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Professor & HoD Department of Pharmaceutical Chemistry, JSS College of Pharmacy, (Constituent College, JSS Academy of Higher Education &Research-Deemed to be University, Mysuru) Ooty-643 001, The Nilgiris, Tamilnadu,INDIA The author has about 23 years of teaching and research experience. The Author has more than 110 research publications in reputed National and International journals and has H-index 16 by scopus. He has also published 9 books. He is a recognized research guide for Ph.D in JSS Academy of Health Education and Research and He served as editorial member and reviewer in many reputed National and International journals. He is the winner in Drug Discovery Hackathon-2020 for Covid-19 Drug discovery organized by Govt of India and also received a Research grant of 14.35 lakhs in phase-II research. He is nominated as BOS member in various universities. He has organized many national and International seminar/ workshop/ Conferences etc sponsored by various funding agencies.

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Sunday, April 23, 2017

POC- MCQs

B.Pharm (II Semester) Pharmaceutical Organic Chemistrty-I
Multiple choice Questions(MCQ) 

1.  One of the following is an example for alicyclic compound
     A) Cyclohexane   B) Toluene              C) Pyridine              D) Furan

2.  The International Union of Pure and Applied Chemistry was formed in the year
    A) 1955              B) 1957                  C) 1958                  D) 1959

3.  The identical groups are present on opposite sides is called as
A)   Dextro isomer B) Cis isomer           C) Trans isomer       D) Optical isomer

4.  The General Formula for alkane is
    A) CnH2n                B) CnH2n + 2                     C) CnH2n - 2                 D) CnH2n + 1

5.  The type of hybridization occurs in alkene is
    A) SP                  B) SP3                     C) SP2                     D) All the above

6.  Hydrolysis of Grignard reagent produce  
    A) Alkyl halide     B) Alkyne                C) Alkene                D) Alkane

7.  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

8.   “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

9.  1,3-Butadiene reacts with ethylene is known as
    A) Electrophilic addition  B) Free radical substitution    C) Diels-Alder Reaction  D) Ozonolysis

10. Pyrolysis of Ethane produce

    A) Ethylene         B) Methane              C) Hydrogen                      D) All the above 

11.    The following substitution reaction is mainly occurs in alkyl halides
A) Electrophilic  B) Nucleophilic        C) Free radical                   D) All the above

12.    The most stable carbocation is
A) Methyl                    B) Primary               C) Secondary           D) Tertiary

13.    Chloroform is mainly used as
A) Refrigerant    B) Anaesthetic C) cleansing agent in fire extinguishers D) Solvent

14.    The _______ alcohol is obtained by treating a Grignard reagent with formaldehyde
A) Tertiary             B) Secondary                C) Primary               D) All the above

15.    The most acidic alcohol is
A) Aromatic       B) Primary                 C) Secondary           D) Tertiary

16.    Aldehydes with α-hydrogens undergo self-addition in the presence of a base is known as
A) Cannizzaro Reaction B) Benzoin condensation  C) Perkin reaction    D) Aldol Condensation

17.    4-Hydroxy, 3-methoxy benzaldehyde is known as   
A)  Vanillin        B) Cinnamaldehyde  C) Paraldehyde          D) Hexamine

18.     Which of the following compound is most acidic
A) Chloroacetic acid B) Dichloroacetic acid   C) Trichloroacetic acid        D) Acetic acid

19.    One of the following is not an acid derivative
A) Anhydride     B) Grignard reagent            C) Acid chloride                D) Amide

20. The presence of electron releasing group in amines ___________ basicity
A) Some group increase or decrease B) No change in       C) Decreases           D) Increases

21.       One of the following is an example for heterocyclic compound
     A) Cyclohexane   B) Toluene              C) n-propylamine     D) Furan
22.       The International Union of Pure and Applied Chemistry was established in the year

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

23.       The IUPAC Nomenclature the compound   is
A) 2-Hydroxy-4-methylpentanoicacid  B) 4-Hydroxy-2-methylpentanoicacid     
C) 4-Carboxy-4-methyl 2-butanol       D) 1-Carboxy-2-methyl 4-pentanol

24.       The General Formula for alkene is
    A) CnH2n + 2                         B) CnH2n - 2                      C) CnH2n                      D) CnH2n + 1

25.       The type of hybridization occurs in alkane is
    A) SP3                 B) SP2                     C) SP                      D) All the above

26.       E1 mechanism is  
    A) Uni molecular  B) Two steps C) more favour for 3o Alkyl halide  D) All the above

27.       Relative reactivities of alkyl halide in elimination reaction in the following order   
    A)RBr>RCl>RF>RI   B) RI>RBr>RCl>RF     C) RCl>RF>RI>RBr     D) RF>RI>RBr>RCl

28.       “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) Markovnikov’s rule        C) Saytzeffs rule      D)Anti-Markovnikov’s rule

29.       Wurtz Synthesis is used for the preparation of
    A) Alkanes           B) Alkenes    C) Alkyl halide          D) Alkynes

30. Free radical substitution of methane produce
    A) Methyl chloride          B) Methylene chloride        C) Chloroform              D) All the above 


31.  The higher reactivity of an alkene or alkyne, as compared to an alkane, is due to


          A) sigma bonds     B) Pi bonds     C) hydrogen bonds   D) None of these
                  
    32. Two isomeric forms of a saturated hydrocarbon have
                A) Same structure                       B) different compositions of elements.
           C) Same molecular formula     D) different content of hydrogen isotopes.
    
    33. A Chlorination of alkanes is an example of________ reaction.
A)Radical    B) Free radical        C) elimination       D) addition

34.  A homologous series is a series of compounds in which
A) Adjacent members differ by a CH2 unit. B) Have same functional group
C)  general molecular formula                        D) All the above

35. The presence of electron-releasing alkyl groups in carboxylic acid--------------- the acidity
        A) Increase        B) Decrease       C) Neutralize      D) No change in

36  As per IUPAC, which of the following functional group is a principle functional group
A) Amide        B) Aldehyde   C) Ketone       D) Carboxylic acid

37. The oxidation of secondary alcohol produce

A) Aldehyde   B) Ketone       C) Primary alcohol     D) All the above

38.    The higher reactivity of an alkene or alkyne, as compared to an alkane, is due to
A) sigma bonds B) Pi bonds    C) hydrogen bonds             D) None of these

39.    Two isomeric forms of a saturated hydrocarbon have
A) Same structure                            B) different compositions of elements.
C) Same molecular formula               D) different content of hydrogen isotopes.

40.    A Chlorination of alkanes is an example of________ reaction.
A)Radical                    B) Free radical         C) elimination          D) addition

41.    A homologous series is a series of compounds in which
     A)   Adjacent members differ by a CH2 unit. B) Have same functional group
C)  general molecular formula                      D) All the above

42.    Alkanes which have two methyl groups attached to the second last carbon atom of the continuous chain is prefixed as
A) Neo              B) Iso           C) n-             D) None of the above

43.    As per IUPAC, which of the following functional group is a principle functional group
A) Amide B) Aldehyde  C) Ketone      D) Carboxylic acid

44.    The shape of SP2 hybridized orbital is
A) Triangle        B) Linear       C) Tetrahedral         D) None of the above

45.    The higher The Order of reactivity of alkyl halides in E2 reaction is
A) 3o >2o >1o       B) 3o <2o <1o        C) 2o >3o >1o           D) 1o >3o >2o

46.    The hydroxyl group is attached to an unsaturated carbon atom is called as
A) Alcohols                  B) Enols        C) Phenols     D) carbinols

47.    Primary alcohols are obtained by treating a Grignard reagent with
A) Formaldehyde         B) Acetaldehyde      C) Acetone    D) All the above

48.    Ozonolysis of 2-butene produces
A) Acetaldehyde + Acetone               B) 2 moles of acetaldehyde          
C) 2 moles of acetone                       D) Acetone + Etanol

49.    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

50.    Oxime is formed by the reaction of carbonyl group with
A) Hydroxylamine        B) Hydrazine     C) Phenyl hydrazine       D) Semicarbazide

51.    The presence of electron-releasing alkyl groups in carboxylic acid--------------- the acidity
A) Increase                  B) Decrease             C) Neutralize           D) No change in

52.    Hydrolysis of ester produce
A) Two moles of acid  B) Two moles of alcohol        C) Acid + Amine      D) Acid + Alcohol

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.

Cycloalkanes