Consider the reaction sequence shown below: TsCl = $p$-toluenesulfonyl chloride
To find the product of the given reaction sequence, let's analyze each step in the reaction mechanism.
**Step 1:** Understanding the Reagents
The reaction sequence involves TsCl, which is $p$-toluenesulfonyl chloride. This reagent is commonly used to convert alcohols into tosylates. Tosylates are better leaving groups compared to alcohols, facilitating subsequent substitution or elimination reactions.
**Step 2:** Reaction Mechanism
The reaction begins with the conversion of an alcohol group (-OH) into a tosylate (-OTs) group. This step occurs through the substitution of hydroxyl hydrogen with the tosyl group from TsCl. The mechanism likely involves the following key steps:
- The lone pair of the alcohol oxygen attacks the sulfur atom of p-toluenesulfonyl chloride (TsCl), forming an intermediate complex.
- The chloride ion (Cl-) from TsCl leaves, which helps in the formation of the tosylate ester.
**Step 3:** Formation of the Tosylate
This conversion results in the substitution of the -OH group with an -OTs group, forming a tosylate. The structure could be visualized as:
**Conclusion:**
Through this understanding of the reaction mechanism and the role of TsCl as a reagent, it becomes clear that the correct product of the given reaction sequence is the tosylate of the alcohol.
Hence, the correct product, as shown in the provided options, is:
This matches the option tagged as the correct answer, confirming our reaction mechanism analysis.
Important Questions from Organic Synthesis
For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
The major products X and Y formed in the following reaction sequences are
For the following reaction, the possible product(s) is/are
The reaction(s) that yield(s) X as the major product is (are)
The major products E and F in the following reaction sequence are
