ABC26IN0583 · Chemical Bonding

Subject: Inorganic Chemistry · Chapter: Chemical Bonding · Topic: Hydrogen Bonding Weak Interactions · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Medium

22(a) $\mathrm{CH} \equiv \mathrm{CH}$ is the most acidic compound among ethane and ethylene.
\[ \begin{array}{c} \mathrm{CH}_{3} \mathrm{CH}_{3} \rightleftharpoons \mathrm{CH}_{3} \overline{\mathrm{C}} \mathrm{H}_{3}+\mathrm{H}^{+} \mathrm{CH}_{2}=\mathrm{CH}_{2} \rightleftharpoons \mathrm{CH}_{2}=\overline{\mathrm{C}} \mathrm{H}+\mathrm{H}^{+} \mathrm{CH} \equiv \mathrm{CH} \rightleftharpoons \mathrm{CH} \equiv \overline{\mathrm{C}}+\mathrm{H}^{+} \underset{\uparrow}{\mathrm{CH}_{3} \ddot{\mathrm{C}} \mathrm{H}_{2}}<\underset{\uparrow}{\mathrm{CH}_{2}=\overline{\mathrm{C}} \mathrm{H}}<\underset{\uparrow-\mathrm{C} \equiv \overline{\mathrm{C}}}{\left[\begin{array}{c} \mathrm{sp}^{3} \text { hybridized } 25 \% \mathrm{s}-\text { character } \end{array}\right]} \underset{\substack{\mathrm{sp}^{2} \text { hybridized } 33 \% \mathrm{s}-\text { scaracter }}}{\left[\begin{array}{c} \mathrm{sp} \text { hybridized } 50 \% \mathrm{s}-\text { character } \end{array}\right]} \end{array} \]
- The acidity of H-A increases as the percent S-character of the $\mathrm{A}^{-}$increases. - The higher the percent s-character of the hybrid orbital, the closer the lone pair is held to the nucleus, and the more stable the conjugate base. Acetylene → H-C $\equiv \mathrm{C}-\mathrm{H}$ structure structure structure structure structure (H)
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