Effect of solvent polarity in mechanochemistry: preparation of a conglomerate vs. racemate

Chem Commun (Camb). 2019 Sep 10;55(73):10900-10903. doi: 10.1039/c9cc05687d.

Abstract

Cocrystallization of racemic dl-tartaric acid (dl-ta) and achiral isoniazid (ISN) was investigated using mechanochemistry. Neat grinding (NG) and liquid-assisted grinding (LAG) in the presence of non-polar liquids result in the formation of a conglomerate (ISN·d-ta/ISN·l-ta); whereas LAG with polar liquids yields racemic salt ISN·dl-ta. The effect of solvent polarity and dipole moment in mechanochemistry is discussed.