MSc Chemistry (Organic And Analytical) SEM II 2018 19 May 2018-19 CHEMISTRY CHEMISTERY PAPER III ORGANIC CHEMISTERY Question Paper - Mumbai University | munotes

Questions asked in this paper

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1. Q1 (A) Attempt any two of the following :
   • (a) Write the major product A and B with explanation of its formation under 4
   • (b) Predict the products and name the following reactions. 4
   • (c) Predict the products and give the mechanism of the following reaction. 4
   • (d) What are enamines? Explain with suitable example alkylation of enamines. 4
   • (B) Attempt any one of the following:
   • (a) the following reaction with its mechanism. 4
   • (b) Explain Knoevenagel amine catalysed condensation and give its mechanism. 4
2. Q2 (A) Attempt any two of the following :
   • (a) is Baylis-Hilman reaction? Explain its mechanism. 4
   • (b) Explain Rupe rarrangement with its mechanism. 4
   • (c) Predict the product of the following reactions and give the name of the 4
   • (d) Complete the following reaction and give its mechanism. 4
   • (B) Attempt any one of the following:
   • (a) Explain Lossen rearrangement with its mechanism. 4
   • (b) Predict the product and name the following reactions. 4 ii) any two of the following :
   • (a) Explain the importance of the fingerprint region inIR Spectroscopy? 4
   • ii)Explain Amax of 1,3 butadiene is 217 nm while that of 1,3,5-hexatriene is Explain the addition of hydride to formaldehyde with the help of FMOs. 4 Which of the following compounds will show alower ~ strectching frequency in IR spectroscopy and why?
   • i) and
   • (d) Complete the following reaction. Draw the MOs diagram for the reactants. 4 Show the interaction of their FMOs
   • (B) Attempt any one of the following:
   • (a) Draw the MOs of a diene and dienophile showing electron distribution. 4 Label the FMO show their interaction in Diels-Alder reaction
   • (b) Using IR Spectroscopy how can you distinguish between 4
3. Q1 Maleic acid and Fumeric acid li) o-hydroxy benzoic acid and m-hydroxy benzoic acid
4. Q4 (A) Attempt any two of the following :
   • (a) An organic compound with having two isomers as A and B 4 with stretching frequency 1745 cm‘! and 2960 cm! showed following Deduce the structure of A and B isomer and justify your answer
   • (b) Write the fragmentation pattern of the following molecules in Mass 4
   • (c) Explain the following terms in NMR spectroscopy. 4
   • (d) Explain the following in Mass spectroscopy with suitable example. 4
   • (B) Attempt any one of the following:
   • (a) Write the number of signals in proton decoupled and off resonance proton 4 decoupled spectra of following molecules:
   • i) li) JL iii) iv)
   • (b) An Organic Compound having M.F. showed following spectral 4 Deduce the structure of the compound and justify your answer
5. Q5 Attempt any four of the following : Explain how solvent polarity affects the rate of alkylation of enolates. 3 the products and give the mechanism of the following reaction. 3 Explain Tiffeneau-Demjanov rearrangement with a suitable example. 3 Complete the following reactions. 3 ii)
   • iii) Me E What are hard and soft reactive sites? Give one example of each. 3 Calculate the Amax of the following compounds 3 G How will you distinguish between 2-pentanone and 3-pentanone by Mass 3 Explain the magnetic anisotropy with example as benzaldehyde. 3

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