methanol without a catalyst in a solvent-free reaction at 140°C was expected to yield 2-hydroxy-[1,2-bis(6-methylpyridin-2-yl)] ethan-1-one. FT-IR spectroscopy of the yellow-brown solid reaction product indicated the presence of a -CO-COH- group. The solid compound was treated with cyclohexane and green crystals were produced. The crystals were characterised by FT-IR, 1H NMR, El mass spectrometry and single-crystal X-ray diffraction. The molecular and crystal structure determined by single-crystal X-ray diffraction resolved one crystal showing two molecular components [C 13H10N2O2 and C14H 12N2O2] at a ratio of 60.4:39.6 [C 13.40H10.79N2O2]. Both compounds co-crystallise in the triclinic space group P-1, with a = 7.859(5), b = 8.021(14), c = 9.060(5) A, α = 101.36(2)°, β= 90.06(3)°, γ = 90.92(3)°, V = 559.8(5) A3, Z= 2. The compounds were 1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione and 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione. These results are important because they confirm that condensation in a solvent- and catalyst-free reaction yielded precursors that were converted into α-diketone compounds by the action of solvent and oxygen.
