(Particularly concerning acid hydrolysis) Is there some sort of chemical reason as to why with increasing alcohol-chain length, there is also an increase in the minimum energy needed to cause the ester bond to break?

Does the molecule as a whole become more stable because of the large -R group of the alcohol section of the molecule, for example?

(I am thinking of esters like methyl and ethyl ethanoate).

  • $\begingroup$ You mean like CH3CO(OCH3) and C2H5CO(OCH3)? $\endgroup$
    – ShankRam
    Feb 7 '16 at 10:31

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