Syntheses with the aid of (4-pyridylmethyl)lithium. I. Preparation of 4-alkylpyridines was written by Wibaut, J. P.;Hey, J. W.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 1953.Category: pyridine-derivatives This article mentions the following:
PhLi in Et2O slowly added to an equivalent amount of 4-methylpyridine (I) in Et2O, and the mixture treated with an equivalent of alkyl bromide gives a 4-alkylpyridine as the main product. The following 4-alkylpyridines are obtained (alkyl, b.p., n20D, and m.p. of picrate given): Pr, b20 80°, 1.4966, 131°; Bu, b20 98°, 1.4937, 112.5°; C5H11, b20 114°, 1.4908, 104°; C6H13, b0.1 68.5°, 1.4886, 93.5°; C7H15, b0.1 80°, 1.4868, 89°; C8H17, b0.1 91°, 1.4858, 88.5°; C9H19, b0.1 103°, 1.4850, 104.5°; C10H21, b0.1 115°, 1.4842, 112°. In the preparation of 4-butylpyridine, 60% of the desired product was obtained as well as 24% recovered I and 10% of a mixture of alkyl phenylpyridines. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Category: pyridine-derivatives).
4-Hexylpyridine (cas: 27876-24-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Category: pyridine-derivatives