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Primary amines can be converted into secondary amines by reaction with haloalkanes

Chemistry

Primary amines can be converted into secondary amines by reaction with haloalkanes. This reaction is difficult to achieve in the lab because of the large number of byproducts. Select the possible products/ byproducts of the following reaction. 

CH3 I-12V 
1 equiv. 1 equiv. 
121 A B C ? D 121 E F 121 G ? H ? l ? K 
15 I 
Br 9 Bf 0 H3N-CH3 H H2 

BP Sre 
I© Bre  
Br e o Br e 
Draw the structure of the organic product of each reaction in the following two-step synthesis. 
1-1* (trace) Heat 
1-12N 
(neutral form 
NaBH3CN Or 1-12, metal cat. (Pd/C or Ni) 

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