Among the numerous examples of SN1 reactions that occur with incomplete racemization is one reported by Winstein

Question:

Among the numerous examples of SN1 reactions that occur with incomplete racemization is one reported by Winstein in 1952? The optically pure tosylate of 2, 2-dimethy-1-phenyl-1-propanol ([?] D = ? 30.3o) was heated in acetic acid to yield the corresponding acetate ([?] D = + 5.3o). If complete inversion had occurred, the optically pure acetate would have had [?] D = ? 53.6o. What percentage racemization and what percentage inversion occurred in this reaction?

image

Fantastic news! We've Found the answer you've been seeking!

Step by Step Answer:

Related Book For  book-img-for-question
Question Posted: