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Chapter 9: Q56P (page 442)

Question: Which reaction in each of the following pairs takes place more rapidly? (EtOH is ethyl alcohol; Et2O is diethyl ether.)

Short Answer

Expert verified

Reaction in each of the following pairs takes place more rapidly are -

Step by step solution

01

Step1

a) OH- is better nucleophile than H2O

b) I- is better leaving group than Cl-

c) NH3 is better nucleophile than H2O.

d) Unlike ethyl alcohol, DMSO will not stabilise the nucleophile, by hydrogen bonding.

e) A more polar solvent is able to stabilize the transition state.

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Most popular questions from this chapter

Which reaction in each of the following pairs takes place more rapidly?

cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination productbut a different substitution product when they reactwith HO-.

a. Why do they form the same elimination product?

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c. How many stereoisomers does each of the elimination and substitution reactions form?

Which of the following reactions take place more rapidly when the concentration of the nucleophile is increased?

Show how each of the following compounds can be synthesized from the given starting materials:

Would you expect acetate ion (CH3CO2-) to be a better nucleophile in an SN2 reaction with an alkyl halide carried out in methanol or in dimethyl sulfoxide?
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