7. Substitution Reactions
SN2 Reaction
59PRACTICE PROBLEM
A stereospecific reaction of 2-(tosyloxy)cyclopentyl propionate and propionate produces a product that is dependent on the stereoisomer of the substrate. Because of the two asymmetric centers, the substrate has four stereoisomers: two cis and two trans. Explain the observations made below:
A trans substrate is more reactive than a cis substrate.
![](https://lightcat-files.s3.amazonaws.com/problem_images/a24f04928144cc20-1676986766901.jpg)
A stereospecific reaction of 2-(tosyloxy)cyclopentyl propionate and propionate produces a product that is dependent on the stereoisomer of the substrate. Because of the two asymmetric centers, the substrate has four stereoisomers: two cis and two trans. Explain the observations made below:
A trans substrate is more reactive than a cis substrate.