Provide reaction mechanisms for the following equations.

(a) Eq. 23.17

(b) Eq. 23.18

(c) Suggest a reason why the reaction in Eq. 23.18 stops after two additions, and a third doesn’t occur in high yield. How might you change the reaction conditions to get a third addition?

Transcribed Image Text:

(CH3)3CNH₂ + H₂C-CH₂ H₂O (CH3)3CNH-CH₂CH₂-OH + (CH3)3CN(CH₂CH₂OH)2 NH3 (excess) + H₂C=CH-CN (23.17) H₂N-CH₂CH₂CN + HN(CH₂CH₂CN)2 (23.18) (32% yield) (57% yield)