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Preparation of Amines

Five amine syntheses are outlined below. In each reaction box enter a single letter designating the best reagent and conditions selected from the list at the bottom of the page.


Virtual Textbook: Practice Problems — Preparation of Amines, figure 1

1.

First Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 2
Second Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 3


Virtual Textbook: Practice Problems — Preparation of Amines, figure 4

2.


First Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 5
Second Step
Third Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 6


Virtual Textbook: Practice Problems — Preparation of Amines, figure 7

3.

First Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 8
Second Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 9


Virtual Textbook: Practice Problems — Preparation of Amines, figure 10

4.

First Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 11
Second Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 12


Virtual Textbook: Practice Problems — Preparation of Amines, figure 13

5.


First Step
Second Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 14
Third Step
Fourth Step
Virtual Textbook: Practice Problems — Preparation of Amines, figure 15



A. (i) LiAlH4 in ether
(ii) H2O & base
B. C2H5NH2 (cat. H(+)) C. NaCN in alcohol D. H2 & Ni catalyst
or H2 & Pd catalyst
E. NaN3 in alcohol
F. (CH3CO)2O & pyridine G. C2H5Br H. cyclohexanone (cat. H(+)) I. 2 CH3I & pyridine J. KOH in H2O