Advices For Studying Organic Chemistry

(Wang) #1

STEREOCHEMISTRY: CHIRAL MOLECULES


5.1 ISOMERISM: CONSTITUTIONAL ISOMERS AND


STEREOISOMERS



  1. Isomers are different compounds that have the same molecular formula.

  2. Constitutional isomers are isomers that differ because their atoms are connected
    in a different order.
    Molecular Formula Constitutional isomers


C 4 H 10 CH^3 CH^2 CH^2 CH^3 and H 3 C CH

CH 3
CH 3
Butane Isobutane

C 3 H 7 Cl CH^3 CH^2 CH^2 Cl and H 3 C CH

Cl
CH 3
1-Chloropropane 2-Chloropropane
C 2 H 6 O CHEthanol^3 CH^2 OH and Dimethyl etherCH^3 OCH^3


  1. Stereoisomers differ only in arrangement of their atoms in space.


Cl


Cl

C

C H

H H

C

Cl C

Cl

H

cis-1,2-Dichloroethene (C 2 H 2 Cl 2 ) trans-1,2-Dichloroethene (C 2 H 2 Cl 2 )



  1. Ennatiomers are stereoisomers whose molecules are nonsuperposable mirror
    images of each other.


Me

Me

H

H

Me

Me

H

H
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