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    Resources for percent yield of haloform reactions

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    Good day,

    I am writing up a lab on, "Hypochlorite Oxidation of Methyl Ketones by Haloform Reaction".

    We used acetophenone and bleach (NaOCl) as our reactants.
    We got a percent yield of 8.7%.

    I am wondering where to find resources for predicted percent yields.
    I was also wondering how the amount of mixing effects percent yield.

    Thankyou

    © BrainMass Inc. brainmass.com December 24, 2021, 7:56 pm ad1c9bdddf
    https://brainmass.com/chemistry/acid-and-base-organic-chemistry/resources-percent-yield-haloform-reactions-231913

    SOLUTION This solution is FREE courtesy of BrainMass!

    Resources for predicted percent yields of reactions are often found in published papers. Here is a link to a paper that uses the synthesis technique you used:

    http://jade6.truman.edu/~patter/organic/procedures/multistep.pdf

    On page 2, you can find this quote:

    "Less frequently, it is used in the undergraduate chemistry curriculum to demonstrate formation of a carboxylic acid by oxidizing a methyl ketone. In this published experiment, acetophenone, under basic conditions, is oxidized with
    household bleach (sodium hypochlorite) to form benzoic acid and chloroform [4, 5]."

    This article cites two more articles (4 and 5). At the end of the article, full citations are given:

    [4] Perkins, R. R.; Chau, F. J. Chem. Ed., 1982, 59, 981.
    [5] Perkins, R. R. J. Chem. Ed., 1984, 61, 514.

    Both of these citations come from the Journal of Chemical Eductation and should give a percent yield for your reaction. Without purchasing a subscription, you could go to your school's library which should probably give you access to these journals.

    As for the amount of mixing affecting percent yield, you need to consider that acetophenone is only slightly soluble in water. Because the bleach solution is aqueous, the acetophenone will not readily mix with the bleach. If the reaction vessel was not mixed well, the bleach would not have an opportunity to mix (and react) with the acetophenone and would result in a low percent yield.

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

    © BrainMass Inc. brainmass.com December 24, 2021, 7:56 pm ad1c9bdddf>
    https://brainmass.com/chemistry/acid-and-base-organic-chemistry/resources-percent-yield-haloform-reactions-231913

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