St. Joseph’s College of Arts & Science (Autonomous) St. Joseph’s College Road, Cuddalore – 607001 CH407 – ORGANIC CHEMISTRY - II
Time : 3 hrs
Max Marks :75 SECTION – A (25X1=25) Answer ALL Questions
I. Choose the correct answer 1. Nucleophile is a. Electron loving group c. Both a & b
b. Nucleus loving group d. Carries positive charge
2. Protic solvent favours a. SN1 reaction c. SNi reaction
b. SN2 reaction d. All the above reactions
3. Huckel’s rule is a. (4n+1) electrons c. (4n+2) electrons
b. 4n electrons d. (4n-2) electrons
4. Which of the following is a Lewis acid? a. HF b. HCl c. NH3 5. The general formula of alcohol is a. ROH b. RCOOH 6. Phenol is more acidic than a. Hydrochloric acid c. Ethanol
c. RCHO
d. AlCl3 d. RCOR
b. Nitric acid d. Periodic acid
7. The IUPAC name of aldehydes always ends up with a. ol b. al c. ene d. ane
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8. The conversion of carbonyl group to methylene is a. MPV reaction b. Wittig reaction c. reformasky reaction d. wolff – kishner reduction 9. The conversion of aldehyde to acid is a. Oxidation b. Reduction c. Elimination 10. Succinic acid is a. Mono carboxylic acid c. Tricarboxylic acid
d. Substitution
b. Dicarboxylic acid d. Inorganic acid
II. Fill up the blanks 11. Stereochemical inversion is observed in________ reaction. 12. _____________ is the nitrating mixture. 13. The expansion of IUPAC is ____________. 14. LiAlH4 is ____________ reagent. 15. The molecular formula of oxalic acid is ____________. III. Match the following 16. Weak base
- a. Allylic substitution
17. Benzyne
- b. Grignard reagent
18. NBS
- c. Malonic acid
19. RMgX
- d. Unstable intermediate
20. Carboxylic acid
- e. Good nucleophile
IV. True or False 21. The retention of configuration is observed in SNi reaction. 22. Chlorine is ortho, para director but ring deactivator.
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23. Tertiary alcohol undergoes oxidation under mild condition and gives carboxylic acid. 24. Carbonyl groups undergo nuclephilic addition. 25. Oxalic acid is stronger acid than sulphuric acid. SECTION – B (5X4=20) Answer any TEN Questions 26. a. Explain the term nuclephilicity by taking suitable examples b. What are leaving groups? Explain with examples? 27. a. What is electrophile? b. Define anti aromatic compounds with example. 28. a. Write a note on Friedel Crafts alkylation b. Write one preparation for alcohol. 29. a. List out the types of alcohols with suitable examples. b. Write a note on Williamson synthesis. 30. a. Write a note on aldol condensation. b. Write a note on cannizaro reaction. 31. a. What is fluorescence? b. Write a note on HVZ reaction. 32. a. How will you synthesise acetamide from acetic acid? b. Write any two dicarboxylic acids and their name. SECTION- C (5X6=30) Answer any FIVE Questions 33. a. Discuss the mechanism of SN1 reaction. b. Draw the energy profile diagram of SN1 reaction.
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(or) c. Write the effect of solvent in SN1 and SN2 reactions. d. Differentiate substitution and elimination reactions. 34. a. Explain Huckle’s rule with examples. b. Define aromatic compounds with example. (or) c. Explain additon – elimination mechanism in aromatic nucleophilic substitution. d. Write a note on benzyne intermediate. 35. a. How Grignard reagents are very useful in the preparation of ‘ alcohols? b. Discuss the acidity of phenol (or) c. Write the IUPAC name for following compounds i) CH3-O-CH3 ii) CH3-CH2-O-CH2-CH3 iii) CH3-CH2-O-CH3 d. Write a note on Reimer- Tiemann reaction. 36. a. Write the mechanism of the perkin condensation. b. Write the mechanism of the benzoin condensation. (or) c. Draw the Jablonski diagram. d. Write a note on Norrish Type- I reaction with example. 37. a. Compare the acid strength of acetic acid, chloro acetic acid and dichloro acetic acid b. Compare the acidic strength of following benzoic acids i) p-methyl benzoic acid ii) p-nitro benzoic acid iii) p-chloro benzoic acid (or) c. Give the preparation and properties of malonic acid d. How will you prepare succinic acid from ethylene?
... taking suitable examples. b. What are leaving groups? Explain with examples? 27. a. What is electrophile? b. Define anti aromatic compounds with example.
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h) Give the mechanism of Baeyer – Villiger oxidation with an example. i) Predict the product and propose a mechanism. j) What is Lossen rearrangement ?
