Conversion of bromide compound into alkene compound has to be done via Hofmann elimination. Concept Introduction : The reagents such as methyl iodide and silver oxide are used as the reaction conditions for the given reactions. This reaction is called Hofmann elimination. The amines undergo exhaustive alkylation in the presence of excess methyl iodide producing quaternaryammonium salt which is aexcellent leaving group. After treatment with strong base, aqueous silver oxide and heat, quaternary ammonium salt gives alkenes . Alkene formation involves in E2 elimination. Through E2 elimination, the major product is less substituted alkene with trace amount of more substituted alkene. If the starting material contains one less carbon skeleton than the product, S N 2 nuclophilic addition of cyanide ion on starting material is proceeded. The resulting nitrile is then reduced by lithium aluminum hydride with water as work-up process. Now, the product contains one extra carbon skeleton than the starting material. To find: Conversion of bromide compound into alkene compound Formation of cyanide by S N 2 nucleophilic reaction

Question

Want to see the full answer?

Answer 1

Question

Chapter 22, Problem 85IP

Interpretation Introduction

Interpretation: Conversion of bromide compound into alkene compound has to be done via Hofmann elimination.

Concept Introduction:

The reagents such as methyl iodide and silver oxide are used as the reaction conditions for the given reactions. This reaction is called Hofmann elimination. The amines undergo exhaustive alkylation in the presence of excess methyl iodide producing quaternaryammonium salt which is aexcellent leaving group. After treatment with strong base, aqueous silver oxide and heat, quaternary ammonium salt gives alkenes. Alkene formation involves in E2 elimination. Through E2 elimination, the major product is less substituted alkene with trace amount of more substituted alkene.

If the starting material contains one less carbon skeleton than the product, S_N2 nuclophilic addition of cyanide ion on starting material is proceeded. The resulting nitrile is then reduced by lithium aluminum hydride with water as work-up process. Now, the product contains one extra carbon skeleton than the starting material.

To find: Conversion of bromide compound into alkene compound

Formation of cyanide by S_N2 nucleophilic reaction

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

(EXM 2, PRBLM 3) Here is this problem, can you explain it to me and show how its done. Thank you I need to see the work for like prbl solving.

can someone draw out the reaction mechanism for this reaction showing all bonds, intermediates and side products Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below

What would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 3 2. n-BuLi • Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Click and drag to start drawing a structure.