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Give the rules for nomenclature of heterocyclic compound with proper examples.

Discuss the nomenclature of five membered heterocycles containing one

heteroatom

Give two methods of synthesis Oft

(i) Pyrrole

(ii) Thiophene

(iii) Furan

(iv) pyrazole

Write in brief about electrophilic substitution reactions Of five membered mono-

heterocy:lic ring systems and arrange furan. thiophene, as well as, pyrrole in order of

stability, as well as, reactivity towards electrophilic substitution reactions With proper

explanation.

Discuss the following:

(a) PaaI-Knorr synthesis of furan

(b) Hinsberg thiophene synthesis

Write a short note on reactions and synthesis of furan.

Write a short note on re;ctions and synthesis Of pyrrole_

Write short note on electrophilic substitution in furan.

What is the order of aromaticity amongst furan, thiophene and pyrrole?

Explain why pyrrole is a weak base.

11, Comment on electrophilic substitution in five membered heterocycles.

12. Give medicinal uses Of following: (i) Pyrrole ti) Furan (iii) Thiophene

13. Predict the product

HNOi,'AczO

cooCH,

+ CH. + NaocH,

+ + Naoc.H:

Give two methods of synthesis of:

(i) Quinoline

(iv) Indole
(vii) Pyrimidine

Discuss the following:

(ii) Pyridine

(v) Oxazole

(viii) Acridine

(iii) Imidazole

(vi) Thiazole

(ix) Isoquinoline

(i) Fischer-Indole synthesis

(iii) Skraup Quinoline synthesis

(ii) Hantzsch pyridine synthesis

Write a short note on reactions and synthesis of indole.

Write a short note on reactions and synthesis of imidazole.

Write a short note on reactions and synthesis of pyridine.

Write a short note on reactions and synthesis of quinoline.

Pyridine undergoes electrophilic substitution reaction at C-2, C-4, C-5. Explain.

Explain, why electrophilic substitution in quinoline takes place at the 8-position

Indole undergoes electrophilic substitution at 3-position. Explain.

Write short notes on:

Chichibabin reaction

Reissert indole synthesis

Madelung indole synthesis

Friedlander synthesis of quinoline

Give medicinal uses of:

pyrazole

Thiazole

Lsoquinoline

Pyrimidine

Imidazole
pyridine

Acridine

pyrine

Oxazole

Quinoline

Indole

Which of the following heterocyclic compounds is not aromatICf

(a) Pyrrole

(b) Furan

(c) Thiophene

(d) pyrrolidine

The N-atom in Pyrrole is

(a) sp3 hybridized

(c) sp hybridized

(b) sp2 hybridized

(d) None Of these

Which Of the following is more aromatic?

(a) pyrrole

(c) Thiophene

(b) Furan

(d) Pyrrolidine

When pyrrole is treated With acetic anhydride, then the product formed is

(a) 2-acetyl pyr:role

(C) A-acetyl pyrrole

(b) 3•acetyl pyrrole

(d) 5-acetyl pyrrole

Furan reacts With ammonia in presence Of alumina at 400 0C to give

(a) Furfural

(c) Fnyrrole

(b) Furoic acid


(d) Pyridine

Which Of the following reagent will react with furan to form 2-furansulfonic acid?

(a) SO, in pyridine at loo•c

(c) Dilute Hzsogat Ico•c

(b) SQ at ITC

(d) Dilute

Enlist five-membered heterocyclic compounds having one, two and three hetero

atoms.

Discuss the orbital Structure Of pyrrole.

Discuss the electrophillic substitution reactions Of pyrrole,

Discuss the electrophillic substitution reactions of furan.

Discuss the electrophillic substitution reactions Of thiophene.

What are heterocyclic compounds? Classify them and explain Hantzsch-Widman

nomenclature.

Write the synthesis, reactions and medicinal uses of Pyrrole.

Write the synthesis, reactions and medicinal uses Of Furan.

Write the synthesis, reactions and medicinal uses of Thiophene.

Explain the aromaticity and reactivity of pyrrole.

Explain the aromaticity and reactivity of Furan.

Write a note on basicity of pyridine.

Describe different methods for preparation of azepines.

Write two methods for the preparation of 3H- azepines from reagents involving

nitrene intermediates.

Write the electrophilic and nucleophilic aromatic substitutions in pyrimidine.

Write the electrophilic structure and properties Of Imidazoles.

Write the electrophilic structure and properties of Pyrimidines.

Write the electrophilic and nucleophilic aromatic substitutions in Uracil.

Write the electrophilic and nucleophilic aromatic substitutions in Thymine.

Write the electrophilic and nucleophilic aromatic substitutions in Cytosine.


Write the electrophilic structure and properties Of Indole.

Write the electrophilic and nucleophilic aromatic substitutions in Purines.

Write the synthesis, aromaticity, reactions and medicinal uses Of Pyrazole.

Write the synthesis, aromaticity, reactions and medicinal uses of Imidazole.

Write the synthesis, aromaticity, reactions and medicinal uses Of Oxazole.

Write the synthesis, aromaticity, reactions and medicinal uses Of Thiazole.

Write the synthesis, aromaticity, reactions and medicinal uses of Pyridine

Write the synthesis, aromaticity, reactions and medicinal uses of Quinoline.

Write the synthesis, aromaticity, reactions and medicinal uses of Isoquinoline.

Write the synthesis, aromaticity, reactions and medicinal uses of Acridine.

Write the synthesis, aromaticity, reactions and medicinal uses of Indole.

Write the synthesis, aromaticity, reactions and medicinal uses of Pyrimidine.

Write the synthesis, aromaticity, reactions and medicinal uses of Purine.

Discuss knorr-pyrrole synthesis With reaction mechanism.

Write two corresponding drugs Of furan.

Write method of preparation and reaction Of furan.

Write methods of preparation Of reactions Of pyrrole.

Give resonance Structure Of furan and one reaction Of it.

Write any three reactions of pyrrole.

Write short on pyrrole.

Write hote on Furan.

Write note on nitrogen containing heterocycles.

Discuss why imidazole is more acidic than pyrrole.

Give difference between reactivity Of pyrrole and pyridine for electrophilic and

nucleophilic reagents.

Give comparison of furan, pyrrol and thiophene in term Of differences in reaction.

Write note on synthesis of furan.

Explain electrophilic substitution Of pyrrole.


Give reason - Electrophilic substitution occurs in pyrrole ring While nucleophilic

substitution in neutral benzene ring structure of indole, Explain with example.

Write any two reactions of thiophene.

Write note om Fiest Benary Synthesis Of Furan.

Why furan undergoes electroph'lic substitution reactions preferentially at Cz and

C 5 position?

Give detailed account of methods of synthesis and reaction of thiophene.

Give structure, numbering of following heterocycles with one example of drug

belonging to each.

(i) Cinnoline

(ii) Benzoxazole

(iii) Benzimidazole

(iv) Xanthine

(v) Pyrrole

Write note on Dies-Alder reaction and Gomberg reaction.

Give reason: Pyridine is much stronger base than pyrrole and draw its resonating

structure.

Discuss Skraup synthesis of quinoline with reaction mechanism.

Write down any four chemical properties Of indole With reaction.

Give any two methods Of preparation and two chemical reactions Of pyridine.

Give any two methods of preparation and chemical reactions Of imidazole.

Draw the Structure Of imidazole and indole.

Give any three reactions Of indole.

Why is pyridine more reactive towards nucleophiles than benzene?

Draw structures Of imidazole, 1,3 oxazole and isoquinoline With numbering.

Write examples of pharmaceutical drugs containing pyridine skeleton.

Explain Fisher indole synthesis.

Give structure, numbering and corresponding drug of 5-membered heterocycles

containing two heteroatoms.


Explain synthesis and reaction Of quinoline

Write pharmaceutical applications Of isoquinoline.

Write short notes on :

a. Pyridine

b. Indole

c. Quinoline

d. Thiazole

Give structures and numbering Of following heterocycles

i. 2-benzytthiazole

ii. 6-aminoquinoline

Give structures of medicinal drugs that contain following heterocydes.

i. Imidazole

ii Quinoline

Why nucleophilic substitution in pyridine takes place at (beta) position?

Discuss chemistry Of pyridine. Give hybridization resonating forms.

Give any two synthesis and any four reactions Of isoquinoline.

Gve any two synthesis and four reactons of indole

Gve any two synthesis and any four reactions Of imidazole.

Give any four reactions of thiazoles.

Give structure and name Of medicinally used drugs containing isoquinoline ring.

Give detail account Of methods of synthesis and reactions Of pyridine.

Why quinoline gives electrophilic aromatic substitution at C-5 and CO ?

Explain acidic and basic characters of imidazole.

Why pyridine is basic in nature.

Give properties Of imidazole.

Draw resonance structures Of

a. Imidazole

b. pyridine

Explain electrophilic substitution reaction Of quinoline.

Explain method Of synthesis Of indole.


Why nucleophilic substitution in pyridine take place preferably at 2 position than 4

position?

Write following reactions of pyridine

a. Nitration

b. Sulfonation

Define heterocyclic chemistry. Write any three synthetic methods and any three

chemical reactions Of pyridine or indole ?

Write note on Pall-Knorr synthesis and Skraup quinoline synthesis.

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