Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Identify the correct decreasing order of the equilibrium constants for hydrate formation for the following compounds: (i) (ii) (iii) (iv)
Options
- A(iv) > (i) > (ii) > (iii)
- B(iii) > (ii) > (i) > (iv)
- C(iii) > (i) > (iv) > (ii)
- D(i) > (ii) > (iii) > (iv)
Correct answer
B. (iii) > (ii) > (i) > (iv)
Step-by-step solution
The equilibrium constant ( K_ eq ) for the hydrate formation of a carbonyl compound depends on the electrophilicity of the carbonyl carbon. Greater electrophilicity of the carbonyl carbon leads to a higher value of K_ eq . Electron-withdrawing groups (EWG) increase the partial positive charge on the carbonyl carbon, thereby increasing its electrophilicity and K_ eq . Conversely, electron-donating groups (EDG) decrease the electrophilicity and K_ eq . In the given substituted -tetralones, the substituents are locate