Previous 10 Year Question Paper Poc

[KV 804] SEPTEMBER 2009 Sub.
Code: 3804
DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

(Regulations 2008-2009 )
(Candidates admitted from 2008-2009 onwards)
FIRST YEAR
PAPER IV – PHARMACEUTICAL ORGANIC CHEMISTRY
Q.P. Code: 383804
Time: Three Hours Maximum: 70 marks
Answer ALL questions
I. Elaborate on: (2 x 20 = 40)
1. a) Explain the nucleophilic substitution reactions with suitable examples.
b) Add a note on mechanisms and kinetics involved in SN¹ and SN² reactions.
2. Explain the mechanisms of following name reactions.

a) Benzoin condensation.
b) Wittig reaction.
c) Cannizaro reaction.
d) Kolh’s reaction.
II. Write notes on: (6 x 5 = 30)
1. Preparation, tests for purity, assay and uses of aspirin.
2. Explain the reaction mechanisms of sandmeyer’s reduction with suitable examples.
3. Explain the bimolecular displacement mechanism for nucleophilic aromatic

substitution with suitable examples.
4. Explain the conversion of acid to acid chloride and aid to esters with suitable examples.
5. Describe the effect of substituent groups on aromatic nucleus.
6. Outline any two methods of preparation of ketones.
*******
[KW 804] MARCH 2010 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. Explain the preparation of alcohol with special reference to gniguard synthesis,
reduction of carbonyl compounds, acids and esters.
2. Explain the mechanisms of following name reactions.

a) Claisen condensation.
b) Knorvenagel reaction.
c) Michael addition.
d) Perkin condensation.
1. Explain fries rearrangement and hofmann rearrangement.
2. Preparation, tests for purity, assay and uses of methyl salicylate.
3. Explain the diazotization and coupling reactions of amioes.
4. Explain the 1,2 addition and 1,4 addition reactions of conjugated dienes.
5. Outline the important chemical properties of aldehydes.
6. What are cycloalkanes? Give egs. How the cycloalkanes are prepared?
*******
[KX 804] SEPTEMBER 2010 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. a) Write the Mechanism, reactivity, orientation of aromatic electrophilic
substitution reaction with suitable examples.
b) Explain briefly about hybridization.
2. a) Why are aldehydes more reactive than ketone?

Give an account of the nucleophilic additions of aldehyde with the help of general
mechanism.
b) What are Organometallic compounds?

How they are prepared?
Give its synthetic applications.
1. Give the general methods of preparations of alcohols with examples?

How will you differentiate between 1º, 2º, 3º alcohols?
2. Explain the following reactions:

i) Cannizaro reaction.
ii) Diel’s Alder reaction.
3. Give the preparations of Ethers by Williamson’s synthesis.
4. Add a note on Isomerism.
5. Explain Bayer’s Strain Theory.
6. Add a note on Free Radicals.
*******
[KY 804] MAY 2011 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. Describe the two mechanisms of aliphatic nucleophilic substitution reactions.

Compare and contrast these two reactions in detail.
2. Describe in detail free radical halogenation of methane explaining the thermodynamics

of the reaction with respect to the halogens: F, Cl, Br, & I.
1. Preparation, tests for purity, assay, and uses of Aspirin.
2. Aldol condensation and cyanohydrin reaction of aldehydes.
3. Explain Sandmeyer’s reaction with suitable examples.
4. Two methods of preparations of aldehydes.
5. Explain Schotten-Bauman reaction.
6. Write a note on the advantages of Friedal Crafts Acylation over Alkylation.
*******
[KZ 804] OCTOBER 2011 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
Answer ALL questions in the same order.
I. Elaborate on : Pages Time Marks
(Max.) (Max.) (Max.)
1. a) Define Electrophilic aromatic substitution reaction.
Explain the mechanism of nitration, sulphonation, 17 40 min. 20
halogenation and Friedel craft’s alkylation reactions
with examples.
b) Write a note on activating and deactivating O, P, and
M directing groups.
2. a) Compare aliphatic nucleophilic bimolecular and

unimolecular reaction. (SN2 vs SN1). 17 40 min. 20
b) Explain the mechanism and kinetics of 1, 2

Elimination reactions. (E2 and E1).
II. Write notes on :
1. Write a note on Markownikoff’s rule and Peroxide effect. 4 10 min. 6
2. Explain about electrophilic addition of conjugated dienes. 4 10 min. 6
(1, 2 versus 1, 4 addition).
3. Write about the mechanism of Cannizaro’s reaction withexample. 4 10 min. 6
4. Define polarity of molecules and intermolecular forces with
examples. 4 10 min. 6
5. Explain Bayer’s strain theory with its merits and limitations. 4 10 min. 6
6. Explain Kolbe’s reaction and Reimer -Tiemann’s reaction. 4 10 min. 6
7. Write a note on allyl radical as a resonance hybrid. 4 10 min. 6
8. Write a note on oxidation-reduction reactions with examples. 4 10 min. 6
9. Give an example for free radical halogenation of alkenes with
respect to carbon – carbon double bond acting as substituent. 4 10 min. 6
10. Define orientation, reactivity and stability. 4 10 min. 6
*******
[LA 804] APRIL 2012 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. a) Elaborate the mechanism , kinetic and stereochemistry
of aliphatic nucleophilic Substitution (SN1 and SN2) reaction.
b) Explain about the role of phase transfer catalysis in

substitution reaction. 17 40 min. 20
2. a) Illustrate about the Kinetic, mechanism and isotopic

effect of E1and E2 reactions.
b) Add a note on dehydration of acid catalysis. 17 40 min. 20
1. Give an account of acid and base on the basis of Lewis theories. 4 10 min. 6
2. Preparation, test for purity, assay and uses of vanillin. 4 10 min. 6
3. Explain the mechanism of halogenations of alkanes.

Give the evidence for the same. 4 10 min. 6
4. Outline any two methods of conversion of acids to acid

chloride and amide. 4 10 min. 6
5. Discuss the mechanism and synthetic uses of benzoin

condensation reaction. 4 10 min. 6
6. Describe the preparation methods for esters. 4 10 min. 6
7. Outline briefly about Bayer strain theory. 4 10 min. 6
8. Discuss the mechanism and synthetic uses of witting reaction. 4 10 min. 6
9. Write a note on Diels alder reaction. 4 10 min. 6
10. Preparation, test for purity, assay and uses of Aspirin. 4 10 min. 6
*******
[LB 804] OCTOBER 2012 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. Explain the mechanism of Nucleophilic aromatic substitution
reactions, orientation and reactivity of benzene. 17 40 min. 20
2. Give the reactions of alkenes. 17 40 min. 20
1. Phase transfer catalysis. 4 10 min. 6
2. SN1 vs. SN2. 4 10 min. 6
3. Write the preparation of alkyl halides. 4 10 min. 6
4. Fries rearrangement. 4 10 min. 6
5. Give the addition reactions of conjugated dienes. 4 10 min. 6
6. Reformatsky reaction. 4 10 min. 6
7. Explain peroxide effect. 4 10 min. 6
8. 4n+2 rule. 4 10 min. 6
9. Sandmeyer reaction. 4 10 min. 6
10. Write the preparations of Carboxylic acids . 4 10 min. 6
*******
[LC 804] APRIL 2013 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
Answer All questions
1. a) Define elimination reaction.

Explain about its Kinetic, mechanism and isotopic effect of E1and E2 reactions.
b) Add a note on dehydration of acid catalysis.
2. a) Write the Mechanism, reactivity, orientation of aromatic electrophilic substitution

reaction with suitable examples.
b) Explain about the resonance stabilization of benzyl radical.
1. Preparation, test for purity, assay and uses of methyl salicylate.
2. Explain about preparation methods of free radicals.
3. Outline briefly about Bayer strain theory.
4. Discuss the mechanism and synthetic uses of Hoffman rearrangement reaction.
5. Describe the preparation methods for amide.
6. Preparation, test for purity, assay and uses of Chlorbutol.
7. Write notes on Inter molecular forces.
8. Give the mechanism for nitration and sulphonation reaction.
9. Explain the preparation methods and synthetic uses of diazonium salts.
10. Discuss the mechanism and synthetic uses of Reformatsky reaction.
*******
[LD 804] OCTOBER 2013 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. a) Write the Electrophilic addition reactions of alkenes.
b) Write about basicity of amines.
2. a) Explain the mechanisms involved in Elimination reactions.

b) (i) Aldol Condensation.
(ii) Hoffmann rearrangement.
1. Aliphatic Nucleophilic substitution V.s. Aromatic nucleophilic substitution.
2. Fries rearrangement.
3. Write the preparation and medicinal uses of

a) Vanillin.
b) Salicylic acid.
4. Write any three methods of preparation of carboxylic acids.
5. a) Williamsons synthesis.
b) Sandmeyer reaction.
6. 1, 4-addition and. 1,2-addition reactions of Dienes.
7. Markownikoff’s rule.
8. Bayers strain theory.
9. SN1 VS. SN2.
10. Phase transfer catalysis.
*******
[LE 804] APRIL 2014 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. What are Electrophilic addition reactions? Explain any two reactions in detail.
2. Explain the mechanism and reactions of the following:

a) Claisen condensation.
b) Knoevenagel reaction.
c) Perkin condensation.
d) Kolbe reaction.
1. Diel’s alder reaction.
2. Discuss the mechanism and synthetic uses of Aldol condensation.
3. Give an account of acid and base on the basis of Lewis theory.
4. Give an example for free radical halogenation of alkenes with respect to

carbon-carbon double bond acting as a substituent.
5. Write a note on activating and deactivating Ortho, Para and Meta directing groups.
6. Write any two methods of conversion of acid to esters.
7. Riemer –Tiemann’s reaction.
8. Write any two methods to prepare alkyl halides.
9. Add a note on carbocations.
10. Write the preparation, test for purity, Assay and uses of Saccharin.
*******
[LF 804] OCTOBER 2014 Sub. Code: 3804

(2009-2010 Regulation)
FIRST YEAR
Q.P. Code: 383804
1. Discuss the reaction, mechanism of Nucleophilic aromatic substitution.
2. Briefly discuss Stereochemistry of SN1 and SN2 reaction.

How rearrangement take place in carbocation in Nuclophilic aliphatic substitution.
3. Mention the reaction of conversion of acid to:

a) Amide.
b) Acid chloride.
c) Esters.
d) Anhydride.
4. Explain the following reaction with mechanism:

a) Diazotisation and coupling.
b) Aldol condensation.
1. Explain the addition reaction of conjugated dienes.
2. Write the structure, preparation, Assay and chemical uses of Sodium lauryl sulphate.
3. Explain the Wittig reaction with mechanisms.
4. Additions of carbine.
5. Orbital picture of Allyl radical.
6. Explain the mechanism of E1 and E2 reaction.
*******
[LG 804] APRIL 2015 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804
1. Discuss the electrophilic substitution reaction in aromatic system.

Explain Mechanism of their reaction.
2. Briefly discuss Markownikoff’s rule and Peroxide effect with an example.
3. Discuss about Dehydro halogenation of alkyl halides.

Explain about its Kinetic and mechanism of E1and E2 reactions.

a) Michael addition.
b) Reimer tieman’s reactions.
1. Write short notes on Baeyr’s strain theory.
2. Mention the structure and name them according to IUPAC

i) Formic acid.
ii) Acetaldehyde.
iii) Acetamide.
iv) Neopentane.
3. Write the structure, preparation, Assay & chemical uses of Ethylene diamine dihyrate.
4. Explain stereochemistry of SN1 and SN2 reactions.
5. Explain the method of preparation of esters and anhydride.
6. Explain the Wittig reaction with mechanisms.
*******
[LH 804] OCTOBER 2015 Sub. Code: 3804
PHARM. D DEGREE EXAMINATION

FIRST YEAR
Q.P. Code : 383804
I. Elaborate on : (4 x 10 = 40)
1. Write the electrophilic addition reactions of alkenes.
2. Explain the reactivity and orientation in Electrophilic aromatic substitution with

activating and deactivating O, P, and M directing groups.
3. Give the mechanism involved in Aldol condensation and Hoffmann rearrangement.
4. Explain SN1 reaction with reference to mechanism, kinetics and stereochemistry.
II. Write notes on : (6 x 5 = 30)
1. Protic and Aprotic solvents.
2. Phase transfer catalysis.
3. 1, 2 elimination reactions.
4. Allylic rearrangement.
5. Write the preparation and medicinal uses of

(a) Sodium lauryl sulphate.
(b) Methyl salicylate.
6. E2 vs. E1.
*******
[LI 804] APRIL 2016 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

Time : Three hours Maximum : 70 Marks
I. Elaborate on : (4 x 10 = 40)
1. Explain theory of Resonance. Describe in detail Resonance hybrid, stability and

orbital picture of Allyl Radical.
2. What are Alkanes? Explain the free radical substitution mechanism of chlorination
of Methane in the presence UV light.
3. Discuss aromatic substitution reaction with Nucleophilies.

a) Cannizzaro reaction b) Williamson synthesis
II. Write notes on : (6 x 5 = 30)
1. Write a note on diazotisation and coupling reaction.

2. Write the structure, preparation and chemical uses of Mephensin.
3. Explain the mechanism and Stereochemistry of SN2 reaction.

4. Explain the Kolbe reaction with mechanisms.
5. Define Isomerism with suitable examples.
6. Give the different methods for preparation of Alicylic compounds.
*********
[LJ 804] OCTOBER 2016 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. Discuss in detail about the mechanism and thermodynamics of free radical

halogenations of methane.
2. Briefly explain the mechanism and kinetics involved in nucleophilic unimolecular

and bimolecular reactions.
3. Explain Kolbe’s reaction and Fries rearrangement.
4. Discuss the 1, 2 addition and 1, 4 addition reactions of conjugated dienes.
1. Write a brief note about the basicity of amines.

2. Briefly explain Bayer’s strain theory.
3. Write a note on Resonance.
4. Write the test for purity, assay and medicinal uses of salicylic acid.
5. Explain Markownikoff rule with example.
6. Explain the acid base on the basis of Lowry-Bronsted concept.
*********
[LK 804] MAY 2017 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. What do you understand the term aromatic electrophilic substitution reaction and
its general mechanism. Discuss the aromatic electrophilic substitution reactions,
sulphonation and friedel craft alkylation reaction.
2. What are Bayer’s strain theory and its limitations? Discuss the relative stability of
cyclohexane.
3. Discuss the reaction, mechanism and its synthetic application of
a) Sandmayers reaction b) Reformatsky reaction
4. Discuss electrophilic and free radical reactions in alkenes.
1. Polarity of bond and molecules.

2. Stereoisomerism.
3. With example explain the mechanism of SN2 reaction.
4. 1, 2 – addition versus 1, 4 – addition reaction in conjugated dienes.
5. Nucleophilic aromatic substitution reactions.
6. Discuss the preparation, assay and uses of Dimercaprol.
*********
[LL 804] OCTOBER 2017 Sub. Code: 3804

FIRST YEAR
Q.P. Code: 383804

1. What do you understand the term Aliphatic Nucleophilic substitution reactions?

Explain the reaction, mechanism, kinetic, stereochemistry and factor influence
SN1 reactions.
2. Write in detail the mechanism of free radical halogenations of Methane. Discuss

its thermodynamics.
3. Discuss the reaction, mechanism and its synthetic application of :

a) Perkins condensation b) Cannizaro reaction.
4. Discuss the mechanism of the following:

a) Nitration of Benzene b) Chlorination of Propene
1. Acid base theory.

2. Write a note on acidity of carboxylic acid.
3. Classification and stability of free radicals.
4. Conversion of carboxylic acid to acid chloride and amide.
5. Discuss the preparation, assay and uses of Vanillin.
6. Oxidation reactions.
*********
THE TAMIL NADU DR. M.G.R. MEDICAL UNIVERSITY
[LM 804] MAY 2018 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. Explain the mechanism of nucleophilic aromatic substitution reactions, orientation

and reactivity of benzene.
2. Explain about the resonance stabilization of benzyl radical.
3. What are electrophilic addition reactions? Explain any two reactions in detail.
4. Explain the mechanisms of following name reactions:

a) Perkin condensation b) Kolbe reaction.
1. Give an account of acid and base on the basis of Lewis theory.

2. Explain the addition reaction of conjugated dienes.
3. Discuss about allylic rearrangement with examples.
4. Write the preparation, test for purity, assay and medicinal use of mephensin.
5. What are cycloalkanes? Give an example. Discuss the preparation of
cycloalkanes.
6. Illustrate a note on free radical chain reactions of alkane.
*********
[LN 804] AUGUST 2018 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. Define elimination reaction. Explain about its Kinetic, mechanism and isotopic
effect of E1and E2 reactions.
2. Write a note on Markownikoff’s rule and Peroxide effect.
3. Explain the following reactions:

i) Aldol condensation. ii) Michael addition.
4. Explain Bayer’s Strain Theory and discuss its limitations.
1. Write a note on activating and deactivating O, P, and M directing groups.

2. Explain Cannizaro reaction.
3. Add a note on Structural Isomerism.
4. Add a note on Free Radical substitution reaction of alkanes.
5. Preparation, test for purity, assay and uses of Vanillin.
6. What is dipole moment? Explain with suitable example.
*********
[LO 804] MAY 2019 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. Explain the Aliphatic nucleophilic substitution with mechanisms and kinetics

involved in the reactions.
2. Explain the mechanisms of following name reactions:
a) Benzoin condensation. b) Wittig reaction.
3. Explain the activating and deactivating O, P, and M directing groups in the
aromatic compounds.
4. Give an account of acid and base on the basis of Lewis theory and Lowry-
Bronsted concept.
1. Preparation, tests for purity, assay and uses of aspirin.

2. Explain the reaction mechanisms of Sandmeyer’s reduction with suitable
examples.
3. Explain fries rearrangement and Hofmann rearrangement.
4. Add a note on Isomerism.
5. What are cycloalkanes? Give example. How the cycloalkanes are prepared?
6. Polarity of bond and Aprotic solvents.
********
[LP 804] OCTOBER 2019 Sub. Code: 3804

FIRST YEAR
Q.P. Code : 383804

1. Define nucleophiles. Explain briefly on the mechanism and kinetics of SN1 and
SN2 reactions.
2. Enumerate the mechanism, reactivity and stability of free radical chain reactions
of alkanes.
3. Define electrophile. Explain briefly about friedel craft alkylation and friedel craft
acylation reaction with mechanism.
4. Compare and describe briefly on free radical substitution with free radical addition
in carbon carbon double bonded systems.
1. Write a note on bimolecular displacement mechanisms.

2. Write a note on dienes and its types.
3. Brief out on Lewis Theory.
4. Write a note on the chemical properties of cyclo alkanes.
5. Briefly write a note on Markownikoff rule.
6. Add a note on the mechanisms of Knoevenagel reaction.
********

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[KV 804] SEPTEMBER 2009 Sub.

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

2. Explain the mechanisms of following name reactions.

II. Write notes on: (6 x 5 = 30)

1. Preparation, tests for purity, assay and uses of aspirin.

2. Explain the reaction mechanisms of sandmeyer’s reduction with suitable examples.

3. Explain the bimolecular displacement mechanism for nucleophilic aromatic

5. Describe the effect of substituent groups on aromatic nucleus.

6. Outline any two methods of preparation of ketones.

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

2. Explain the mechanisms of following name reactions.

II. Write notes on: (6 x 5 = 30)

1. Explain fries rearrangement and hofmann rearrangement.

2. Preparation, tests for purity, assay and uses of methyl salicylate.

3. Explain the diazotization and coupling reactions of amioes.

5. Outline the important chemical properties of aldehydes.

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

2. a) Why are aldehydes more reactive than ketone?

b) What are Organometallic compounds?

II. Write notes on: (6 x 5 = 30)

1. Give the general methods of preparations of alcohols with examples?

2. Explain the following reactions:

3. Give the preparations of Ethers by Williamson’s synthesis.

4. Add a note on Isomerism.

5. Explain Bayer’s Strain Theory.

6. Add a note on Free Radicals.

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

1. Describe the two mechanisms of aliphatic nucleophilic substitution reactions.

2. Describe in detail free radical halogenation of methane explaining the thermodynamics

II. Write notes on: (6 x 5 = 30)

1. Preparation, tests for purity, assay, and uses of Aspirin.

2. Aldol condensation and cyanohydrin reaction of aldehydes.

3. Explain Sandmeyer’s reaction with suitable examples.

4. Two methods of preparations of aldehydes.

5. Explain Schotten-Bauman reaction.

6. Write a note on the advantages of Friedal Crafts Acylation over Alkylation.

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

2. a) Compare aliphatic nucleophilic bimolecular and

b) Explain the mechanism and kinetics of 1, 2

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

b) Explain about the role of phase transfer catalysis in

2. a) Illustrate about the Kinetic, mechanism and isotopic

II. Write notes on :

2. Preparation, test for purity, assay and uses of vanillin. 4 10 min. 6

3. Explain the mechanism of halogenations of alkanes.

4. Outline any two methods of conversion of acids to acid

5. Discuss the mechanism and synthetic uses of benzoin

6. Describe the preparation methods for esters. 4 10 min. 6

7. Outline briefly about Bayer strain theory. 4 10 min. 6

8. Discuss the mechanism and synthetic uses of witting reaction. 4 10 min. 6

9. Write a note on Diels alder reaction. 4 10 min. 6

DOCTOR OF PHARMACY (PHARM. D) DEGREE EXAMINATION

2. Give the reactions of alkenes. 17 40 min. 20

II. Write notes on :

1. Phase transfer catalysis. 4 10 min. 6

2. SN1 vs. SN2. 4 10 min. 6

3. Write the preparation of alkyl halides. 4 10 min. 6

4. Fries rearrangement. 4 10 min. 6

5. Give the addition reactions of conjugated dienes. 4 10 min. 6

6. Reformatsky reaction. 4 10 min. 6