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Question: Which of the following molecules represent the order of hybridization \[{\text{s}}{{\text{p}}^2},{\t...

Which of the following molecules represent the order of hybridization sp2,sp2, sp , sp{\text{s}}{{\text{p}}^2},{\text{s}}{{\text{p}}^2}{\text{, sp , sp}} from left to right carbon atoms?
A.CH2=CHCH=CH2{\text{C}}{{\text{H}}_2} = {\text{CH}} - {\text{CH}} = {\text{C}}{{\text{H}}_2}
B.HC=CCHCH{\text{HC}} = {\text{C}} - {\text{CH}} \equiv {\text{CH}}
C.CH3CH=CHCH3{\text{C}}{{\text{H}}_3} - {\text{CH}} = {\text{CH}} - {\text{C}}{{\text{H}}_3}
D.CH2=CHCCH{\text{C}}{{\text{H}}_2} = {\text{CH}} - {\text{C}} \equiv {\text{CH}}

Explanation

Solution

The carbon is said to be sp2{\text{s}}{{\text{p}}^2} hybridized, when it is attached with double bond with the other group that may be carbon or any other atom that can be attached with double bond. A sp carbon is that carbon which is attached with a triple bond or is making 2 pi bonds.

Complete step by step answer:
Let us look at the hybridisation of carbon from left to right in each of the option:
CH2=CHCH=CH2{\text{C}}{{\text{H}}_2} = {\text{CH}} - {\text{CH}} = {\text{C}}{{\text{H}}_2}
The first carbon is attached with a double bond with another carbon, hence it is sp2{\text{s}}{{\text{p}}^2} hybridized. The second carbon is also attached with a double bond, so this is also sp2{\text{s}}{{\text{p}}^2} hybridized. Here the second carbon is making only one double bond so it is sp2{\text{s}}{{\text{p}}^2} hybridized, if it would be making another double bond then it will have sp hybridization. The third carbon is attached with forth carbon with a double bond and hence is also sp2{\text{s}}{{\text{p}}^2} hybridized. The last carbon also is sp2{\text{s}}{{\text{p}}^2} hybridized; all the carbon atoms in this molecule are sp2{\text{s}}{{\text{p}}^2} hybridized.
HC=CCHCH{\text{HC}} = {\text{C}} - {\text{CH}} \equiv {\text{CH}}
The above molecule is not correct because carbon always forms four bonds and the second carbon is making only 3 bonds, 2 sigma and 1 pi bond.
CH3CH=CHCH3{\text{C}}{{\text{H}}_3} - {\text{CH}} = {\text{CH}} - {\text{C}}{{\text{H}}_3}
The first carbon here is sp3{\text{s}}{{\text{p}}^3} hybridized, and this is not required in the question.
CH2=CHCCH{\text{C}}{{\text{H}}_2} = {\text{CH}} - {\text{C}} \equiv {\text{CH}}
In the above molecule the first carbon is forming only one double bond and hence is sp2{\text{s}}{{\text{p}}^2} hybridized. The second carbon is also sp2{\text{s}}{{\text{p}}^2} hybridized. If we look at the third carbon it is forming a triple bond and hence is sp hybridized and similarly the forth carbon is also sp hybridized. Hence the order of hybridization of carbon front left to right is sp2,sp2, sp , sp{\text{s}}{{\text{p}}^2},{\text{s}}{{\text{p}}^2}{\text{, sp , sp}}.

Hence the correct option is D.

Note:
When an atom forms a single bond with another atom then it is termed as sigma bond. After the single bond, all other bonds formed are called pi bonds. Carbon belongs to group number 14 and has four electrons in its valence shell and hence always forms four covalent bonds to satisfy its valency.