Advices For Studying Organic Chemistry

(Wang) #1

Figure 4.14 (a) The boat conformation of cyclohexane is formed by "flipping" one
end of the chair form up (or down). This flip requires only rotations
about carbon-carbon single bonds. (b) Ball-and-stick model of the
boat conformation. (c) A space-filling model.


H

H

H

CH H
2

CH 2
1

5 6 4 2 3

H H

H H

H

H H
H

(a) (b)
Figure 4.15 (a) Illustration of the eclipsed conformation of the boat conformation
of cyclohexane. (b) Flagpole interaction of the C1 and C4 hydrogen
atoms of the boat conformation.



  1. The chair conformation is much more rigid than the boat conformation.

    1. The boat conformation is quite flexible.

    2. By flexing to the twist conformation, the boat conformation can relieve some
      of its torsional strain and reduce the flagpole interactions.



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