Chemistry Flashcards on 6. Nucleophilic Substitution, created by John Rivada on 21/04/2019.
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Created by John Rivada
over 5 years ago
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Created by John Rivada
over 5 years ago
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What is the mechanism for an Sn1 reaction? Include transition states
What is the mechanism for an Sn2 reaction? Include reaction states
If a stable carbocation can be formed,is Sn1 preffered or Sn2? If no carbocation can be formed, what happens?
Slide 8
What kind of cations are stable enough to do Sn1?
Trityl carbocation?
Why are 3° cabocations stable enough to do Sn1?
What reagent can you use to promote Sn1?
Slide 13
Whats so good about MOM and BOM?
Order of SN1 reaction rate
Why do methyl and 1° alkyl groups always go through an Sn2 pathway?
Draw the reaction coordination diagram for an Sn1 and Sn2 Reaction
What happens to the stereochemistry of a chiral atom in an Sn2 and Sn1 reaction?
Order of Sn2 reaction rate
What does the rate of Sn2 depend on?
pKb of nucleophile goes up, does rate of Sn2 go up or down?
pkb of LG goes up, does rate of Sn2 go up or down?
Does an EDG promote Sn1 or Sn2?
Does an EWG promote Sn1 or Sn2
Good solvents for Sn1
Good solvents for Sn2
What can you do if you want to perform an Sn rx on an alcohol?
What is the Mitsunobu reaction?
Mechanism?
What prerequisite does the Nu need for the mitsunobu reaction?
When performing the mitsunobu reaction, how is the steriochemistry
Whats a good way to turn an OH into a LG?
What are common sulfonates that you can use to turn OH into a LG?
What reagent do you use to add a sulfonate group onto an alcohol?
Which more likely to happen and why?
What is an old school way of turning 1° and 2° alcohol into a halide?
Using 1° and 2° alcohols, how can you use a halide acid (HCl, HBr, HI) to make a 1° or 2° halide?
Mechanism?
What is the Finelstein halide exchange reaction?
What do you get when you use a nitrogen nucleophile for Sn2 reactions?
Are thiolates a good Nu?
How to make a thiol
What is a good carbon nucleophile for Sn2?
What can RCN be transformed into?
What is a useful way to extend a carbon chane by 1 atom?
What is the trend compared to basicity if the atom forming the new bond is the same over a range of nucleohiles?
Nucleohpile rate scale
