BSc Chemistry SEM V 2016 17 2016-17 Chemistry III Organic Chemistry (Old) Question Paper - Mumbai University | munotes

Questions asked in this paper

• (2) Figures to the right indicate marks

1. Q1 Answer any three of the following :
   • (A) Complete the following reaction, name the reaction and suggest asuitable 5
   • (B) Distinguish between kinetically and thermodynamically controlled 5 reactions with relevant examples
   • (C) What is Hofmann rearrangement? Give an example and suggest its 5
   • (a) Give the mechanism involved in the following reaction. _ 3
   • (b) Give one synthetic application of Michael addition 2
   • (E) (a) Discuss the mechanism involved in the base catalysed 3
   • (b) Write the products formed in the following reactions
   • (F) (a) Give the mechanism involved in the formation of acetal. 3
   • (b) Explain the term basicity with a suitable example
2. Q2 Answer any three of the following :
   • (A) Complete the following reaction Explain its mechanism and 5
   • (B) Explain' angle in cycloalkanes. Calculate angle strain in
   • (C) Explain the mechanism and stereochemistry of bromination of trans-2
   • (D) Draw two chair conformations each of cis and trans isomers of 1, 3 dimethylcyclohexane. Which of the four conformers is more stable? 5
   • (E) Explain the chirality of unsymmetrically substituted Spirans with suitable 5 the mechanism and stereochemistry of base induced
3. Q3 Answer any three of the following 3 marks
   • (A) (a) What is anomeric carbon? What are anomers? Draw the chair conformation of q-D-fructopyranose and What are Give examples. 2
   • (B) Explain the following 5
   • (a) mutarotation
   • (C) (a) Give the following reactions of D-glucose
   • (i) acetylation
   • (i) reduction with NaBH,
   • (b) How will you convert D (-) Arabinose to D (+) Glucose?
   • (D) (a) Give the complete methylation reaction of qand B-D ‘3
   • (b) What is the action of hydrazine on D (+) and D (-) 2
   • (E) (a) Write an account of commercial importance of carbohydrates. 3
   • (b) What is the action of HIO , on D-Glucose and D-fructose?
   • (a) Give the names of the following 3
   • (b) Give the structures of the following :
4. Q4 Answer any three of the following :
   • (a) What is the action of following reagents on pyrrole. 3
   • (ii) and SO,
   • (b) Draw the resonating structures of thiophene. 3
   • (B) (a) Discuss ring opening reaction of furan 3 Write the Paal-Knorr Synthesis for preparation of Furan
   • (C) (a) Explain exhaustive methylation and elimination reaction 3 What is quaternisation of amines? Give an example. 2
   • (D) Explain the following :- | 5
   • (a) Hantzsch synthesis of pyridine derivatives
   • (b) Mannich reaction, with a suitable example Why are the ‘above two called multicomponent syntheses?
   • (E) use of phase transfer catalysts and crown ethers in organic 5 synthesis with suitable examples
   • (F) Write synthesis and uses of the following
5. Q5 (A) Complete the following statements by choosing the right alternative
   • (a) NH, is than H,O reaction takes place in the conformation
   • (c) Base catelysed hydrolysis of ester involves fission
   • (d) An aliphatic primaryamine reacts with an aldehyde to give
6. Q5 (A) State whether the following are true or
   • (p) Nucleophilicity is a kinetic property of 2-iodoethane takes place through E, All Lewis acids.are electrophilic
7. Q5 (B) State whether the following are true or false
   • (a) In base induced dehydrohaiogenation of 1-bromo-1,2 diphenylpropane, the erythro substrate gives a cis-olefin product
   • (b) In bromination of 2-butene, the trans-substrate
   • (d) of alkenes using osmium tetroxide, a cis
   • (B). State whether the following molecules are chiral orachiral. 4
   • (C) Give IUP AC name for the following 4
   • (C) Give the structure of the following :
   • (p) 1-Bromo-1,2- hexadiene
   • (q) octane
   • (r) Spiro [ 3.4]
   • (D) Complete the ‘following reactions
   • (D) columns appropriately
   • (p) antibiotic
   • (q) Paracetamol vitamin

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