JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g3219
In the acid-catalysed SN1 hydrolysis of (CHX3)X3C−Br in water, the steps are: (1) ionisation to (CHX3)X3CX+; (2) capture by HX2O to give (CHX3)X3C−OHX2X+; (3) loss of HX+ to give (CHX3)X3C−OH. Which statements are correct?
AThe path has three transition states
BThe tert-butyl cation lies at an energy maximum
CThe path has two reactive intermediates
DThe ionisation (step 1) is the rate-determining step
Answer: A, C, D
Two intermediates ((CHX3)X3CX+ and the oxonium ion) lie in energy minima, and each of the three steps has one transition state. Ionisation has the highest barrier. The cation is an intermediate (a minimum), not a maximum.