Advices For Studying Organic Chemistry

(Wang) #1
1) Conjugation affords trans-1,3-pentadiene an extra stability of 15 kJ mol–1 ⇒
conjugated dienes are more stable than isolated dienes.


  1. What is the source of the extra stability associated with conjugated dienes?.

    1. In part from the stronger central bond that they contain (sp^2 - sp^2 C–C bond).

    2. In part from the additional delocalization of the π electrons that occurs in
      conjugated dienes.




13.9 ULTRAVIOLET-VISIBLE SPECTROSCOPY


13.9A UV-VIS SPECTROPHOTOMERS

13.9B ABSORPTION MAXIMA FOR NONCONJUGATED

AND CONJUGATED DIENES

13.9C ANALYTICAL USES OF UV-VIS SPECTROSCOPY

13.10 ELECTROPHILIC ATTACK ON CONJUGATED DIENES:


1,4-ADDITION



  1. 1,3-butadiene reacts with one molar equivalent of HCl to produce two products:
    3-chloro-1-butene and 1-chloro-2-butene.


CH 2 CH CH CH 2 25 HCloC CH 3 CH CH CH 2 +
Cl

CH 3 CH CH CH 2
Cl
1,3-Butadiene 3-Chloro-1-butene 1-Chloro-2-butene
1) 1,2-Addition:
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