Investigation of the low boiling bases from the pyrolysis of cotton-seed meal



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Seven pyridine homologs, identical with bases obtained from coal tar and shale oil, were isolated and identified from the low boiling bases produced by pyrolysis of cotton-seed meal. These bases are: 3-Methylpyridine; 4-MethyIpyridine; 2,4-Dimethylpyridine; 2,6-Dimethylpyridine; 3,5-Dimethylpyridine; 3-Ethylpyridine; [and] 2,4,6-Trimethylpyridine. Associated with the pyridines, other bases were encountered, but not isolated. The presence of these admixtures in most cases materially altered the solubility of the pyridine salt, especially the picrates. Modified procedures were devised for the isolation of these pyridine homologs from cotton-seed meal to surmount the altered solubilities of the picrates and mercuric chloride salts so that these salts could be used for isolation of the bases. The composition of the low boiling bases from cotton-seed meal pyrolysis is much more complex than that of the bases in the same boiling range from coal tar or shale. Their formation, in all probability, is due not only to proteins but to carbohydrates and fats as well, since such a complex mixture cannot be obtained from the pyrolysis of pure protein