Guru Nanak Dev University 2005 B.Sc Chemistry ORGANIC OF FUNCTIONAL GROUPS - II (Chem - 202) - 2k5 - Question Paper

B.Sc. (H.S.) in Chemistry second Semester
2045
Chem - 202
ORGANIC CHEMISTRY OF FUNCTIONAL GROUPS - II

Time Allowed : three hours

Maximum Marks : 75

part - A

Note : Attempt all ques. of this part. every ques. carries 1½ marks.

1. Sketch the synthesis of DDT.

2. Draw the stereostructure of BHC isomer(s) which process(es) insecticidal properties.

3. Why alcohols have higher boiling points than the corresponding alkanes with similar molecular weight ?

4. provide IUPAC names to glycerol.

5. Bromination of phenol occurs without any catalyst, whereas benzene requires catalyst for bromination. Explain, why ?

6. Phenol is acidic whereas ethyl alcohol is not. Why ?

7. Which kind of products are expected from the reaction of methylethylether and HI ? Also discuss th reasons for the formation of these specific products.

8. Sketch the mechanism of epoxidation of carbon carbon double bond with per acid.

9. Sketch the mechanism of reduction of ketone with sodium borohydride.

10. Sketch the synthesis of malonioc acid from acetic acid.

part - B

Note : Attempt any 8 ques. from this part. every ques. carries 4½ marks.

1. explain the mechanism of SN2 reaction and nucleophillic character of nucleophiles in polar protic and polar aprotic solvents.

2. define the driving force to explain the Pinacol-pinacol arrangement.

3. refer to attachment

4. (a) How can you convert a primary alcohol to an aldehyde ? Sketch the mechanism of reaction, employing sulphur reagent.
(b) Draw the reaction of ethyl alcohol with sulphuric acid.

5. Sketch the mechanism of
(i) Reimer-Tiemann reaction
(ii) Fries Rearrangement

6. (a) Sketch the mechanism of synthesis of p-nitrosophenol.
(b) define the physical properties of isomeric nitrophenols.

7. (a) Sketch the mechamism of acid catalyzed ring opening of 2,2-dimethyloxacyclopropane in the presence of methanol.
(b) What happens when an epoxide is treated with Grignard reagent? explain.

8. Sketch the mechanism of Meerwein-Ponndorf-Verley reaction.

9. How can you prepare acetic anhydride from acetic acid? explain

10. explain the reasoning the relative reactivities towards water of anhydride, ester and amide.

11. How can you convert ethylester to methylester (transesterification) ? Sketch the mechanism of the reaction.

12. Sketch the mechanism of Hell-Volhard-Zelinsky method for the synthesis of 2-bromoalkonic acid.

part - C

( Refer to attachment )

Earning:   Approval pending.