Question

Draw the structure of the isomer of C6H11Br that contains a 5-membered ring and is least reactive in an SN1 reaction.

You do not have to consider stereochemistry.

If more than one structure fits the description, draw them all.

Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.

Separate structures with + signs from the drop-down menu.

Answer 1

Least reactive alkyl halide in SN1 reaction is primary alkyl halide. Because primary alkyl halide would give the least stable primary carbocation upon departure of leaving group.

So the structure is given below which is hand written in moblie software:

The option 2 will react faster via SN1 reaction as it is capable of forming tertiary carbocation.

The option 3 is moderately reactive in SN1 reaction( secondary carbocation)

So the isomer of C6H11Br that has 5-member ring and least reactivity towards SN1 rxn is option 1.