Solveeit Logo

Question

Question: Given,\[but - 2 - ene\] exhibits \[cis - trans\] isomerism due to: A.Rotation around \({C_3} - {C_...

Given,but2enebut - 2 - ene exhibits cistranscis - trans isomerism due to:
A.Rotation around C3C4{C_3} - {C_4} sigma bond
B.Restricted rotation around C=CC = C bond
C.Rotation around C1C2C{}_1 - {C_2} bond
D.Rotation around C2C3{C_2} - {C_3} double bond

Explanation

Solution

We must remember that the similar molecular formula but different compounds are called isomers, similar molecular formula compounds behave as different compounds are called isomerism. The arrangement in the space is different for that compound; it is also known as stereoisomers. There are two types of stereoisomerism called cis-trans and optical isomerism.

Complete step by step answer:
We must remember that the cistranscis - trans isomerism (also known as geometric isomerism), occurs in alkene, the carbon in the alkene is bonded two different groups.
but2enebut - 2 - ene structure is,

As see above, the methylmethyl and hydrogen group is bonded to different carbon atoms, but this compound has two different structures as follows,

The two methylmethyl groups on the same side in the molecule is cis isomer, called cis - but - 2 - ene{\text{cis - but - 2 - ene}} and the two methylmethyl groups on opposite side of the molecule is known as trans isomer, then the molecule is called trans - but - 2 - ene{\text{trans - but - 2 - ene}} .
Let us see the options one by one to find the correct answer,
Option A. Rotation around C3C4{C_3} - {C_4} sigma bond

If the rotation around C3C4{C_3} - {C_4} sigma bond, then there is no possible trans isomer. And so, there is no possible for cistranscis - trans isomerism.
Option B. Restricted rotation around C=CC = C bond

If the rotation is restricted on the molecule and there are two non-identical groups must be present on each doubly bonded carbon atom, then there should be cistranscis - trans isomerism present. The molecule,

It has restricted rotation in the molecule and there are two non-identical groups present on each doubly bonded carbon atom (C=CC = C bond). So, this is correct option, but we will see the other two options to clarify,
Option C. Rotation around C1C2C{}_1 - {C_2} bond

The rotation in the C1C2C{}_1 - {C_2} bond does not lead to cistranscis - trans isomerism because C1C2C{}_1 - {C_2} bond contains sigma bond. So this is not the correct option.
Option D. Rotation around C2C3{C_2} - {C_3} double bond

The hybridization in the carbon atom is sp2s{p^2} and two pp orbitals make sidewise overlap.
Two pp orbitals make 900{90^0} overlap does not twisted, and does not lead to cistranscis - trans isomerism.
From the above information, Option B. Restricted rotation around C=CC = C bond is the correct option.
Therefore, the correct option is B.

Note:
We must have to remember that if an alkene contains C=CH2C = C{H_2} , then there is no cistranscis - trans isomerism.
In an alkene C=CR2C = C{R_2} unit, the two RR groups are same then there is no cistranscis - trans isomerism.
RCH=CHRR-CH = CH-R , this type of alkene only exist cistranscis - trans isomerism.