1. Limited time only! Sign up for a free 30min personal tutor trial with Chegg Tutors
    Dismiss Notice
Dismiss Notice
Join Physics Forums Today!
The friendliest, high quality science and math community on the planet! Everyone who loves science is here!

Homework Help: Diol reagent question

  1. Jun 7, 2014 #1
    1. The problem statement, all variables and given/known data

    But-2-ene-1,4-diol is converted in two steps through an intermediate X into ketobutanedioic acid.
    Hot acidified KMnO4 is added in step 2.

    HOCH2CH=CHCH2OH ----> X -----> HO2CCOCH2CO2H

    What could be the reagent for step 1 and the intermediate X?

    reagent for step 1
    A cold acidified KMnO4
    B hot acidified KMnO4 O
    C steam and concentrated
    D warm acidified K2Cr2O7

    Sorry about the unalignment.

    3. The attempt at a solution
    I'm aware that an alkene reacts with cold KMnO4 to give a dol and hot KMnO4 to give a dicarboxylic acid but I'm stumped since the first compound is both a diol and alkene. Any help appreciated!
  2. jcsd
  3. Jun 8, 2014 #2
    Hi suitcasespeake! Welcome to PF! :smile:

    I suppose your C option is steam and concentrated ##H_2SO_4##, right?

    It is easy to solve the problem by eliminating the options. Do you see which options are not possible?
Share this great discussion with others via Reddit, Google+, Twitter, or Facebook

Have something to add?
Draft saved Draft deleted