Advices For Studying Organic Chemistry

(Wang) #1
isomers when hydrogenation converts them to the same product.


  • H 2 Pt CH 3 CH 2 CH 2 CH (^3) ∆Ho = −127 kJ mol-1
    1-Butene (C 4 H 8 ) Butane
    CH 3 CH 2 CH CH 2

  • H 2 Pt CH 3 CH 2 CH 2 CH 3 ∆Ho^ = −120 kJ mol-1
    Butane
    CC
    H
    H 3 C CH 3
    H
    cis-2-Butene (C 4 H 8 )

  • H 2 Pt CH 3 CH 2 CH 2 CH 3 ∆Ho^ = −115 kJ mol-1
    Butane
    CC
    CH 3
    H 3 C
    H
    H
    trans-2-Butene (C 4 H 8 )



  1. In each reaction:

    1. The product (butane) is the same.

    2. One of the reactants (hydrogen) is the same.

    3. The different amount of heat evolved is related to different stabilities (different
      heat contents) of the individual butenes.




Figure 7.1 An energy diagram for the three butene isomers. The order of
stability is trans-2-butene > cis-2-butene > 1-butene.

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