Fundamentals of Organic ChemistryChemistryHaloalkanes and Haloarenes
Identify the correct order of reactivity of the following compounds towards E 2 elimination with alcoholic KOH : (I) (II) (III)
Options
- A(I) > (II) > (III)
- B(II) > (III) > (I)
- C(I) > (III) > (II)
- D(III) > (I) > (II)
Correct answer
A. (I) > (II) > (III)
Step-by-step solution
In an E 2 elimination reaction, the process is concerted, meaning the abstraction of the -proton by the base and the departure of the leaving group occur simultaneously in the rate-determining step. The rate of the reaction depends significantly on the strength of the carbon-hydrogen (or its isotopes) bond being broken. The bond dissociation energy of carbon-isotope bonds follows the order: C-T > C-D > C-H . Because the C-H bond is the weakest, it is broken most easily and rapidly. This phenomenon is known as the p