T. Hara, K. Adachi, M. Takimoto-Kamimura
May 12, 2009
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Journal
Crystal Growth & Design
Abstract
Methyl 2-(4-(2-metylpropoxy)-phenyl)-4-methyl-thiazole-5-carboxylate (Me-est(H)), propyl 2-(4-(2-metylpropoxy)-phenyl)-4-methyl-thiazole-5-carboxylate (Pr-est(H)), and 2-methyllpropyl 2-(4-(2-metylpropoxy)-phenyl)-4-methyl-thiazole-5-carboxylate (i-But-est(H)) were prepared, and the relationship between the molecular structure, and crystal structure and solubility was investigated. The crystallization of Me-, Pr-, and i-But-est(H) from methanol (MeOH), ethanol (EtOH), and acetonitrile (MeCN) solutions by a rapid cooling method resulted in only one crystal form for each ester. Crystallographic analysis using a single crystal indicated that the crystal was constructed by stacking the sheet of molecules, the phenyl ring, the thiazole ring, and the ester group along the same plane in all esters. The hydrogen bonding by the carbonyl group was observed in the case of Pr- and i-But-est(H), whereas no hydrogen bonding was observed in the Me-est(H) crystal. From solubility measurements in MeOH, EtOH, MeCN, and c-h...