Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry

Which of the following compounds is the strongest carbon acid?

Options

  1. ACH ₃ COCH ₂ COOEt
  2. BCH ₂( COOEt )₂

Correct answer

B. CH ₂( COOEt )₂

Step-by-step solution

The acidity of a carbon acid depends on the stability of the carbanion formed after the removal of a proton. The carbanion is stabilized by the delocalization of the negative charge over adjacent electron-withdrawing groups. In the given compounds, the most acidic protons are generally those of the active methylene group located between two carbonyl groups. For compound (1), CH ₃ COCH ₂ COOEt , the conjugate base is resonance stabilized by one ketone group and one ester group. For compound (2), cyclohexane-1,3-dion

Practice General Organic Chemistry on Quantrex Academy →

More from General Organic Chemistry

All General Organic Chemistry questions Full General Organic Chemistry list All Fundamentals of Organic Chemistry PYQs