CHM247H1 Midterm: THA Solutions for Subs_Elim_175
3 pages71 viewsSummer 2017
This preview shows half of the first page. to view the full 3 pages of the document.
THA Solutions S&E page 1 of 3
HA Solutions for Substitution & Elimination Review
THA 1: Which of the substrates at right
would react fastest in an SN2 reaction?
1o substrate with best leaving group
THA 2: Which of the substrates at
right would react fastest in an SN1
All LGs the same, so most stable
carbocation rules; this is resonance
stabilized by 2 rings
THA 3: Draw detailed mechanisms for the SN1-type reactions at right.
What is the driving force for the rearrangement (hydride/methide shift) in each
reaction? [Hint: review McM 7.11]
Hydride shift occurs to give the more stable tertiary carbocation.
You're Reading a Preview
Unlock to view full version
Loved by over 2.2 million students
Over 90% improved by at least one letter grade.