Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (iii) SOCl₂ , NEt₃ (iv) 1. TsCl, Et₃N 2. NaCN; If no reaction occurs, write 'no reaction.'
(f)

Cardura, a drug used to treat hypertension, is synthesized as shown here.

b. Show the mechanism for conversion of A to B. Which is formed more rapidly, A or B?

Propose a mechanism for the following reaction that explains why the configuration of the asymmetric center in the reactant is retained in the product:

The S_N2 reaction is the concerted, backside displacement of a good leaving group by a nucleophile. Why do nucleophiles attack from the back in S_N2 reactions?

For each pair, choose the haloalkane that would react most quickly in an S_N2 reaction.

(a)

Practice your electron-pushing skills by drawing a mechanism for the following S_N2 reactions.

(c)

For each pair, choose the nucleophile that would react most quickly in an S_N2 reaction (assume H₂O is the solvent).

(c)

For each pair, choose the haloalkane that would react most quickly in an S_N2 reaction.

(c)

In which solvent—ethanol or diethyl ether—would the equilibrium for the following S_N2 reaction lie farther to the right?