Generality of Correlation between Yield and Reduced Mass of Raw Materials in Organic Reactions

To validate a generality of the correlation between product yield and reduced mass of raw materials, the regression analysis of 129 reaction examples (55 as a sample size) including at least 66 types of reactions used in syntheses of natural products such as peptides and terpenes was conducted. It was possible to predict a yield of a variety of synthetic reactions for a synthesis of natural product with many aliphatic carbon chains by applying a reduced mass, adjusted with a molecular weight and the number of rotatable bond, to the regression equation. Moreover, it was found that the increase in yield due to a use of the adjusted reduced mass correlated with the harmonic mean of the molar heat capacity of raw materials and was expressed as a second-order approximation within the analysis range.