Explore BrainMass
Share

Explore BrainMass

    Write a suitable mechanism for the cleavage of butyl isopropyl ether with HI.

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

    Write a suitable mechanism for the cleavage of butyl isopropyl ether with HI at 100 degrees Celsius to form exclusively isopropyl alcohol and 1-iodobutane. Explain why butyl alcohol and isoproplyl iodide are not formed in the reaction.

    © BrainMass Inc. brainmass.com June 1, 2020, 2:11 pm ad1c9bdddf
    https://brainmass.com/chemistry/acid-and-base-organic-chemistry/write-a-suitable-mechanism-for-the-cleavage-of-butyl-isopropyl-ether-with-hi-11228

    Solution Summary

    In the attached document, this solution illustrates (1) the attack of the one molar equivalent of 1-propanol, (2) base takes off proton, carbonyl is reformed, kicking out the unprotonated carboxy acid group, (3) reforming the carboxy acid group, and (4) the final product.

    $2.19

    ADVERTISEMENT