December 28, 2024, 07:28:38 AM
Forum Rules: Read This Before Posting


Topic: MPV reduction URGENT  (Read 5084 times)

0 Members and 1 Guest are viewing this topic.

Offline sapta

  • Regular Member
  • ***
  • Posts: 58
  • Mole Snacks: +1/-5
  • I'm not a llama!
MPV reduction URGENT
« on: May 10, 2005, 12:45:58 PM »
i am having a problem in the basic concept.According to one of my books the followings are  examples of MPV reduction-

1.  CH3.CO.CH3  +  cyclohexanol-------------->CH3.CHOH.CH3   +cyclohexanone.

2.CH3.CO.CH3 + CH3.CHOH.CH3 ----------->CH3.CHOH.CH3  +CH3.CO.CH3

the reagent is(of course) [(CH3)2CHO]3Al  in iso-propanol.


BUT THEN, WHAT'S THE DIFFERNCE WITH Oppnauer oxidation where sec. alcohols are oxidised to ketones at the expense of acetone(or any other ketone).The reagent is of course different but why is the former called a reduction reaction while the latter is an oxidation reaction?
--------------------------------------------------------------
OPPANAUER OXIDATION-

R1CHOH.R2  +R3CO.R4-------->R1CO.R2 + R3CHOH.R4.

REAGENT is [(CH3)3CO]3Al.




 
« Last Edit: May 10, 2005, 12:47:28 PM by sapta »

Offline movies

  • Organic Minion
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1973
  • Mole Snacks: +222/-21
  • Gender: Male
  • Better living through chemistry!
Re:MPV reduction URGENT
« Reply #1 on: May 10, 2005, 01:41:32 PM »
You are correct that the Meerwein-Ponndorf-Verley reduction and the Oppenauer oxidation are essentially the same reaction.  The key to the process is that the reaction is constantly in equilibrium; that is to say that the forward are reverse reaction are constantly going on.  The difference is what solvent you use.  For reduction, you use isopropanol and for oxidation you use acetone.  The idea is that you drive the equilibrium by adding a large amount of one of the materials involved in the equillibrium.  It's an elegant application of Le Chattlier's principle!

Offline sapta

  • Regular Member
  • ***
  • Posts: 58
  • Mole Snacks: +1/-5
  • I'm not a llama!
Re:MPV reduction URGENT
« Reply #2 on: May 11, 2005, 01:12:59 AM »
Very very thanks . It's clear to me now. :)

Sponsored Links