Exam Details
Subject | stereochemistry and organic functional groups-i | |
Paper | ||
Exam / Course | m.sc. chemistry | |
Department | ||
Organization | loyola college | |
Position | ||
Exam Date | May, 2018 | |
City, State | tamil nadu, chennai |
Question Paper
1
LOYOLA COLLEGE (AUTONOMOUS), CHENNAI 600 034
B.Sc.DEGREE EXAMINATION -CHEMISTRY
THIRD SEMESTER APRIL 2018
16UCH3MC02 STEREOCHEMISTRY AND ORGANIC FUNCTIONAL GROUPS-I
Date: 07-05-2018 Dept. No. Max. 100 Marks
Time: 09:00-12:00
SECTION A
ANSWER ALL QUESTIONS: (10x2=20)
1. Mention any two conditions for a molecule to be optically active.
2. Draw the skew and staggered Newmann projections of n-butane.
3. Write the IUPAC name of
ii)
4. E2 is a single step elimination, with a single transition state. Is it true or false? Cite an example for E2.
5. Predict the product
6. How are primary, secondary and tertiary alcohols distinguished by oxidation?
7. What are crown ethers? Mention their use?
8. How are epoxides prepared from alkenes? Cite an example.
9. What is the product formed when nitrobenzene is reduced with tin and Conc.HCl Write the reaction.
10. Which is more basic, CH3NH2 or C6H5NH2 Why?
SECTION B
ANSWER ANY EIGHT QUESTIONS:
11. Assign R and S notation for the following
ii)
12. What is atropisomerism? Explain with biphenyls.
13. Explain Cahn-Ingoldprelog rules with an example.
COOH
Cl
Cl CH3
RCl
anhyd AlCl3
CN
CH3
C2H5 CHO
Cl
NH2
H NO2
2
14.What are asymmetric synthesis and racemization?
15. Explain the mechanism of halogenations of alkanes.
16. Write the SN2 mechanism and stereochemistry of bromination of ethyl chloride.
17. How will you prepare aliphatic alcohols from Grignard reagent?
18. Explain Reimer-Tiemann reaction and Kolbes reaction with mechanism.
19. Write a note on ring opening reactions of epoxides by acid and base catalysts.
20. How are aliphatic nitro compounds prepared by nitration and oxidation of amines?
21. Explain the effect of substituents on the basicity of aniline.
22. How are p-dinitro benzenes prepared
SECTION- C
ANSWER ANY FOUR QUESTIONS: 4 X 10=40)
23 What is resolution?
Explain biochemical and chemical method of resolution.
24. Compare and contrast E1 and E2 mechanism with examples.
25. Explain the preparation of phenols from diazonium salts and sulphonic acids.
26. How are the following prepared by Williamson's synthesis?
aliphatic ii) aromatic and iii) cyclic ethers.
27. Explain with examples
Basicity of amines ii) reduction of nitro compounds by chemical and electrolytic
methods.
28. Starting from benzenediazonium chloride how will you prepare the following?
Anisole ii) Benzene iii) Biphenyl iv)phenyl hydrazine.
3
LOYOLA COLLEGE (AUTONOMOUS), CHENNAI 600 034
B.Sc.DEGREE EXAMINATION -CHEMISTRY
THIRD SEMESTER APRIL 2018
16UCH3MC02 STEREOCHEMISTRY AND ORGANIC FUNCTIONAL GROUPS-I
Date: 07-05-2018 Dept. No. Max. 100 Marks
Time: 09:00-12:00
SECTION A
ANSWER ALL QUESTIONS: (10x2=20)
1. Mention any two conditions for a molecule to be optically active.
2. Draw the skew and staggered Newmann projections of n-butane.
3. Write the IUPAC name of
ii)
4. E2 is a single step elimination, with a single transition state. Is it true or false? Cite an example for E2.
5. Predict the product
6. How are primary, secondary and tertiary alcohols distinguished by oxidation?
7. What are crown ethers? Mention their use?
8. How are epoxides prepared from alkenes? Cite an example.
9. What is the product formed when nitrobenzene is reduced with tin and Conc.HCl Write the reaction.
10. Which is more basic, CH3NH2 or C6H5NH2 Why?
SECTION B
ANSWER ANY EIGHT QUESTIONS:
11. Assign R and S notation for the following
ii)
12. What is atropisomerism? Explain with biphenyls.
13. Explain Cahn-Ingoldprelog rules with an example.
COOH
Cl
Cl CH3
RCl
anhyd AlCl3
CN
CH3
C2H5 CHO
Cl
NH2
H NO2
2
14.What are asymmetric synthesis and racemization?
15. Explain the mechanism of halogenations of alkanes.
16. Write the SN2 mechanism and stereochemistry of bromination of ethyl chloride.
17. How will you prepare aliphatic alcohols from Grignard reagent?
18. Explain Reimer-Tiemann reaction and Kolbes reaction with mechanism.
19. Write a note on ring opening reactions of epoxides by acid and base catalysts.
20. How are aliphatic nitro compounds prepared by nitration and oxidation of amines?
21. Explain the effect of substituents on the basicity of aniline.
22. How are p-dinitro benzenes prepared
SECTION- C
ANSWER ANY FOUR QUESTIONS: 4 X 10=40)
23 What is resolution?
Explain biochemical and chemical method of resolution.
24. Compare and contrast E1 and E2 mechanism with examples.
25. Explain the preparation of phenols from diazonium salts and sulphonic acids.
26. How are the following prepared by Williamson's synthesis?
aliphatic ii) aromatic and iii) cyclic ethers.
27. Explain with examples
Basicity of amines ii) reduction of nitro compounds by chemical and electrolytic
methods.
28. Starting from benzenediazonium chloride how will you prepare the following?
Anisole ii) Benzene iii) Biphenyl iv)phenyl hydrazine.
3
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