MCH-17 2024-25 SOLVED ASSIGNMENT

Description

Tutor Marked Assignment
Organic Chemistry-II

Course Code: MCH-017
Assignment Code: MCH-017/TMA/2024-25
Maximum Marks: 100

Note: Attempt all the questions. The marks for each question are indicated against it.

1. (a) Write the names of the following compounds according to Hantzsch-Widman
system of nomenclature.
4
3 5
2
1
N
S
6
N
N
H
N
(i) (ii)

(2)
(b) Write the structures of the following compounds: (3)
(i) Pyrazino [2, 3,-c] pyridazine
(ii) 2-Methylazacyclohexane
(iii) 2,5-Diazaanthracene
2. (a) List the important bands observed in the UV spectra of the following compounds.
(i) Pyridazine (ii) Pyrazine
(2)
(b) Explain the chemical shift values exhibited in the 1H-NMR spectrum of pyridine. (3)
3. Discuss how can tetraalkylaziridines be synthesised. (5)
4. Give the products of the reaction of azetedine with the following reagents:
(i) RCOCl (ii) CS2 (iii) HNO2 (iv) HCHO (v) HCl/
(5)
5. Illustrate giving two [3+2] cycloaddition reactions how can 1,3-dipolar compounds react
with alkenes and alkynes to give pyrazoles.
(5)
6. Discuss Bischer synthesis of indole. How can you obtain a single product in this
reaction?
(5)
7. How can benzotriazole be synthesised starting from ortho-phenylenediamine? Give the
mechanism of the reaction.
(5)
8. Discuss the Skraup synthesis of quinoline giving the reactions involved. (5)
9. Draw the taustomeric forms of azepines and compare their stabilities. (5)
10. Explain the synthesis of azepine using ethoxycarbonyl nitrene. (5)
11. Discuss the disconnections for the synthesis of benzocaine. (5)
12. Explain Negishi coupling reaction with an example and give its mechanism. (5)
(5)
13. Explain giving suitable reactions the reduction of benzene using sodium is liquid
ammonia.
14. Give examples of alkoxysubstituted LAH reducing agents. Compare their selectivity with
LAH.
15. Discuss the oxidation of monoalkylacetylenes using thalium nitrate. Also give the
mechanism of the reaction.
16. Write various factors which control the formation of enolates.
17. What are homoenolates? Write the methods of their preparation.
18. Discuss the role of phase transfer catalysts in nucleophilic substitution reactions.
19. Write the advantages and disadvantages of chiron approach.
20. With suitable examples, discuss the control of enantioselectivity in alkylation reactions.
(5)
(5)
(5)
(5)
(5)
(5)
(5