Bromocyclopentane is reacted with CH3O- in a solvent of ether. Will the reaction mechanism be Sn2 or E2? I know the answer is both, around 50-50 for each. However, what I was thinking is that for Sn2 reaction, the methoxide will need to attack from the "backside" (ie from inside of the cyclopentane ring), which will not be that easy compared to E2, where the methoxide does not need to get into the centre, as it is going to have electron cloud repulsion and bulkiness nonetheless. So why is this train of thoughts wrong?
Also, how much does the size of the cyclo ring matter? (will E2 be more favoured if methoxide is reacted with Bromocyclobutane instead?)
Thank you. (and I really think this is a very very helpful forum-salute to all:D)