Predict Products
Predict Mechanism
Misc.
100
Draw all possible substitution products for this reaction with pseudoephedrine: 
Only the right is possible through SN2...
100
What mechanism(s) can lead to this possible product?
SN1 only: see retention of stereocenter
100
Which of these bases are considered too "bulky" to undergo substitution reactions?
DBU and Hunig's Base
200
Draw all possible elimination products for this reaction with pseudoephedrine:
Cannot proceed through E2...
200
What predominant mechanism can lead to this product?
E2 (E1 will lead to same product but unlikely to occur)
200
What molecular structures stabilize carbocations for unimolecular reaction mechanisms?
300
Predict the product and what mechanism:
Undergoes SN2
300
What mechanism does this reaction proceed by?
SN1
300
How many possible E2 products are there for each conformer of this substrate?
400
How many possible products are there for this E1 reaction?
Five!
400
Predict both the product and the mechanism for this transformation of lactic acid:
SN2
400
What are the conditions to protect the alcohol on the molecule below (serotonin)?
500
Predict all possible products for this reaction with correct stereochemistry:
500
500
Which diastereomer of 1-bromo-4-t-butylcyclohexane, the cis or the trans, undergoes elimination more rapidly when treated with sodium ethoxide (NaOCH2CH3)?
