Explore BrainMass

Explore BrainMass

    Detection of Strong Acids

    Not what you're looking for? Search our solutions OR ask your own Custom question.

    This content was COPIED from BrainMass.com - View the original, and get the already-completed solution here!

    Which would you expect to be the stronger acid?

    a) B-chloroethyl or ethyl alcohol?
    b) isopropyl alcohol or hexafluroisopropyl alcohol?
    c) n-propyl alcohol or glycerol, HOCH2CHOHCH2OH?(2 should be subscripts)
    d) Which alcohol of each pair would you expect to be the stronger nucleophile?

    © BrainMass Inc. brainmass.com October 4, 2022, 11:44 am ad1c9bdddf
    https://brainmass.com/chemistry/acid-and-base-organic-chemistry/detection-strong-acids-56626

    Solution Preview

    ***Acidity***

    Generally speaking, alcohols with highly electronegative atoms attached (such as chlorine and fluorine) are much more acidic than their corresponding simple alcohols. Why is this? It is due to the inductive effect. It is the result of the electron-withdrawing effect of the electronegative atom which, in the un-ionized alcohol, decreases the electron density of the alpha carbon. The result is a high-energy structure with adjacent positive charges on the alpha and beta carbons. On the other hand, the presence of the halide reduces the energy of the anion since the negative charge on the oxygen can be dispersed by the nearby partially positive charge on the beta ...

    Solution Summary

    This Solution contains over 400 words to aid you in understanding the Solution to these questions.

    $2.49

    ADVERTISEMENT