2. Complete the flow chart shown below by filling in the empty boxes with the dominant mechanism that will occur in each case (SN1/E1, SN2, E2, no reaction). Good or Bad Leaving Group? Good Bad Substitution of Electrophile? 1°-unhindered 1°-branched 2° 3° Strong or Weak Base? Strong or Weak Base? Strong or Weak Base? Strong or Weak Base? Strong Weak Strong Weak Strong Weak Poor or Good Nu? Poor or Poor Good Good Nu? Is the B carbon 4°? Poor Good Yes No Bulky or Small Base? Is the B carbon 4°? Bulky Small Yes No

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 4E
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2. Complete the flow chart shown below by filling in the empty boxes with the dominant
mechanism that will occur in each case (Sy1/E1, Sn2, E2, no reaction).
Good or Bad
Leaving Group?
Good
Bad
Substitution of
Electrophile?
1°-unhindered
1°-branched
2°
3°
Strong or
Weak Base?
Strong or
Weak Base?
Strong or
Weak Base?
Strong or
Weak Base?
Strong
Weak
Strong
Weak
Strong Weak
Poor or
Good Nu?
Poor or
Poor Good
Good Nu?
Is the B
carbon 4°?
Poor Good
Yes No
Bulky or
Small Base?
Is the B
carbon 4°?
Bulky
Small
Yes No
Transcribed Image Text:2. Complete the flow chart shown below by filling in the empty boxes with the dominant mechanism that will occur in each case (Sy1/E1, Sn2, E2, no reaction). Good or Bad Leaving Group? Good Bad Substitution of Electrophile? 1°-unhindered 1°-branched 2° 3° Strong or Weak Base? Strong or Weak Base? Strong or Weak Base? Strong or Weak Base? Strong Weak Strong Weak Strong Weak Poor or Good Nu? Poor or Poor Good Good Nu? Is the B carbon 4°? Poor Good Yes No Bulky or Small Base? Is the B carbon 4°? Bulky Small Yes No
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