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2,6-dimethylpyridine : ウィキペディア英語版
2,6-Lutidine

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2,6-Lutidine is a natural heterocyclic aromatic organic compound. It has been isolated from the basic fraction of coal tar and from bone oil.〔 It is a dimethyl substituted derivative of pyridine. It has been detected in waste water from oil shale processing sites and former creosoting facilities. 2,6-Lutidine has been evaluated for use as a food additive owing to its nutty aroma when present in solution at very low concentrations, however the neat solvent has a pungent, noxious odor.〔Sims, G. K. and E.J. O'Loughlin. 1989. Degradation of pyridines in the environment. CRC Critical Reviews in Environmental Control. 19(4): 309–340.〕
2,6-Lutidine is weakly nucleophilic, due to the steric effects of the two methyl groups on the ring nitrogen. It is moderately basic, with a p''K''a of 6.60.〔 In organic synthesis, 2,6-lutidine is thus widely used as a sterically hindered mild base.
== Environmental properties ==
Though pyridine is an excellent source of carbon, nitrogen, and energy for certain microorganisms, methylation significantly retards degradation of the pyridine ring. 2,6-Lutidine was found to be significantly more resistant to microbiological degradation than any of the picoline isomers or 2,4-lutidine in soil.〔Sims, G. K. and L.E. Sommers. 1985. Degradation of pyridine derivatives in soil. Journal of Environmental Quality. 14: 580–584.〕 Significant volatilization loss was observed in liquid media. Estimated time for complete degradation was > 30 days.〔Sims, G. K. and L.E. Sommers. 1986. Biodegradation of pyridine derivatives in soil suspensions. Environmental Toxicology and Chemistry. 5: 503–509.〕

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