BSc Chemistry SEM V 2019 20 Oct 2019-20 CHEMISTRY III ORGANIC CHEMISTRY 14.10.19 Question Paper - Mumbai University | munotes

Questions asked in this paper

• 1. Please check whether you have received the right question paper

1. Q2 All questions are Compulsory
2. Q3 Figures to the right indicates full marks
3. Q4 Use of logtables/non-programmable calculator is permitted
4. Q1 Answer any four questions out of the following A a) Discuss the B AC2 mechanism of hydrolysis of esters 3
   • b) Distinguish between electrophiles and nucleophiles. 2 Discuss the stereochemistry of NGP with a suitable example 3
   • b) Complete the following reaction and name the reaction involved: 2 Explain with mechanism cope reaction. 3
   • b) Explain cheletropic reaction with suitable example. 2 What are electrocyclic and sigmatropic reactions? Explain with examples. 3
   • b) Complete the following and name the reaction: 2 With the help of a neat and labelled Jablonski diagram explain different 5 physical processes associated with excited molecules Explain Norrish type at room temperature. 3
   • b) Distinguish between thermal and photochemical reactions. 2
5. Q2 Answer any four questions out of the following: note on the stereochemistry of biphenyls. 5 B State whether the following compounds are optically active or optically 3 inactive. Justify your answer
   • b) Define plane of symmetry with an example. 2 Give the Skraup synthesis for the preparation of quinoline. Write the reaction 5 of quinoline with nitrating mixture D the following reactions. 5 are the disadvantages of agrochemicals? 3
   • b) Draw the resonating structures of Pyridine-N-oxide. 2 What are Agrochemicals? Give two advantages of it. Write the synthesis of 5 indole 3 acetic acid with their application Answer any four of the following : Explain Chemoselectivity with two suitable examples. 5 Convergent synthesis. Give one example of convergent synthesis. 5 Calculate the % atom economy for the following reaction: 3
   • b) Give the advantages of bio-catalysts 2 D_ Give the synthesis of the following from a suitable starting compound: 5
6. Q1 p-bromobenzoic acid E the structural formula for each of the following compounds: 5
7. Q1 Quinoline-5-carboxaldehyde
8. Q2 Bicyclo[2.2.1]
9. Q3 Spiro[2.5] octane
10. Q4 diphenyl F IUPAC names for each of the following compounds. 5
11. Q4 Answer any four of the following : Explain the following terms used in spectroscopy with suitable example: 5
12. Q1 Auxochrome
13. Q2 Bathochromic shift Explain the fragmentation of the following molecules: 5
14. Q2 2-methyl pentane Give analytical evidence to prove the following:
15. Q1 is an acyclic monoterpenoid 5 marks
16. Q2 Nicotine has N-methyl pyrrolidine ring D_ Give the reactions for Hofmann Exhaustive Methylation and degradation of: 5 Give the synthesis of Nicotine from nicotinic acid. 5 F a) Give Ott’s synthesis of adrenaline 3
    • b) State isoprene rule. 2
17. Q5 Select the correct answer and fill in the blanks (any Five) 5 marks
    • a) Cope elimination is observed in
    • b) All nucleophiles are
    • c)1,3,5-Hexatriene undergoes electrocyclic reaction to form
    • d) In the stereochemistry of product is
    • f) Homolytic fission of covalent bond results into formation of
    • g) Norrish Type-I reaction occurs in
    • h) Benzophenone reacts with isopropyl alcohol in presence of light to form benzpinacol is an example of reaction State whether the following are True or False (any Five) 5
    • a) Trans-1,2-Dichloro cyclopropane is optically active
    • b)Trans-1,3-Dimethyl cyclobutane is achiral
    • c) In quinoline electrophilic substitution takes place at 2 postion
    • d) Methanol is reactant used for the Skraup synthesis of quinoline
    • e) The dipole moment of pyridine N-Oxide is more than pyridine
    • f) DDT and BHC belong to the class of Insecticides
    • g) Fungistatics kill the fungi State true or false. (Attempt any Five) 5
    • a) Reactions with higher E-factor are more desirable
    • b) Carbon tetrachloride is an example of green solvent
    • c) in which the product is obtained through a series of single step reactions is called convergent synthesis
    • d) Biginelli reaction is an example of multi component synthesis
    • e) Atom economy is higher when by-products are not formed in any chemical
    • f) Molecular formula of biphenyl is
    • g) compounds the two rings are attached such that one carbon atom is common to both the rings
    • h) Quinoline is benzo[c] pyridine
18. Q5 D Match the columns (Attempt any Five) 5 marks
    • (c) Nicotine Neral
    • (f) Increase in intensity of 6. 2-methyl butadiene
    • (g) Auxochrome 7. Insulin

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