Question

5. Provide mechanisms for the following two reactions basically Chapter 25 chemistry though it disguised by all N's and O's. (a isn't too hard, 'b' is harder - the connectivity of the red meth: yellow methylene is shown in the product - the green stuff goes away in a series of steps after protonating the N=O oxygen) S NH a. ON H ~NYN VI ON Y CI NaOH ZZI NNNH, + "HO NI ZZI - N N NH₂ ON 0----H-N. HN H2O* - Η NN 0NNH2 NR N-H----

Answer 1

1- Donna NH2 IZ I H₂O® . . ---- Mechanism: hism: reaction involves through following This stefs : ON AN - (Electrophilic (Eleo centre) Z- NH I

HIND (tautomerism) KAKN1), s> - - - NINH2 with NH2 . (Nucleolhil: (Nucleophilie) TUT NO ce (sur attack) KRANH2 H Hyou A 07 NH2 NO attack) NO prepi NH2 モース -NH2

stabilized by intermoleular This product is .. hydrogen bonding . HWH NA - I product)
The first three pages is for question (b) while last two pages is for question (a). And one thing please note, I used blue sphere instead of yellow sphere due to lack of colors. Thanks!
IZ NCN H . Z-Z NH2 , H This reaction proceeds through following Mechanism: steps: H (Tautomerism) NH INNH2 AN .. H. į depsestonation 10:06 Neuleophilie centre 2NH2 Z- I

2 4 7). NH, 1 I o=Á, Į (Sna attack) I-Z NH, . .(prodered) The nucleophile generated attacks at carbon @ rather than carbon ② because electrophilicity of 6 is higher than 6 . - - -