Chapter 11: 46bE (page 350)
Which reaction in each of the following pairs would you expect to be faster?
(b) Thedisplacement byon bromoethane or on bromocyclohexane
Short Answer
Bromoethanebromocyclohexane
Chapter 11: 46bE (page 350)
Which reaction in each of the following pairs would you expect to be faster?
(b) Thedisplacement byon bromoethane or on bromocyclohexane
Bromoethanebromocyclohexane
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Get started for freeRank the following substances in order of their expected reactivity:
Among the many examples of reactions that occur with incomplete racemization, the optically pure tosylate of 2,2-dimethyl-1-phenyl-1-propan(= 230.3) gives the corresponding acetate (= 15.3) when heated inacetic acid. If complete inversion had occurred, the optically pure acetatewould have had= 153.6. What percentage racemization and what percentageinversion occurred in this reaction?
Which compound in each of the following pairs will react faster in an SN2reaction with OH-?
(b) CH3CH2Iin ethanol or dimethyl sulfoxide
Which reaction in each of the following pairs would you expect to be faster?
(d) Thedisplacement byon bromomethane in benzene or in acetonitrile
What product would you expect from a nucleophilic substitution reaction of (S) -2-bromohexane with acetate ion, CH3CO2-? Assume that inversion of configuration occurs, and show the stereochemistry of both the reactant and
product.
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