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Organic Chemistry: Some Basic Principles and Techniques — Chemistry STD 11 Science — Question

Gujarat BoardEnglish MediumSTD 11 ScienceChemistryOrganic Chemistry: Some Basic Principles and Techniques1 Mark
MCQ
Ionic species are stabilised by the dispersal of charge. Which of the following carboxylate ion is the most stable?
  • A
    $\ \ \ \ \ \ \ \ \ \ \ \ \text{O}\\\ \ \ \ \ \ \ \ \ \ \ \ ||\\\text{CH}_3-\text{C}-\text{O}^-$
  • B
    $\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{O}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ ||\\\text{CI}-\text{CH}_2-\text{C}-\text{O}^-$
  • C
    $\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{O}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ ||\\\text{F}-\text{CH}_2-\text{C}-\text{O}^-$
  • ✓
✓

Answer

Correct option: D.
The stabilsation of carboxylate ion depends on dispersal of negative charge. The negative charge is dispersed by two factors, i.e., $+ R$ effect of the carboxylate ion and Inductive effect of the halogens. In all the above structures, $R$ effect is common but halogen atoms are different. Therefore, dispersal of negative charge depends upon halogen atoms. $F$ is most electronegative, in structure $(iv)$ two Fatoms are present and more dispersal of negative charge is there.

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