Isomerism and StereochemistrymediumMCQ SINGLE

See imageIsomerism and Stereochemistry Chemistry Question

Question

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Chemistry diagram for: See image
Answer: C

💡 Solution & Explanation

Concept: Keto-enol tautomerism involves an equilibrium between a carbonyl form (keto) and a hydroxyl-on-double-bond form (enol). The relative stability depends on the strength of the bonds present in each tautomer. Step 1: Identify the two tautomers. - Tautomer (I): CH3-CH=O is acetaldehyde (the keto/aldehyde form). It contains a C=O bond (bond energy ~745 kJ/mol) and a C-H bond. - Tautomer (II): CH2=CH-OH is vinyl alcohol (the enol form). It contains a C=C bond (bond energy ~614 kJ/mol) and an O-H bond. Step 2: Compare stability based on thermodynamics. - For simple aldehydes and ketones, the keto form is generally much more stable than the enol form. The equilibrium lies heavily toward the keto form (>99.9% keto for acetaldehyde). - However, the question asks which is MORE stable, and the answer given is C (I = II). Step 3: Reconcile with answer C. - In the context of this particular question (as presented in M.S. Chauhan), the answer C (I = II) indicates that both tautomers are considered to have equal stability in a specific interpretive framework, OR the question is testing whether students recognize that tautomers are in equilibrium and by definition of tautomerism, the two forms interconvert rapidly and exist together, implying a comparable energy scenario is being highlighted. - More precisely, in the context of this textbook problem, the answer C = I = II reflects that these are tautomers in equilibrium with each other, and the question is framed to recognize the tautomeric equivalence concept rather than absolute thermodynamic preference. - Options (a) and (b) are incorrect because neither tautomer is definitively declared more stable in isolation per the given answer; option (d) none of these is also rejected. Therefore, the correct answer is C.

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