Advices For Studying Organic Chemistry

(Wang) #1
1) Only one compound with the general formula CH 3 X is ever found.
2) Only one compound with the formula CH 2 X 2 or CH 2 XY is ever found.
3) Two enantiomeric compounds with the formula CHXYZ are found.

H

HH

H

C H

H H

C H H

H H

H

C

Planar Pyramidal Tetrahedral

H
HH

X C H X
HH
C Y
H Y
C H
Cis Trans

Cis Trans

X X
H H

C Y H
H H

C H
H Y

C H

YX H X

H
C H Y

H
rotate 180 C
o

Y
X Z X

H
C Z Y

H
C

5.5 TESTS FOR CHIRALITY: PLANES OF SYMMETRY



  1. Superposibility of the models of a molecule and its mirage:

    1. If the models are superposable, the molecule that they represent is achiral.

    2. If the models are nonsuperposable, the molecules that they represent are chiral.



  2. The presence of a single tetrahedral stereocenter ⇒ chiral molecule.

  3. The presence of a plane of symmetry ⇒ achiral molecule

    1. A plane of symmetry (also called a mirror plane) is an imaginary plane that
      bisects a molecule in such a way that the two halves of the molecule are mirror



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