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

Part III. Arrange the following carbons (in blue) in order of increasing chemical shift. HO B NH 2 A CI

6. Choose the compound that will produce the spectrum below and assign the signals as carbonyl, aryl, or alkyl. 100 ō (ppm) 50 0 7. 200 150 Assign all of the protons on the spectrum below. 8. A B 4 E C 3 ō (ppm) 2 1 0 Choose the compound that will produce the spectrum below and assign the signals to the corresponding protons. OH 6 OH 3 2 1 0 4 ō (ppm)

In the Thermo Fisher application note about wine analysis (Lesson 3), the following chromatogram was collected of nine components of wine. If peak 3 has a retention time of 3.15 minutes and a peak width of 0.070 minutes, and peak 4 has a retention time of 3.24 minutes and a peak width of 0.075 minutes, what is the resolution factor between the two peaks? [Hint: it will help to review Lesson 2 for this question.] MAU 300 200 T 34 5 100- 1 2 CO 6 7 8 9 0 2.4 2.6 2.8 3.0 3.2 3.4 3.6 3.8 4.0 4.2 4.4 4.6 4.8 5.0 5.2 Minutes 3.22 0.62 1.04 O 1.24