MSc Chemistry (Organic And Analytical) SEM I 2022 2023 Jan 2023 CHEMISTRY ORGANIC CHEMISTRY Question Paper - Mumbai University | munotes

Questions asked in this paper

• Please check whether you have got the right question paper
• 2. Figures to the right indicate full marks

1. Q1 (A) Answer any two of the following: Explain primary and secondary kinetic isotope effect, using suitable 4 the use of the following techniques as mechanistic evidence: 4
   • 1) Trapping of intermediates c Write note on Hammonds postulate 4 With the help of a potential energy diagram, explain kinetic vs. 4 thermodynamically controlled products using sulphonation of naphthalene as an example
   • (B) Answer any one of the following; Arrange the following in increasing order of basicity and justify your 4
   • 1) Dichloroacetic acid is stronger acid than acetic acid
2. Q2 (A) Answer any two of the following: a What is the BAC? mechanism of ester hydrolysis? Give its example. 4
   • ii) Discuss the SN? mechanism with a suitable example Frost - Musulin diagram for the cyclopentadienyl cation and 4 cyclopropenyl cation. Show the distribution of electron in their MOs c the mechanism of SN reaction involving neighbouring group 4 participation by Aryl ring d the factors affecting and SN? reactions
   • (B) Answer any one of the following; Write a short notes on 4
   • 1) Hard and soft nucleophiles
   • ii) Aromaticity of Furan b SNAr mechanism with a suitable example. 4
3. Q3 (A) Answer any two of the following: the chirality of allenes. Write the structure of pair of enantiomeric 4 allenes with their configurational descriptors the stereochemistry of tri and tetra coordinated sulphur 4 c four stereoisomers of 2,3,4-trihydroxy glutaric acid. Label 4 pseudoasymmetric centre present in the stereoisomers and assign the following terms with one example each 4
   • 1) Homotopic ligand and faces
   • (B) Answer any one of the following; Explain the term principal axis with example 2
   • 2) Explain syn-anti system with suitable example. 2 b the structure of following. 4
4. Q4 (A) Answer any two of the following: Predict the product in the following reactions 4
   • 4) Room Temp b is Oppenaur oxidation? Give its mechanism. 4 c Complete the following reaction, name it and give its mechanism 4 d is Collin’s reagent? Give two applications. 4
   • (B) Answer any one of the following; a the following reactions and name them. 4
   • 2) Hydrolysis b Complete the following reaction, name it and give its mechanism 4
5. Q5 Answer any four of the following; What is specific catalysis? Explain its mechanism with a suitable example. 3 Discuss use of trapping intermediates in determing the mechanism of 3 c Explain the AAL'mechanism for ester hydrolysis. 3 What are homoaromatic compounds? Give two examples. 3 e Write the configurational descriptor to the following molecules 3 f Explain the optical activity of cyclophanes. 3 g What is Swern oxidation? Give two applications. 3 h the mechanism of Wolf Kishner Reduction. 3

Read from the scan above, so a character or two may differ. The scan is the original.