How to Make Use of Tosylate Chemistry - Part 1

4-Toluenesulfonyl chloride or p-Toluenesulfonyl chloride aka Tosyl chloride, abbreviated as TsCl/TosCl, is a reagent widely used in organic synthesis.


Since ─OTs (tosyl) is a better leaving group (LG) than ─OH (hydroxy), a tosylate is generated to facilitate a substitution nucleophilic bimolecular reaction (SN2).

Question:

Predict the major product(s) of the following reactions:



Click/tap to enlarge the image

Solution infographic:



Click/tap to enlarge the image

Exciting chemistry of tosylates❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com❗

References:

(1)    Wikipedia Contributors. 4-Toluenesulfonyl chloride. Wikipedia.

(2)    Chouhan, M. S. Advanced Problems in Organic Chemistry for JEE, 11th Ed.

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