Seat No.: _____ Enrolment No.

_____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.PHARM - SEMESTER–II • EXAMINATION – WINTER- 2022

Subject Code: BP202TP Date:16/02/2023

Subject Name: Pharmaceutical organic chemistry-I
Time: 02:30pm to 05:30pm Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Write a reaction with mechanism: 06

1) Aldol condensation
2) Perkin condensation
(b) General methods of preparations of Alcohols. 05
(c) Classify dienes. Which one is more stable? Why? 05
Q.2 (a) Give two methods for synthesis of alkyl halides and alkene. 06
(b) Define hybridization? Explain SP2 hybridization with examples. 05
(c) Define: Ozonolysis, Markovnikoff’s rule, Peroxide effect, Saytzeff’s rule, 05
Metamerism
Q.3 (a) Give factors affecting SN1 and SN2 reactions. 06
(b) Explain the structures and uses of following compounds: 05
1) Acetic acid 4) Chloral hydrate
2) Benzyl alcohol 5) Dichloromethane
3) Hexamine
(c) Explain Stereochemistry and rearrangements of carbocations in substitution 05
reaction in details.
Q.4 (a) Give reactions of carboxylic acids. 06
(b) Differentiate between E1 and E2 mechanism. 05
(c) Discuss about basicity of aliphatic amines and its qualitative tests. 05
Q.5 (a) Discuss in detail about Grignard reaction for the synthesis of Alkanes and 06
Alcohols.
(b) Explain the reactions involving free radical as intermediate. 05
(c) Explain the structures and uses of following compounds: 05
1) Amphetamine 4) Tartaric acid
2) Cinnamaldehyde 5) Iodoform
3) Vanilin
Q. 6 (a) Write a note on structural isomerism. 06
(b) Write short notes on Diels Alder reaction in detail. 05
(c) Explain Cannizaro and Cross Cannizaro reaction with examples. 05
Q.7 (a) Explain: Oxymercuration- demercuration and Hydroboration-oxidation reaction 06
with mechanism.
(b) Give structural formula of the following compounds: 05
1) 2, 3 diethyl-4-pentane
2) Vinyl chloride
3) Benzyl benzoate
4) Isoheptane
5) 2, bromo- 3-chloro- 1- hexane
(c) Write brief note on Hofmann degradation of amides. 05
Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Ph. SEMESTER–II • EXAMINATION – SUMMER -2022

Subject Code:BP202TP Date: 03/09/2022

Subject Name: Pharmaceutical Organic Chemistry-I
Time: 10:30am to 01:30pm Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Page 1 of 2
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 Seat No.: Enrolment No.

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Ph.- SEMESTER– II• EXAMINATION – WINTER-2021

Subject Code: BP202TP Date: 28/02/2022

Subject Name: Pharmaceutical Organic Chemistry I
Time: 02:30pm to 05:30pm Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Describe effect of substituent on basicity of aliphatic amine. Why 2° amine is 06
more basic than 1° and 3° amine in aqueous media?
(b) Explain in detail about Grignard reaction for the synthesis of Alkanes and 05
Alcohols
(c) Write a note on Structural isomerism in organic compounds. 05

Q.2 (a) Draw structure from following compounds: 06

1) 2,3-dimethyl pentane 2) 2-bromo-3-chloro-1-pentene
3) Isobutene 4) Vinyl bromide
5) 3-Phenyl-2-propenal 6) 4-Hydroxy-4-methyl-2-pentanone
(b) Explain Aldol and Crossed aldol condensation 05
(c) Write note on Diel-Alder reaction. 05

Q.3 (a) Discuss the mechanism and stereochemistry of SN1 and SN2 reaction 06
(b) Discuss factors affecting SN1 reactions 05
(c) State and explain : saytzeff’s rule, antimarcovnikov addition 05

Q.4 (a) Differentiate E1 and E2 reactions with suitable examples 06

(b) Explain with suitable examples stability of conjugated dienes. 05
(c) Write a note on Benzoin condensation & Perkin condensation, 05

Q.5 (a) Define hybridization. Explain hybrid orbitals with example. 06

(b) Explain classification of organic compounds with example 05
(c) Give qualitative tests to differentiate between primary, secondary and tertiary 05
alcohols.
Q. 6 (a) Give structure and uses of following: 1) Vanilin 2) Acetyl salicylic acid 3) 06
Amphetamine 4) Benzyl alcohol 5) Propylene glycol 6) Chloral hydrate
(b) Explain with suitable examples effect of substituent’s on acidity of carboxylic 05
acids.
(c) Comment on stability of primary, secondary and tertiary carbocations with 05
suitable structures.
Q.7 (a) Give the methods for the preparation of carboxylic acid. 06
(b) Give general methods for the preparation of Alkenes. 05
(c) Explain cannizzaro and cross cannizzaro reaction with 05
mechanism.
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Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Ph.- SEMESTER–II • EXAMINATION – SUMMER -2021

Subject Code: BP202TP Date: 27/08/2021

Subject Name: Pharmaceutical Organic Chemistry-I
Time: 10:30AM to 01:30PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Give the structure and uses of (i) Formaldehyde (ii) Paraldehyde (iii) Chloral 06
hydrate (iv) Vaniline (v) Cinnamaldehyde (vi) Hexamine
(b) How does structure effect the basicity of amines? 05
(c) How will you separate 1˚, 2 ˚ and 3˚ amines by Hinsburg method? Give 05
equations also.
Q.2 (a) How would you get 06
(1) Benzoic acid from toluene
(2) Benzyl alcohol from benzoic acid
(3) Benzene from benzoic acid.
(b) Give the general methods for the preparation of aromatic amines. 05
(c) Explain mechanism of (i) Cannizaro reaction (ii) Perkin condensation. 05
Q.3 (a) Discuss classification of alcohols. What happens when they are dehydrogenated 06
catalytically?
(b) Explain Aldol and Crossed aldol condensation. 05
(c) Give the methods of preparation of carbonyl compounds. 05
Q.4 (a) Discuss SN1 and SN2 reaction. 06
(b) Define saytzeff’s rule with one example. 05
(c) Write down the mechanism of Wurtz reaction. 05
Q.5 (a) Give the mechanism of E1 and E2 reaction. 06
(b) Describe two methods of preparation and two chemical properties of alcohols. 05
(c) Explain diels-alder reaction. 05
Q. 6 (a) Give methods for the preparation of Alkanes. 06
(b) Differentiate markownikoff’s and anti- markownikoff’s rules with suitable 05
examples.
(c) Note on hybridization in alkanes. 05
Q.7 (a) Give the structure and IUPAC name of (i) Formic acid (ii) Acetone 06
(iii) Acetylene (iv) Ethylamine (v) Dimethylether (vi) Acetaldehyde.
(b) Explain classification of organic compounds with example. 05
(c) Give in detail on structural isomerisms in organic compounds. 05

***************
Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Ph. - SEMESTER–II • EXAMINATION – WINTER -2020

Subject Code: BP202TP Date: 06/03/2020

Subject Name: Pharmaceutical Organic Chemistry I
Time: 10:30AM TO 12:30PM Total Marks: 54
Instructions:
1. Attempt any THREE questions from Q-1 to Q-6.
2. Q.7 is compulsory to attempt.
3. Make suitable assumptions wherever necessary.
4. Figures to the right indicate full marks.

Q.1 (a) Define structural isomerism. Give different structural isomers of hexane 06
(b) Give IUPAC name of following 05

(i) (ii) (iii)

(iv) (v)

(c) What do you mean by Markownikoff’s orientation? Explain with examples 05

Q.2 (a) Write a detail note on halogenation of alkanes 06
(b) Draw the structure of the following 05
(i) 2-propyl-1-pentene (ii) 3-cyanopentanoic acid (iii) 3-pentanone (iv) Benzyl
bromide (v) Salicylic acid
(c) Explain mechanism and stereochemistry of Diels-Alder reaction 05
Q.3 (a) Write a brief note on (i) Ozonolysis (ii) Saytzeffs Rule 06
(b) Differentiate between E1 and E2 reactions 05
(c) Discuss the factors affecting SN2 reaction 05
Q.4 (a) Give qualitative tests, structure and uses of (i) Chlorobutanol (ii) Cetosteryl 06
alcohol (iii) Benzyl alcohol
(b) Explain mechanism and kinetics of SN1 reactions 05
(c) Give structure and uses of (i) Amphetamine (ii) Hexamine 05
Q.5 (a) Explain the terms with examples (i) Benzoin condensation (ii) Electromeric 06
effect
(b) What is a nucleophilic addition reaction? Why do carbonyl compounds undergo 05
nucleophilic addition?
(c) Give brief account on acidity of carboxylic acids 05
Q. 6 (a) Give structure and uses of (i) Chloroform (ii) Dichloromethane (iii) 06
Ethylchloride
(b) Give structure and uses of (iii) Citric acid (iii) Methyl salicylate 05
(c) Explain the effect of substituents on basicity of aliphatic amines 05
Q.7 (a) Give qualitative tests and structure of (i) Paraldehyde (ii) Cinnamaldehyde (iii) 06
Vanilin
OR
(a) Explain the mechanism of Cannizzaro reaction 06
OR
(a) Give brief account on rearrangement of carbocations 06

***************
Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Pharm . - SEMESTER– II • EXAMINATION – SUMMER -2020

Subject Code:BP202TP Date: 27-10-2020

Subject Name: Pharmaceutical organic chemistry- I
Time: 10:30 AM TO 1:30 PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Write a note on Markovnikov’s orientation. 06

(b) Draw the structure of following compounds, 05
A. Chloral hydrate D. Citric acid
B. Chlorobutanol E. Iodoform
C. Vanillin F. Benzyl benzoate
(c) Differentiate: SN1 and SN2 reactions 05
Q.2 (a) Write any three reactions of Amines. 06
(b) Write a note on Diels-alder reaction with examples. 05
(c) Discuss factor affecting E1 reaction. 05
Q.3 (a) Explain reaction with mechanism of Cannizaro reaction and Benzoin 06
condensation.
(b) Write detail notes on carbocation. 05
(c) Give qualitative tests of ketones. Give structure and uses of acetone and 05
hexamine.
Q.4 (a) Explain reaction with mechanism of Aldol and crossed Aldol condensation. 06
(b) Explain chlorination of methane with mechanism in details. 05
(c) Give two methods for synthesis of alkyl halides. 05
Q.5 (a) Write a note on acidity of carboxylic acids. 06
(b) Explain: SP hybridization in alkenes with examples. 05
(c) Give the reaction of following: 05
1. Ozonolysis
2. Perkin condensation
Q. 6 (a) Write short notes on resonance and inductive effect. 06
(b) Give the preparation and reactions of conjugated dienes. 05
(c) Give structural formula of the following compounds: 05
1. Isopentene
2. 2, 3 diethyl -4- pentyne
3. 2,2,4,5 tetramethyl hexane
4. 2- methoxy pentane
5. 2, 3 dimethyl -3- hexene
Q.7 (a) Give the reaction of following: 06
1. Allylic rearrangement
2. Electrophilic addition reaction of alkenes
3. Anti markownikoff’s orientation
(b) Justify: 1. Lower alcohols are insoluble in water. 05
2. Primary carbocation is more stable than tertiary carbocation.
(c) How Grignard reagent prepared? Write synthetic utility of Grignard reagents. 05
Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.PHARM - SEMESTER– 2 EXAMINATION – WINTER -2019

Subject Code: BP202TP Date: 17-12-2019

Subject Name: Pharmaceutical Organic Chemistry I
Time: 10:30 AM TO 01:30 PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Give the methods for the preparation of carboxylic acid. 06
(b) Explain Aldol and Crossed aldol condensation. 05
(c) Explain classification of organic compounds with example. 05
Q.2 (a) Give the structure and uses of (i) Formaldehyde (ii) Paraldehyde (iii) Chloral 06
hydrate (iv) Vaniline (v) Cinnamaldehyde (vi) Hexamine
(b) Give the general methods for the preparation of amines. 05
(c) Explain mechanism of (i) Cannizaro reaction (ii) Perkin condensation. 05
Q.3 (a) Discuss classification of alcohols. What happens when they are dehydrogenated 06
catalytically?
(b) Differentiate markownikoff’s and anti- markownikoff’s rules with suitable 05
examples.
(c) Give the methods of preparation of carbonyl compounds. 05
Q.4 (a) Give the structure and uses of (i) Dimethyl phthalate (ii) Dichloromethane (iii) 06
Benzoic acid (iv) Ethanolamine (v) Oxalic acid (vi) Amphetamine.
(b) Define saytzeff’s rule with one example. 05
(c) Write note on dines. 05
Q.5 (a) Give in detail on structural isomerisms in organic compounds. 06
(b) Describe two methods of preparation and two chemical properties of alcohols. 05
(c) Explain diels-alder reaction. 05
Q. 6 (a) Give the mechanism of E1 and E2 reaction. 06
(b) Give methods for the preparation of Alkanes. 05
(c) Note on hybridization in alkanes. 05
Q.7 (a) Discuss SN1 and SN2 reaction. 06
(b) How does structure effect the basicity of amines? 05
(c) How will you separate 1˚, 2 ˚ and 3˚ amines by Hinsburg method? Give 05
equations also.

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Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.PHARM - SEMESTER– 2 EXAMINATION – SUMMER -2019

Subject Code: BP202TP Date: 29-05-2019

Subject Name: Pharmaceutical Organic Chemistry I
Time: 10:30 AM TO 01:30 PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Give IUPAC name of followings: 06

(b) Write all possible isomers of C4H8 and name them by IUPAC system. 05
(c) Define and classify organic compound. Explain SP3 hybridization of alkane. 05
Q.2 (a) Give the structure and uses of the following 06
(1) Chlorobutanol (2) Methyl salicylate (3) Hexamine
(4) Vanillin (5) Paraldehyde (6) Ethylenediamine
(b) Describe effect of substituent on basicity of aliphatic amine. Why 2° amine is 05
more basic than 1° and 3° amine in aqueous media?
(c) Give three methods for synthesis of alkenes. 05
Q.3 (a) Explain reaction mechanism of cannizzaro reaction and perkin condensation. 06
(b) Explain acidity of carboxylic acid in brief. What is the impact on acidity of 05
benzoic acid if it was substituted with –OH or –CH3?
(c) Mention method of preparation for carboxylic acid. Give any two qualitative 05
tests for identification of carboxylic acid.
Q.4 (a) Write Aldol condensation &Cross aldol condensation with reaction mechanism. 06
(b) Explain method for synthesis of alkyl halides. 05
(c) Describe the factors affecting the E1 and E2 reaction. 05
Q.5 (a) Give general mechanism for nucleophilic addition of carbonyl compounds. 06
Mention any three nucleophilic addition reactions of aldehyde or ketone.
(b) Explain ozonolysis of alkene in detail. 05
(c) Describe stability of conjugated dienes. 05
Q. 6 (a) Differentiate Markownikoff’s addition and Anti-markownikoff’s addition to 06
alkene.
(b) Explain Saytzeff rule with examples. 05
(c) What is pyrolysis? Give general reaction of pyrolysis for alkane. 05
Q.7 (a) How will you distinguish 1°, 2° and 3° alcohol? Explain Grignard reaction for 06
synthesis of alcohols.
(b) Write note on Diel-Alder reaction. 05
(c) Write short notes on SN1 reaction in detail. 05
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Seat No.: ________ Enrolment No.______________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.PHARM – SEMESTER – 2- EXAMINATION –WINTER - 2018

Subject Code:BP202TP Date: 11/12/2018

Subject Name: Pharmaceutical Organic Chemistry I
Time:02:30 PM TO 05:30 PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make Suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Give the structure and uses of the following 06

(1) Paraldehyde (2) Salicylic acid (3) Cetosteryl alcohol
(4) Vanilin (5) Chloral hydrate (6) Ethylenediamine
(b) Explain in detail about Grignard reaction for the synthesis of Alkanes and 05
Alcohols.
(c) Write a note on Aldol condensation. 05
Q.2 (a) What is isomer? Classify structural isomer with examples. 06
(b) Give three methods for synthesis of alkenes. 05
(c) Mention any three Nucleophilic addition reactions for aldehydes. 05
Q.3 (a) Write a note on Benzoin condensation & Perkin condensation, 06
(b) Write the mechanism and limitations of Friedel-Crafts acylation of Ketones. 05
(c) Give the uses of paraffin. Discuss about stability of conjugated dienes. 05
Q.4 (a) Give general method for preparation and reaction of aliphatic amines. 06
(b) Write short notes on SN2 reaction in detail. 05
(c) Differentiate between E2 and E1 mechanism of elimination with example. 05
Q.5 (a) Differentiate Markownikoff’s addition and Anti-markownikoff’s addition to 06
alkene.
(b) Describe the factors affecting the E1 and E2 reaction. 05
(c) Write name of qualitative tests for identification of carboxylic acid, ester, 05
amide, alcohol and aliphatic amine.
Q. 6 (a) Comment: (1) Order for basicity of amine is 2°>1°>3° in aqueous solution. 06
(2) Carboxylic acid is less stable as compare to its anion form.
(3) Bromination of alkane is more selective then chlorination.
(b) State the Saytzeff rule. What is pyrolysis? Give general reaction of pyrolysis 05
for alkane.
(c) Write the structure and IUPAC name of followings: (1) Neopentane 05
(2) Isopentane (3) Allylbromide (4) Isopropanol (5) Vinyl chloride
Q.7 (a) Explain cannizzaro and cross cannizzaro reaction with mechanism. 06
(b) Write note on Diel-Alder reaction. 05
(c) Describe ozonolysis of alkene in detail. 05

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Seat No.: _____ Enrolment No. _____________

GUJARAT TECHNOLOGICAL UNIVERSITY

B.Ph. - SEMESTER–II • EXAMINATION – SUMMER -2018

Subject Code: BP202TP Date:22/05/2018

Subject Name: PHARMACEUTICAL ORGANIC CHEMISTRY I
Time: 10:30 AM TO 01:30 PM Total Marks: 80
Instructions:
1. Attempt any five questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Give IUPAC name of following compounds. 06

(i) (iv)

(ii) (v)

(iii) (vi)

(b) Write a note on Structural isomerism in organic compounds. 05

(c) Write a note on Markovnikov’s orientation. 05

Q.2 (a) Draw the structure of following compounds. 06

(i) Iodoform
(ii) Chlorobutanol
(iii)Paraldehyde
(iv) Ethanolamine
(v) Acetyl Salicylic acid
(vi) Oxalic acid
(b) Describe preparation and synthetic utility of Grignard reagent. 05
(c) Write with mechanism Aldol and crossed aldol condensation. 05

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Q.3 (a) Write a note on Walden Inversion with mechanism. 06
(b) Discuss factors affecting SN1 reactions. 05
(c) Write methods of preparation of carboxylic acids. 05

Q.4 (a) Write a note on free radical reactions of alkanes. 06

(b) Explain Electronegativity, Electrophile and Nucleophile. 05
(c) Give qualitative tests of alcohols. Give structure and uses of Ethyl alcohol and 05
Glycerol.

Q.5 (a) Differential E1 and E2 reactions. 06

(b) Give qualitative tests of aldehydes. Give structure and uses of Vanillin and 05
formaldehyde.
(c) Write a note on Cannizzaro and crossed Cannizzaro reaction. 05
Q. 6 (a) Give general methods for the preparation of Alkenes. 06
(b) Write a note on Hydroboration-Oxidation reaction with mechanism. 05
(c) Write a note on Diel-alder reaction with examples. 05
Q.7 (a) Comments on following statements. 06
(i) Trifluoroacetic acid is less acidic than acetic acid.
(ii) Conjugated dienes are less stable than isolated dienes.
(iii)Ammonia is more basic than aniline.
(b) Write any three reactions of Amines. 05
(c) Write nucleophilic acyl substitution reactions of Carboxylic acids 05

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