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
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C=C
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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
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C= C
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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
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C = C
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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
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C = C
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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
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C = C
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CH3-CH2 CH2-CH2-CH2-CH2-CH3
this is a E compound (check it for yourself)
eg 5-
O
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CH3 C- H
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C = C
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H CH2-OH
Note- >C=O is considered as-
> C - O
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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
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C = C
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H CH2-NH2
As discussed in previous example,
here also -C=N can be drawn as (hypothetically)
N C
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- C - N
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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
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C C=C
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C = C
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O H C=C
2)
H CN
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C = C
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D C = C