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Question: The most acidic hydrogen atoms are present in: A.ethane B. ethene C. ethyne D.benzene...

The most acidic hydrogen atoms are present in:
A.ethane
B. ethene
C. ethyne
D.benzene

Explanation

Solution

The hybridisation of all the four compounds are needed to be taken out. After that, check for the s- character in each of them. Compound with the maximum percentage of s character will have most acidic hydrogen.

Complete answer:
In order to answer our question, we need to learn about the types of hybridisation:
i.sp-hybridisation: This is the simplest type of hybridisation involving s and p-orbitals. In this hybridisation one s and one p orbitals hybridise (or intermix) to produce two equivalent hybrid orbitals, known as sp hybrid orbitals. The orbitals that are suitable for sp hybridisation are s and pz{{p}_{z}}, if z-axis is the axis that the hybrid orbitals are to lie along. The two sp-hybrid orbitals are arranged in a line fashion which makes an angle of 1800{{180}^{0}} and therefore the geometry of the molecule is linear. Each of the hybrid orbitals has 50% s-character and 50% p-character. This type of hybridisation is referred to as diagonal hybridisation.
ii. sp2s{{p}^{2}}hybridisation: In sp2s{{p}^{2}} hybridisation one s and two p (px{{p}_{x}} and py{{p}_{y}}) orbitals of one atom hybridize to give three equivalent sp2s{{p}^{2}} hybrid orbitals. These three sp2s{{p}^{2}} hybrid orbitals are directed towards the three corners of an equilateral triangle with an angle of 1200{{120}^{0}} and give a triangular geometry to the molecule. sp2s{{p}^{2}} hybrid orbitals are larger in size than sp-hybrid orbitals but slightly smaller than that of sp3s{{p}^{3}} hybrid orbitals. Each sp2s{{p}^{2}} hybrid orbitals has 1/3 (or 33.33%) s-character and 2/3 (or 66.7%) p-character.
iii.sp3s{{p}^{3}} hybridisation: In this hybridisation one s and three p-orbitals intermix to form sp3s{{p}^{3}} hybrid orbitals of equivalent energy and identical shape. These four sp3s{{p}^{3}} hybrid orbitals are directed towards the four corners of a tetrahedron separated by an angle of 109028{{109}^{0}}{{28}^{'}}. sp3s{{p}^{3}} hybrid orbitals have 25% s-character and 75% p-character.
Now, more the s character, more the acidic character of hydrogen. Following table shows the data:

CompoundFormulaHybridisation% s character
EthaneCH3CH3C{{H}_{3}}-C{{H}_{3}}sp3s{{p}^{3}}25%
EtheneCH2=CH2C{{H}_{2}}=C{{H}_{2}}sp2s{{p}^{2}}33.33%
EthyneCHCHCH\equiv CHspsp50%
BenzeneC6H6{{C}_{6}}{{H}_{6}}sp2s{{p}^{2}}33.33%

As ethyne has the maximum s character, so it should have the most acidic hydrogen too. So,we obtain option C as the correct answer for this question.

Note:
In ethyne molecules, CCC\equiv C bond consists of one spspsp-sp σ\sigma -bond along with two π\pi -bonds. The CCC\equiv Cbond length is 120 pm. C-H bond is sp-s sigma bond. The H-C-C angle is 1800{{180}^{0}}, i.e., the molecule is linear.