Choose all the protic solvent(s).____Choose all the aprotic solvent(s).____Pick
ID: 1020023 • Letter: C
Question
Choose all the protic solvent(s).____Choose all the aprotic solvent(s).____Pick one solvent that would be used for an S_N1 reaction.____Pick one sol vent that would be used for an S_N2 reaction._____Indicate the order of reactivity for the following tosylates (toluene sulfonates) in S_N1 reactions.____OTs = toluene sulfonate (a good leaving group). II > V> IV> I > III III > II >V>I > IV II > III > I > V > IV III > I > II > V > IV II > V > III > I > IV Indicate the order of reactivity for the following alkyl halide in S_N2 reactions.____Explanation / Answer
7)
SN1 is a substitution nucleophilic first order reaction.
In this reaction mechanism, the carbocation is the intermediate and the rate is determined by the formation of carbocation.
More stable carbocation formation more favors the SN1 reaction.
Stability order of carbocation is as follows:
tertiary > secondary > aromatic > allylic > primary
Compound I gives secondary carbocation.
Compound II gives aromatic carbocation.
Compound III gives tertiary carbocation.
Compound IV gives primary carbocation.
Compound V gives allylic carbocation.
So, the order of reactivity: (d) III > I > II > V > IV