IGNOU MCH 17 SOLVED ASSIGNMENT

Ques 1.

 Write the names of the following compounds

Ques 2.

 Carbazole

Ques 3.

Pyrizino [2,3-d] pyridazine

Ques 4.

) 3-Methylazacyclohexane

Ques 5.

 How many signals will appear in the ¹H-NMR of the following compounds?

Ques 6.

 Give the oxiranes formed by the epoxidation reactions of cis- and trans-2-butenes. Also write the mechanism of this reaction.

Ques 7.

Discuss any two methods of preparation of oxetanes giving suitable examples.

Ques 8.

 Maquene synthesis

Ques 9.

Bredereck reaction

Ques 10.

) Vilsmeier-Haack reaction of benzofuran

Ques 11.

Nitration of benzothiophene

Ques 12.

Chlorination of benzothiophene

Ques 13.

) Give the products formed when
 

Ques 14.

 Benzimidazole reacts with acrylonitrile

Ques 15.

 Benzimidazole reacts with formaldehyde

Ques 16.

Benzotriazole is nitrated

Ques 17.

 Describe the uses of benzotrioles.

Ques 18.

How did Emil Fischer synthesise purine? Give the sequence of reactions.

Ques 19.

 Give any two examples of synthetic antimalarial drugs with structure wherein a quinoline moiety is present.

Ques 20.

 Draw the products of the following:

(i) Reduction of quinoline with different reagents.

(ii) Oxidative cleavage of quinoline

(iii) Bromination of quinoline

Ques 21.

 [2,2,0] hexa-2,5-diene

(ii) 1,4- cyclohexadiene

Ques 22.

Give the product of reaction of oxepine with maleic anhydride.

Ques 23.

 Discuss the disconnections for the synthesis of paracetamol. Also write its scheme of synthesis. Draw the general scheme/mechanism of Stille coupling reaction. Give examples of some additives which are used to increase the rate of these reactions.

Ques 24.

Explain using suitable diagram the mechanism of catalytic hydrogenation of an alkene.

Ques 25.

 What is Lindlar's catalyst? Give the products of reaction of mandelic acid and naphthalene using hydrogenation.

Ques 26.

What is DIBAL? Give the method of its preparation. Which groups can be reduced using this reagent? Give any three examples of the compound which can be reduced using DIBAL.

Ques 27.

(i) Disimylborane

Ques 28.

Thexylborane

Ques 29.

 9-BBN

Ques 30.

give a general reaction of asymmetric 1, 2-aminohydroxylation of alkenes using (DHQ)2-PHAL AD catalyst in the presence of (TsNCINa). Also give various nitrene equivalents which are frequently as reagents in this reaction.

Ques 31.

Discuss the sequence of reactions for preparing the following compound using ethylaceoacetate

Ques 32.

. Discuss umpolung formation with dithiane. Give the reaction of 1,3-dithiane anion with ethanal and cyclohexanone.

Ques 33.

Giving suitable examples discuss the use of phase transfer catalysts in the following reactions:

(i) Alkylation

(ii) Oxidation

(iii) Heck reaction

(iv) Wittig reaction

(v) Aldol and related reactions

Ques 34.

 What are stereospecific reactions? Briefly discuss any two of their examples.

Ques 35.

Write the names of the following compounds according to Hantzsch-Widman system of nomenclature.

Ques 36.

Write the structures of the following compounds:

(i) Pyrazino [2, 3,-c] pyridazine

(ii) 2-Methylazacyclohexane

(iii) 2,5-Diazaanthracene

Ques 37.

List the important bands observed in the UV spectra of the following compounds.
(i) Pyridazine (ii) Pyrazine

Ques 38.

 Explain the chemical shift values exhibited in the ¹H-NMR spectrum of pyridine.

Ques 39.

Discuss how can tetraalkylaziridines be synthesised.

Ques 40.

Give the products of the reaction of azetedine with the following reagents:

(i) RCOCl (ii) CS₂ (iii) HNO₂ (iv) HCHO (v) HCl/

Ques 41.

Illustrate giving two [3+2] cycloaddition reactions how can 1,3-dipolar compounds react with alkenes and alkynes to give pyrazoles.

Ques 42.

Discuss Bischer synthesis of indole. How can you obtain a single product in this reaction?

Ques 43.

How can benzotriazole be synthesised starting from ortho-phenylenediamine? Give the mechanism of the reaction.

Ques 44.

Discuss the Skraup synthesis of quinoline giving the reactions involved.

Ques 45.

Draw the taustomeric forms of azepines and compare their stabilities.

Ques 46.

Explain the synthesis of azepine using ethoxycarbonyl nitrene.

Ques 47.

Discuss the disconnections for the synthesis of benzocaine.

Ques 48.

Explain Negishi coupling reaction with an example and give its mechanism.

Ques 49.

Explain giving suitable reactions the reduction of benzene using sodium is liquid ammonia.

Ques 50.

Give examples of alkoxysubstituted LAH reducing agents. Compare their selectivity with LAH.

Ques 51.

Discuss the oxidation of monoalkylacetylenes using thalium nitrate. Also give the mechanism of the reaction.

Ques 52.

Write various factors which control the formation of enolates.

Ques 53.

What are homoenolates? Write the methods of their preparation.

Ques 54.

Discuss the role of phase transfer catalysis in nucleophilic substitution reactions.

Ques 55.

Write the advantages and disadvantages of chiron approach.

Ques 56.

With suitable examples, discuss the control of enantioselectivity in alkylation reactions.

Ques 57.

 Write the names of the following compounds

Ques 58.

 Carbazole

Ques 59.

Pyrizino [2,3-d] pyridazine

Ques 60.

) 3-Methylazacyclohexane

Ques 61.

 How many signals will appear in the ¹H-NMR of the following compounds?

Ques 62.

 Give the oxiranes formed by the epoxidation reactions of cis- and trans-2-butenes. Also write the mechanism of this reaction.

Ques 63.

Discuss any two methods of preparation of oxetanes giving suitable examples.

Ques 64.

 Maquene synthesis

Ques 65.

Bredereck reaction

Ques 66.

) Vilsmeier-Haack reaction of benzofuran

Ques 67.

Nitration of benzothiophene

Ques 68.

Chlorination of benzothiophene

Ques 69.

) Give the products formed when
 

Ques 70.

 Benzimidazole reacts with acrylonitrile

Ques 71.

 Benzimidazole reacts with formaldehyde

Ques 72.

Benzotriazole is nitrated

Ques 73.

 Describe the uses of benzotrioles.

Ques 74.

How did Emil Fischer synthesise purine? Give the sequence of reactions.

Ques 75.

 Give any two examples of synthetic antimalarial drugs with structure wherein a quinoline moiety is present.

Ques 76.

 Draw the products of the following:

(i) Reduction of quinoline with different reagents.

(ii) Oxidative cleavage of quinoline

(iii) Bromination of quinoline

Ques 77.

 [2,2,0] hexa-2,5-diene

(ii) 1,4- cyclohexadiene

Ques 78.

Give the product of reaction of oxepine with maleic anhydride.

Ques 79.

 Discuss the disconnections for the synthesis of paracetamol. Also write its scheme of synthesis. Draw the general scheme/mechanism of Stille coupling reaction. Give examples of some additives which are used to increase the rate of these reactions.

Ques 80.

Explain using suitable diagram the mechanism of catalytic hydrogenation of an alkene.

Ques 81.

 What is Lindlar's catalyst? Give the products of reaction of mandelic acid and naphthalene using hydrogenation.

Ques 82.

What is DIBAL? Give the method of its preparation. Which groups can be reduced using this reagent? Give any three examples of the compound which can be reduced using DIBAL.

Ques 83.

(i) Disimylborane

Ques 84.

Thexylborane

Ques 85.

 9-BBN

Ques 86.

give a general reaction of asymmetric 1, 2-aminohydroxylation of alkenes using (DHQ)2-PHAL AD catalyst in the presence of (TsNCINa). Also give various nitrene equivalents which are frequently as reagents in this reaction.

Ques 87.

Discuss the sequence of reactions for preparing the following compound using ethylaceoacetate

Ques 88.

. Discuss umpolung formation with dithiane. Give the reaction of 1,3-dithiane anion with ethanal and cyclohexanone.

Ques 89.

Giving suitable examples discuss the use of phase transfer catalysts in the following reactions:

(i) Alkylation

(ii) Oxidation

(iii) Heck reaction

(iv) Wittig reaction

(v) Aldol and related reactions

Ques 90.

 What are stereospecific reactions? Briefly discuss any two of their examples.

Ques 91.

Write the names of the following compounds according to Hantzsch-Widman system of nomenclature.

Ques 92.

Write the structures of the following compounds:

(i) Pyrazino [2, 3,-c] pyridazine

(ii) 2-Methylazacyclohexane

(iii) 2,5-Diazaanthracene

Ques 93.

List the important bands observed in the UV spectra of the following compounds.
(i) Pyridazine (ii) Pyrazine

Ques 94.

 Explain the chemical shift values exhibited in the ¹H-NMR spectrum of pyridine.

Ques 95.

Discuss how can tetraalkylaziridines be synthesised.

Ques 96.

Give the products of the reaction of azetedine with the following reagents:

(i) RCOCl (ii) CS₂ (iii) HNO₂ (iv) HCHO (v) HCl/

Ques 97.

Illustrate giving two [3+2] cycloaddition reactions how can 1,3-dipolar compounds react with alkenes and alkynes to give pyrazoles.

Ques 98.

Discuss Bischer synthesis of indole. How can you obtain a single product in this reaction?

Ques 99.

How can benzotriazole be synthesised starting from ortho-phenylenediamine? Give the mechanism of the reaction.

Ques 100.

Discuss the Skraup synthesis of quinoline giving the reactions involved.

Ques 101.

Draw the taustomeric forms of azepines and compare their stabilities.

Ques 102.

Explain the synthesis of azepine using ethoxycarbonyl nitrene.

Ques 103.

Discuss the disconnections for the synthesis of benzocaine.

Ques 104.

Explain Negishi coupling reaction with an example and give its mechanism.

Ques 105.

Explain giving suitable reactions the reduction of benzene using sodium is liquid ammonia.

Ques 106.

Give examples of alkoxysubstituted LAH reducing agents. Compare their selectivity with LAH.

Ques 107.

Discuss the oxidation of monoalkylacetylenes using thalium nitrate. Also give the mechanism of the reaction.

Ques 108.

Write various factors which control the formation of enolates.

Ques 109.

What are homoenolates? Write the methods of their preparation.

Ques 110.

Discuss the role of phase transfer catalysis in nucleophilic substitution reactions.

Ques 111.

Write the advantages and disadvantages of chiron approach.

Ques 112.

With suitable examples, discuss the control of enantioselectivity in alkylation reactions.

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