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Sn1 Sn2 Substitutions

 

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Sn1 is a two stage process, the halogen ion drops off, later the hydroxide ion is added    

 

slow

 

     
      

+ OH -   

                   fast

+Br-
     
2) What does the S in Sn1 stand for?  
     
3) What does the n in Sn1 stand for?  
     

Sn2 is a one stage process, as the hydroxide ion approached the halogen ion leaves (yes, I know it looks like 2 steps)

 

   

+ OH-

 

+ Br-
     
4) Name the chemical below.    
 
     
5) Why would an OH- ion approach a carbon on this molecule?

   
     
6) Which bromide ion undergoes Sn1?  
     
7) A primary haloalkane site has a halogen atom attached to a carbon AND this carbon is only attached to one other carbon.  Which bromide represents a primary haloalkane site? left
right
 
     
8) Rate =[BrC(CH3)CH2CH2Br] for an Sn1 reaction.  Which bromide is this (again)? left
right
 
     
9) Explain why the overall rate is first order.

 

   
     
10) Rate =[BrC(CH3)CH2CH2Br][] for an Sn2 reaction since the slowest (and only) equation has 2 chemicals present.  This is what happens to tertiary haloalkanes.    
     
11) How do secondary haloalkanes behave (halogen atom attached to a carbon AND this carbon is only attached to two other carbons). Sn1
Sn2
Sn3
Sn1 and Sn2
 
     
12) Since this molecule is a primary alkane it will undergo Sn2.  Which haloalkane will be substituted and why?

 
     
13) Sn2 is normally slower than Sn1 because

   
     
14) Comments: