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Ask iit jee aieee pet cbse icse state board community Discussion Response Post to: how to identify either itt is is a Z or E scheme of isomers?
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inteligento (20)

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Olaaa!! Perrrfect answer. 4  [4 rates]

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when all the groups attached to doubly bonded carbon are different, then we can't use cis-trans nomenclature.... we use E-Z system.
E-means Entgegen-means opposite
Z-means Zusammen-means together
now we check the greater priority group on each side of double bond based on atomic number...
eg.-                   H   Br
                          |      |
                          C=C
                         |       |
                        Cl     I
On the right side of double bond, we give priority to I than to Br as atomic number of I is greater than Br.
Similarly, on the left side we give priority to Cl atom.
High priority groups are on same side => together =>Z compound
eg. 2-
      H    I
       |     |
      C= C
       |     |
      Cl   Br
On left side - priority group- Cl
On right side- priority group- I
Priority groups on opposite sides => opposite => E compound
eg 3-
Special cases
When we have isotopes (same atomic number), we compare the atomic mass and give priority to atom with higher atomic mass.
H     Cl
|         |
C =    C
|          |
D       Br
D (Deuterium) is isotope of hydrogen but at. mass of D=2 and at. mass of H=1.
Left side- proirity-D
Right side- priority-Br
Priority groups on same side- together- Z compound
eg 4-
CH3     CH2-CH3
|            |
C  =     C
|            |
H         CH2-CH2-CH3
In such cases, we compare the atomic numbers of the first atom in the two groups that are different, in the chain.
Left side- obviously CH3 is the priority group
Right side- the first two carbon atoms are same in the two groups. The difference comes where you get the third carbon in the chain in -CH2-CH2-CH3 bonded to the second carbon in the chain instead of H in -CH2-CH3.
Therefore we give priority to -CH2-CH2-CH3.
priority groups on opposite side- opposite- E compound
Similarly
CH3-CH2-CH2            CH2-CH3
                  |                   |
                 C       =        C
                 |                    |
       CH3-CH2                   CH2-CH2-CH2-CH2-CH3
 this is a E compound (check it for yourself)
eg 5-
                                      O
                                      ||
            CH3                  C- H
                |                     |
                C        =       C
               |                     |
             H                     CH2-OH
   Note-   >C=O is considered as-
                            > C - O
                                |       |
                               O      C
        It simply means C attached two times to O and O attached attached twice to C.
Left side - priority- CH3
Right side- priority- -CHO
prority groups on same side- together- Z compound
eg 6-
CH3            CN
|                   |
C  =          C
|                  |
H               CH2-NH2
As discussed in previous example,
here also -C=N can be drawn as (hypothetically)
             N          C
             |             |
           - C  -      N
              |            |
             N           C
left side- PG( priority group)- CH3
right side- PG- -C=N
Question) Try this out and reply me the answer to this ( assign them E or Z configuration)?
1)
O
||
C         C=C
|            |
C =      C
|            |
O H      C=C
 
2)
H          CN
|             |
C =        C
|              |
D           C = C
 this reply: 5 points  (with Olaaa!! Perrrfect answer.   in 1 votes )   [?]
 
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