Would the following molecules react by Sn1 or Sn2 mechanism: 1-methyl-1-bromo-cyclohexane and 2-bromohexane?
First, let me preface by saying that no reaction is necessarily
Some things I could define:
- The compound under each arrow is a solvent.
#"Bu"#is shorthand for #"CH"_3"CH"_2"CH"_2"CH"_2-#, or butyl.
- When I wrote substitution, I included both
#S_N1#and #S_N2#under one umbrella, and similarly, when I wrote elimination, I mean both #E1#and #E2#combined.
That aside, let's see.
MAIN POINTS ABOUT SN1 AND SN2
See the following for an overview on these types of reactions:
1-bromo-1-methylcyclohexane is a tertiary cyclohaloalkane. It means it has steric hindrance on carbon-1. Therefore, it is more likely to commit to
Why? Because the steric hindrance makes it more difficult to come up from behind and backside-attack. There's too much bulk and obstruction around the target site that it isn't easy for the reactant to get to where it needs to.
This is where it gets tricky. It is a secondary haloalkane, so it's anyone's guess as to whether
If I had to guess, I would say in general,
As to what extent