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Provide the reagent(s) necessary to convert cyclohexanol to cyclohexane. A. 1. H₂SO₄, heat; 2. H₂/Pd B. 1. CH₃CH₂ONA; 2. H₂/Pd C. 1. TsCl/pyridine; 2. CH₃CH₂ONa; 3. H₂/Pd D. A and B E. A and C

User Spinlok
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Final answer:

To convert cyclohexanol to cyclohexane, the most straightforward and efficient method is option A, which involves dehydration of cyclohexanol to form cyclohexene using H₂SO₄ and heat, followed by hydrogenation to form cyclohexane using H₂ and a Pd catalyst.

Step-by-step explanation:

The conversion of cyclohexanol to cyclohexane involves removing the hydroxyl group (-OH) and replacing it with hydrogen. This process is typically a two-step reaction where the first step involves converting the alcohol to a better leaving group, and the second step is the actual hydrogenation. Looking at the options provided:

  • Option A: 1. H₂SO₄, heat; 2. H₂/Pd is a feasible method because sulfuric acid (H₂SO₄) can be used to dehydrate cyclohexanol, forming cyclohexene, and subsequent hydrogenation with hydrogen gas (H₂) and a palladium catalyst (Pd) would result in cyclohexane.
  • Option B: 1. CH₃CH₂ONA is actually sodium ethoxide, which could be involved in a substitution reaction but it's not suitable for the dehydration needed here; 2. H₂/Pd would then hydrogenate the double bond similar to Option A.
  • Option C: 1. TsCl/pyridine introduces a tosylate group as a good leaving group; 2. CH₃CH₂ONa is sodium ethoxide, which could displace the tosylate, but it is not necessary in this transformation; 3. H₂/Pd can then hydrogenate the intermediate.

When considering both the accuracy and necessity of the steps involved, Option A is the most straightforward and efficient route for converting cyclohexanol to cyclohexane.

User Rodolfo Grave
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