Question

For each compound listed below, predict the dominant mechanism for each reactant (S_N1 and/or S_N2). The two test reagent mixtures you will be using are sodium iodide in acetone and silver nitrate in ethanol.Note: a compound may not react at all or react under both mechanisms. If both mechanisms are possible, one is usually dominant. Indicate that where applicable.

	Reactant	KI/acetone	AgNO3/ethanol
1	bromobenzene
2	bromocyclopentane
3	bromocyclohexane
4	2-bromobutane
5	2-chlorobutane
6	1-chloropropan-2-one
7	1-chlorobutane
8	2-chloro-2-methylpropane
9	1-chloromethylbenzene

Answer 1

Reactant XI acetone Ag NO / CHOM • No Br Reaction No Reaction No (2 SNA ( Both mechanism will occur. of solvent is protic like ethand like acetone then Su² will favour then Sut will favour, and if solvent is aprotic NO₂ NO Both mechanism will abrotic then SN² will favour of solvent is brotic then SNI 4 if solvent is or SAZ Br SNLY for SN 2 reaction 4&s, mechanism, protic solvent favours Sue and abrotic favours

No Reaction No Reaction 65 a Ref. No.. (SN? will favour) . I : (SN² will be faster because it is to alkyl halide) - NO3 (SNI will be faster because it is 3o alkyl halide) au (SN I will be faster because of formation of benzyl carbocation) Date..