St. Joseph’s College of Arts & Science (Autonomous) St. Joseph’s College Road, Cuddalore – 607001 PCH805S – ORGANIC CHEMISTRY - II
Time : 3 hrs
Max Marks :75 SECTION – A (20X1=20) Answer ALL Questions
I. Choose the correct answer 1. The most stable 1,3 - dimethyl cylcohexane is a) (1a,3e) b) (1e,3e) c) (1a,3a)
d) ( 1e,3a)
2. Which form of 4-hydroxy-1-cyclohexane carboxylic acid forms lactone easily? a) Chair form b) Twist boat form c) Boat form d) Half boat form 3. Which among the following undergoes SN2 reaction? b)
a) Br
Br
c)
d) Br Cl
4. The conversion dimethyl amine to quaternary ammonium salt is --------- reaction a) Mannich b) Reformatsky c) Hell-Volhard- Zelinsky d) Wittig 5. The starting material for Chugaev reaction is a) Xanthate ester b) Acetate c) Thiol 6. The reagent for Benzoin condensation is a) KOH b) KCl c) KCN
~1~
d) Keto acid
d) KBr
Q8/15A/04-15 7. The favorable electrophilic substitution of pyrrole takes place at a) C-2 b) C-3 c) C-4 d) N-1 8. The reaction of phenoxide ion with CO2 yields a) Benzoic acid b) Salicylic acid c) Phenyl acetic acid d) Phenol 9. The product of the following reaction is N N+ H2O
N a)
N+
b)
NH2
c)
NO2
d)
OH
OH
10. The predominant product of nucleophilic substitution of pyridine is at a) C-2 b) C-4 c) C-3 d) C-5 II. Fill in the blanks: 11. Oxidation of 4-t-butylcyclohexanol with chromic acid gives --------. 12. --------------- solvents favor SN2 mechanism. 13. Tosyl hydrazones are used in ------------- reaction. 14. Benzene with nitrous acid gives ----------------. 15. Pyrdine with sodamide gives ------------------
~2~
Q8/15A/04-15 III. Match the following : 16. Gauche interactions
A. Elimination
17. Non- classical carbocation
B. Salicylaldehyde
18. Dehydration reaction
C. Benzyne
19. Reimer- Tiemann
D. Norbornyl system
20. Elimination- additon
E. Addition F. Decalin systems
SECTION – B (10X2=20) Answer any TEN Questions 21. Which undergoes solvolysis faster cis or trans- 4-t-butyl-cyclohexyl tosylate? Why? 22. Draw the stable conformation 9-methyl decalin. 23. Illustrate BAC2 mechanism with an example. 24. Define nucleophilicity. 25. How will you synthesize isolated dienes using Cope elimination? 26. Discuss E1 mechanism. 27. Give the mechanism of diol formation from alkenes using OsO4. 28. Illustrate Gattermann reaction with an example. 29. Why nitrobenzene is used as solvent in aromatic electrophilic substitutions?
~3~
Q8/15A/04-15
30. Predict the mechanism for the following conversion: CHCl 3/NaOH N
N
H
H
CHO
31. Give two methods for generation of benzyne intermediate. 32. Discuss Zeigler alkylation with an example. SECTION –C (5X7=35) Answer any FIVE Questions 33. a) Discuss the reduction of 4 - t-butyl cyclohexanone wih LAH. Account for the formation of the major product. (3) b) Draw the conformations of 1,4- disubstituted cyclohexane. (2) c) Which is more stable cis or trans decalin? Justify. (2) 34. a) Illustrate SN1 mechanism with an example. (3) b) The exo-2-norbornyl tosylate undergoes acetolysis 100 times faster than the endo isomer. Account. (2) c) Illustrate SEi mechanism with an example. (2) 35. a) What happens when Br2 adds to cis- and trans-2-butene? b) Explain the mechanism of Claisen condensation. c) What is dehydrohalogenation? Explain with an example.
(3) (2) (2)
36. a) Predict the product of the following reaction:
(2)
CO2Et
NaOEt
?
CO2Et
b) How will you effect the conversion of benzaldehyde to cinnamic acid? (3) c) Illustrate the mechanism of Shapiro reaction. (2)
~4~
Q8/15A/04-15 37. a) Discuss Friedel-Crafts alkylation with an example. b) How will you synthesis tri-nitrobenzene? c) Give the mechanism for the reaction between phenol and benzene diazonium chloride.
(2) (2) (3)
38. a) Predict the major product of the following reaction and give its mechanism: (3) Me
+
N2
CuCN
?
b) Illustrate benzyne mechanism with an example. c) Give the mechanism of Chicibabin reaction.
(2) (2)
39. a) Explain Stobbe condensation with an example. b) Discuss Vilsmeyer-Hack reaction. c) Give any two synthetic uses of Grignard reagents.
PCH805S â ORGANIC CHEMISTRY - II. Time : 3 hrs ... a) KOH b) KCl c) KCN d) KBr. Reg. No ... Displaying ORGANIC CHEMISTRY - II 2 - 04 15.pdf. Page 1 of ...
When an alkyl halide reacts with cyanate ion, the product obtained. is. a) Alkyl ... The reaction of 1-bromopropane and sodium hydroxide in ethanol. occurs by an ...
Which one of the following is anti-aromatic? a) Benzene b) Pyridine ... Define nucleophilicity. 22. ... Displaying ORGANIC CHEMISTRY - II - 04 14.pdf. Page 1 of ...
a) Benzoic acid b) Salicylic acid. c) Phenyl acetic ... Ethyl cyano acetate is an example of compound having _____group. 14. ... Saytzeff - Alkene synthesis. 18.
... taking suitable examples. b. What are leaving groups? Explain with examples? 27. a. What is electrophile? b. Define anti aromatic compounds with example.
Suggest suitable mechanism for Stork enamine reaction. 26. What is the advantage of microwave synthesis over ordinary. synthesis? 27. Give any two reactions ...
c) Gauche d) Staggered-anti. 3. Which of the following is a base? ... The stability of free radicals. a) 30. >20. >10. b) 10. >20 ... Wittig reaction - Cucl. 19. Hofmann ...
The catalyst used is hydration of alkynes is. a) H2SO4 b) ... Write the polymerization reaction of ethylene. 28. ... Displaying ORGANIC CHEMISTRY -I - 04 14.pdf.
... D-glucuronate-2-sulfate. 7. A dipeptide has two peptide bonds. Reg. ... Page 3 of 3. Main menu. Displaying BIO ORGANIC CHEMISTRY - 04 14.pdf. Page 1 of ...
Uranium hexafluoride does react with. a) Oxygen b) Nitrogen. c) Carbon ... (4). Page 3 of 4. Main menu. Displaying INORGANIC CHEMISTRY - II - 04 16.pdf.
Molar absorbtivities of compounds exhibiting charge transfer absorption. are. a) Small b) Moderate c) ... Chiral nanotube - narrow one dimension. SECTION â B ...
ÃFke dksfV vfHkfÃ;k ds fy, v/kZ vk;q vof/k fuHkZj djrk gS. Half life period of a first order reaction depends on. (i) mRÃsjd (Catalyst). (ii) rkieku (Temperature). (iii) vkjafHkd lknzrk (initial concentration). (iv) dksbZ ugha (None). 1. 5. fVaMy
2R excited. state SR. 1R excited state, the process is called as ... i) Nitration ii) Sulphonation. 26. ... Displaying ORGANIC CHEMISTRY - II - 11 13.pdf. Page 1 of ...
Page 1 of 16. RANI CHANNAMMA UNIVERSITY, BELGAVI. (GOVERNMENT OF KARNATAKA). SCHOOL OF BASIC SCIENCES. DEPARTMENT OF CHEMISTRY. REGULATIONS AND SCHEME OF EXAMINATION. FOR. DEPARTMENT OF POST-GRADUATE STUDIES IN. ORGANIC CHEMISTRY. (II SEMESTER). UNDE
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a) Neighbouring group participation b) Solvent effect. c) Substrate effect d) Isomeric effect. 3. The electrophile used in epoxidation is. a) NO2+ b) SO3 c) R+.
Match the following. 16. Elevation of boiling point â Raoult's law. 17. Entropy â Colligative property. 18. Gibbs function â Trouton's rule. 19. pA = xA.pA° â H â TS.
12. a) Prove that any splitting fields E and EP. ' P of the polynomials. fx Fx ( ) â [ ] and ( ) [ ] ' ' ft Ft â , respectively, are isomorphic by. an isomorphism Ï with the ...
Measure of volatile fatty acids in a fat. d. Measure of number of OH groups in a fat. II. Say true or false. 11. Arachidonic acid is a relatively non essential fatty acid.
a major constiuent of petrol. Page 3 of 3. Chemistry - Organic Chemistry - Clayden.pdf. Chemistry - Organic Chemistry - Clayden.pdf. Open. Extract. Open with.