POC-I Syllabus

BP202T. PHARMACEUTICAL ORGANIC CHEMISTRY –I (Theory)

                                                                                                            45 Hours

Scope: This subject deals with classification and nomenclature of simple organic compounds, structural isomerism, intermediates forming in reactions, important physical properties, reactions and methods of preparation of these compounds. The syllabus also emphasizes on mechanisms and orientation of reactions.

Objectives: Upon completion of the course the student shall be able to

1.     write the structure, name and the type of isomerism of the organic compound

2.     write the reaction, name the reaction and orientation of reactions

3.     account for reactivity/stability of compounds,

4.     identify/confirm the identification of organic compound

Course Content:

·       General methods of preparation and reactions of compounds superscripted with asterisk (*) to be explained ·       To emphasize on definition, types, classification, principles/mechanisms, applications, examples and differences

UNIT-I                                                                                                                                    10 Hours ·       Alkanes*, Alkenes* and Conjugated dienes* a.      SP3 hybridization in alkanes, Halogenation of alkanes, uses of paraffins. b.     Stabilities of alkenes, SP2 hybridization in alkenes E1 and E2 reactions – kinetics, order of reactivity of alkyl halides, rearrangement of carbocations, Saytzeffs orientation and evidences.  E1 verses E2 reactions, Factors affecting E1 and E2 reactions. Ozonolysis, electrophilic addition reactions of alkenes, Markownikoff’s orientation, free radical addition reactions of alkenes, Anti Markownikoff’s orientation. Stability of conjugated dienes, Diel-Alder, electrophilic addition, free radical addition reactions of conjugated dienes, allylic rearrangement

UNIT-II                                                                                                                                    10 Hours ·       Alkyl halides* a.      SN1 and SN2 reactions - kinetics, order of reactivity of alkyl halides, stereochemistry and rearrangement of carbocations. b.     SN1 versus SN2 reactions, Factors affecting SN1 and SN2 reactions c.      Structure and uses of ethylchloride, Chloroform, trichloroethylene, tetrachloroethylene, dichloromethane, tetrachloromethane and iodoform. ·       Alcohols*- Qualitative tests, Structure and uses of Ethyl alcohol, chlorobutanol, Cetosteryl alcohol, Benzyl alcohol, Glycerol, Propylene glycol

UNIT-III                                                                                                                                  10 Hours ·       Carbonyl compounds* (Aldehydes and ketones) Electromeric effect, aldol condensation, Crossed Aldol condensation, Cannizzaro reaction, Crossed Cannizzaro reaction, Benzoin condensation, Perkin condensation, qualitative tests, Structure and uses of Formaldehyde, Paraldehyde, Acetone, Chloral hydrate, Hexamine, Benzaldehyde, Vanilin, Cinnamaldehyde.

UNIT-IV                                                                                                                                   08 Hours ·       Carboxylic acids* a.     Acidity of carboxylic acids, effect of substituents on acidity, inductive effect and qualitative tests for  carboxylic acids amide and ester b.     Structure and Uses of Acetic acid, Lactic acid, Tartaric acid, Citric acid, Succinic acid. Oxalic acid, Salicylic acid, Benzoic acid, Benzyl benzoate, Dimethyl phthalate, Methyl salicylate and Acetyl salicylic acid ·       Aliphatic amines* - Basicity, effect of substituent on Basicity. Qualitative test, Structure and uses of Ethanolamine, Ethylenediamine, Amphetamine

UNIT-V                                                                                                                                    07 Hours ·       Classification, nomenclature and isomerism a.      Classification of Organic Compounds b.     Common and IUPAC systems of nomenclature of organic compounds (up to 10 Carbons open chain and carbocyclic compounds) c.      Structural isomerisms in organic compounds

BP208P. PHARMACEUTICAL ORGANIC CHEMISTRY -I (Practical)

4 Hours / week

1	Systematic qualitative analysis of unknown organic compound/s for preliminary tests
2	Systematic qualitative analysis of unknown organic compound/s for preliminary and Lassaigns tests.
3	Systematic qualitative analysis of unknown organic compound/s for functional group (for preliminary / Lassaigns / solubility / functional group tests ) Following classes of compounds may be analyzed Phenols, amide/ urea, carbohydrate, amine, carboxylic acid, aldehyde, ketone, alcohol, carboxylic acid ester, hydrocarbon, halohydrocarbon, nitro compound and anilide
4	Determination of melting and boiling points of organic compounds
5	Systematic qualitative analysis of unknown organic compound for functional group and identification of the organic compound
6	Preparation of suitable solid derivatives from organic compounds
7	Systematic qualitative analysis of unknown organic compound for Functional group, its identification and confirmation of identification
8	Construction of molecular models

Recommended Books (Latest Editions)

1.     Organic Chemistry by Morrison and Boyd

2.     Organic Chemistry by I.L. Finar , Volume-I

3.     Textbook of Organic Chemistry by B.S. Bahl & Arun Bahl.

4.     Organic Chemistry by P.L.Soni

5.     Practical Organic Chemistry by Mann and Saunders.

6.     Vogel’s text book of Practical Organic Chemistry

7.     Advanced Practical organic chemistry by N.K.Vishnoi.

Introduction to Organic Laboratory techniques by Pavia, Lampman and Kriz.

Model QP_JSS Uni

Model Question Paper                                                                 QP Code: XXXX

JSS UNIVERSITY, MYSORE

Second Semester B.Pharm. Examinations – May 2017

Subject: Pharmaceutical Organic chemistry-I

Time: 3 Hrs                   Max. Marks: 75                                                                                 

SECTION – A: MULTIPLE CHOICE QUESTIONS                          20x1=20 Marks

Instructions:

1. Answer ALL the questions in the OMR Sheet given by using BLACK BALL POINT PEN ONLY

2. Choose the ONE CORRECT ANSWER from the 4 choices given for each question.

3. Maximum time for answering Section – A is 20 minutes.

4. Do not open the staple pin / cut the seal of the question paper booklet till you get instruction from the Chief Superintendent / Invigilator.

5. At the end of 20 minutes, submit the OMR sheet to the Chief Superintendent / Invigilator along with the question paper booklet. 

Q. No. 1 to 4 from Unit - I

1.  The General Formula for alkane is

    A) C_nH_2n                B) C_nH_{2n + 2}                   C) C_nH_{2n - 2}                 D) C_nH_{2n + 1}

2.  The type of hybridization occurs in alkene is

A) SP                  B) SP³                     C) SP²                              D) All the above

3.  Relative reactivities of alkyl halide in elimination reaction in the following order   

    A)  RI>RBr>RCl>RF                        B) RBr>RCl>RF>RI 

    C) RCl>RF>RI>RBr                           D) RF>RI>RBr>RCl

4.  “If more than one alkene can be formed by an elimination reaction, the more stable alkene product predominates” is known as

     A)  Hoffman rule   B) Saytzeffs rule  C) Markovnikov’s rule   D)Anti-Markovnikov’s rule

Q. No. 5 to 8 from Unit - II

5.    Alkyl halides undergo ___________ substitution  

    A) Electrophilic    B) Nucleophilic      C) Free radical         D) All the above

6.    Carbocation rearrangement is possible in_______ reaction mechanism

   A)  SN₁               B) SN₂                    C) E₂                       D) Free radical

7.  The product obtained in SN₂ reaction mechanism is_________ configuration.

A)Retention         B) Inverted            C) Both                   D) none        

8.  Number of hydroxyl groups present in Glycerol is

A)one                B) Two                    C) Three                 D) Four

Q. No. 9 to 12 from Unit - III

9.  Oxime is formed by the reaction of carbonyl group with

A) Hydroxylamine      B) Hydrazine     C) Phenyl hydrazine       D) Semicarbazide

10. Aldehydes which lack an α-hydrogen, heated with NaOH is known as______ reaction.

A) Aldol codensation    B) Cannizzaro   C) Perkin            D) Benzoin condensation

11. A temporary polarization between atoms in a multiple bond in the presence of an attacking reagent

A) Electromeric effect         B) Resonance effect C) Dipole moment    D)Polar effect 

12. Oxidation of secondary alcohol produce

A) Aldehyde                B) Ketone              C) Acid                    D) All the above

Q. No. 13 to 16 from Unit - IV

13. The presence of electron-releasing alkyl groups in carboxylic acid--------------- the acidity

A) Increase                B) Decrease             C) Neutralize           D) No change in

14. Which of the following carboxylic acid is more acidic

A) Chloroacetic acid B) Di chloroacetic acid   C) Tri chloroacetic acid D) Acetic acid

15. Hydrolysis of ester produce

A) Two moles of acid  B) Two moles of alcohol  C) Acid + Amine  D) Acid + Alcohol

16. Dimethylamine is __________  amine

A) Primary                   B) Secondary                   C) Tertiary     D) Quarternary

Q. No. 17 to 20 from Unit - V

17.   The One of the following is an example for alicyclic compound

A) Cyclohexane                    B) Toluene              C) Pyridine              D) Furan

18.        The International Union of Pure and Applied Chemistry was formed in the year

A) 1955             B) 1957                 C) 1958                  D) 1959

19.        Iodine The identical groups are present on opposite sides is called as

A)   Dextro isomer         B) Cis isomer                    C) Trans isomer     D) Optical isomer

20. Which of the following is the principal functional group?

A) Carboxylic acid B) Amine           C) Hydroxyl             D) Nitro

  

SECTION– B. ESSAYS                                                                2x10=20 Marks

Answer any TWO

Q. No. 1 from Unit – I

1. Describe various addition reactions of unsymmetrical alkenes with hydrogen halide including mechanisms.

Q. No. 2 from Unit – II

2. Give an account on the mechanism, kinetics, reactivity and stereochemistry of SN₁ reaction.

Q. No. 3 from Unit – III

3. Write the reaction and mechanism for Cannizaro reaction and Benzoin condenzation.

SECTION – C:  SHORT NOTES                                                       7x5=35 Marks

Answer any SEVEN         

Q. No. 4 from Unit – I

4. Compare E₁ and E₂ reactions.

Q. No. 5 from Unit – II

5. Write any two preparation and chemical reactions of alkyl halides.

Q. No. 6 from Unit – III

6. Write the reaction and mechanism for Aldol condensation.

Q. No. 7 to 9 from Unit – IV

7. Write notes on acidity of carboxylic acid and effect of substituents on acidity.

8. Write any three qualitative tests for carboxylic acids.

9. Write any two preparation of amines. Write structure and uses of Ethanolamine, Ethylenediamine, Amphetamine

Q. No. 10 to 12 from Unit – V

10. Write briefly about the IUPAC rules for naming alkanes.

11. What are the types of organic compounds? Give examples for each.

12. Write notes on various structural isomerisms in organic compounds

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