1-bromopentane and sodium iodide

1-bromo-2-methylpentane and sodium iodide

1-chloropentane and sodium iodide

sec-butyl bromide and sodium iodide

tert-butyl bromide and sodium iodide

The mechanism for these reactions is SN2

The reactions generally occur in two steps

The reaction involves a carbocation as intermediate

The mechanism for these reactions is SN1

An answer cannot be determined without more information about the reaction conditions

IV

I

II

III

V

SN2

SN1

E1

E2

None of these

IV

I

II

III

The addition of hydrochloric acid to the solution protonates the hydroxyl group on ethanol, allowing it be a better leaving group.

The addition of hydrochloric acid resulted in an increase in the concentration of chloride ion, which increased the reaction rate and drove the reaction forward.

The addition of hydrochloric acid protonated the solvent and, as a result, the reaction was able to move forward because DMF is a polar aprotic solvent.

The addition of hydrochloric acid increased the energy of the transition state of the reaction, which resulted in enough energy to drive the reaction forward.

and

and