Re: ORGLIST: Nucleophilic Additions

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From: Chris Borella (cborella$##$ic.sunysb.edu)
Date: Wed Jan 10 2001 - 09:56:34 EST


Additions to carbonyl compounds are very reversable in some cases. It =
depends on what the nucleophile and carbonyl compound is. Take a look =
at nucleophilic reactions with esters and amides to get an idea of what =
I am talking about. It should be self explanitory from there.

-chris
----- Original Message -----
  From: Ashutosh
  To: Multiple recipients of list orglist
  Sent: Wednesday, January 10, 2001 3:45 AM
  Subject: ORGLIST: Nucleophilic Additions





  Hello everyone


  In Peter Sykes',"A Guidebook to mechanism in Organic Chemistry",it's =
stated that nucleophilic additions to carbonyl compounds are quite =
reversible.
  But a few lines later he says,"The T.S resembles the adduct more than =
the starting material".What do these lines mean?Are these reactions in =
general reversible or not,and if so,under what conditions?Does this =
relate to Hammond's Postulate in any way?
  Thanks
  Ashutosh S.Jogalekar


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