St. Joseph’s College of Arts & Science (Autonomous) St. Joseph’s College Road, Cuddalore – 607001 PCH1013 – ORGANIC CHEMISTRY - IV
Time : 3 hrs
Max Marks :75 SECTION – A (20X1=20) Answer ALL Questions
I. Choose the correct answer 1. Sanger reagent is a) 2,4-dinitrofluorobenzene c) Ninhydrin
b) Phenylisothiocyanate d) Hydrazine
2. Which one of the following is a globular protein? a) Insulin b) Collagen c) Fibroin 3. Which is not present in DNA? a) Adenine b) Guanine
c) Uracil
4. Which is not a pyrimidine base? a) Cytosine b) Thymine
7. DCC is a a) Oxidising agent c) Reducing agent
d) Thymine
c) Uracil
5. Acceptor synthons are called as a) Electrophiles b) Nucleophiles 6. The synthetic equivalent for R+ is a) RM b) RX
d) Myosin
c) Radicals
c) CO2
d) Guanine d) Retrons d) CN
b) Dehydrating agent d) None of these
8. Which one of the following is a flavone? a) Palargonidine chloride b) Quercitin c) Phthalocyanine d) Cyaniding chloride
~1~
B3P/215N15 9. Quinine is used as a drug for a) Malaria b) Typhoid
c) Tuberculosis
10. Opium alkaloid is a) Quinine b) Morphine
c) Reserpine
d) Leprosy d) Cocaine
II. Fill in the Blanks 11. The protecting group for carbonyl compound is__________ 12. ___________enzyme is used for C- terminal residue analysis. 13. Umplong is called as________polarity. 14. The molecular formula of hygrine is_______ 15. Purine is a condensed heterocycle of _________& ___________ III. Match the following 16. Morphine
- a) RNA
17. Resprine
- b) C-terminal residue analysis
18. Uracil
- c) Both DNA and RNA
19. Thymine
- d) Analgesic
20. cytosine
- e) DNA - f) Hypertensive reagents SECTION – B (10X2=20) Answer any TEN Questions
21. How will you establish that quinine has a methoxy quinoline nucleus?
~2~
B3P/215N15 22. Prove the presence of double bond and phenanthrene nucleus in morphine. 23. Define Synthon, Transfrom and retron with an example. 24. Give examples for a2, a1, d3, d2 Synthons. 25. Write the structures of pyrimidine bases in RNA and DNA. 26. Write any two color reactions of protein. 27.
28. Define iso electric point. 29. How will you prepare 2-methyl-2-butene from phosphorous ylide? 30. What happens when cholesterol is dehydrogenated with selenium? 31. Write any two applications of DIBAL.
SECTION - C (5X7=35) Answer any FIVE Questions 32. a) Write the synthesis of cholesterol b) In what respect DNA and RNA differ from each other.
~3~
(5+2)
B3P/215N15 33. Write the synthetic equivalents for the following synthons. RCHOH
R2COH
R
COOH
O
O
O R
COOH
R
(5+2)
RCHCH2OH O
O R
R
b) Describe Edman’s method for determining N-terminal group in a poly peptide. 34. Write the synthesis of Vitamin A1 using β–Ionone as the starting compound. 35. Write a note on a. Regioselectivity in Diels-alder reaction. b. Use of 9-BBN in organic synthesis c. phase transfer catalysts
(2+2+3)
36. Explain Merrifield solid phase peptide synthesis. 37. a) Elucidate the structure of quininic acid and prove it by its synthesis b) What happens when cocaine is hydrolyzed by mineral acid? (5+2) 38. Prepare the following compounds from malonic ester. (2.5+2.5+2) a) Succinic acid b) Adipic acid c) Crotonic acid
II. Fill in the blanks. 11. The molecular formula of Hygrine is ______. 12. Dipeptide contains ______ number of peptide bond. 13. Crown ether act as ______.
a) [4+2] b) [2+2] c) [2+3] d) [8+2]. 8. Squaline is a. a) Alkaloid b) Terpenoid. c) Carbohydrate d) Protein. 9. [2+2] cycloaddition reaction will be ______ allowed.
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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 ?
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