When oxidising primary alcohols, $\ce{K2Cr2O7}$ is used because it's a useful & readily available oxidising agent.

Why does the sulfuric acid need to be added? Does it have to do with the acidity of the resulting dichromate solution? How would this facilitate the oxidation?

  • 1
    $\begingroup$ Low pH raises oxidation potential, AFAIK. $\endgroup$ – Mithoron Apr 13 '16 at 22:00

It protonates the chromic acid to form an oxonium ion, increasing positive charge at the chromium center.

Using $\ce{H^+}$ typically protonates the electrophile, making it more electrophilic (more electron deficient = more electrophilic), just like with acid-catalyzed esterification. In fact, you're making a chromate ester in this reaction.

See the first step here in this image (and the rest is related, also):chromic acid oxidation mechanism Image source

|improve this answer|||||
  • $\begingroup$ Also, it apparently helps break the dichromate ion into two chromic acid molecules. $\endgroup$ – SendersReagent Apr 14 '16 at 1:55

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.