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orgo help

Discussion in 'MCAT: Medical College Admissions Test' started by kumar28, Aug 12, 2002.

  1. kumar28

    kumar28 Senior Member
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    could someone please tell me how to distinguish the better nucleophilicity of two molecules. These are the things I know so far but I feel like I'm missing something.

    Greater Electronegativity=Lower Nucleophilicity

    And

    Anions are usually better nucleophiles

    But what if we were given two molecules and asked to tell which one was more nucleophillic.

    Any help would be appreciated. Thanks
     
  2. freakazoid

    freakazoid Guy Friend Extraordinaire
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    From my Orgo book this is what I could gather:

    Nucleophilicity increases:

    1) w/ increasing negative charge: NH2(-1) > NH3
    2) going from right to left across the periodic table NH2(-1) > OH(-1)
    3) going from top to bottom across the period table I(-1) > Br(-1)
    4) w/ increasing polarizability (explains 3)
    5) when it is less sterically hindered (not as bulky)

    Hope this helps. Good luck. :)
     
  3. Mr. Z

    Mr. Z Senior Member
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    I thought nucleophilicity increases from right to left and top to bottom?
     
  4. freakazoid

    freakazoid Guy Friend Extraordinaire
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    Good call Z. Edited previous post.
     

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