M.sc 1st Sem Unit-2 2015

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SIKKIM UNIVERSITY Department of Chemical Sciences Organic Chemistry I: CHE-PG-C102 Unit -2 : October 12, 2015 Dr. B. G. Roy Total Marks: 25 Time: 1 h Section A Answer any fifteen (15 x 1 = 15) 1. The most acidic species is 2. The major product formed in the following reaction is. 3. Which is the correct order of acidity of the following compounds?

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Organic questions

Transcript of M.sc 1st Sem Unit-2 2015

 

SIKKIM UNIVERSITY Department of Chemical Sciences

Organic Chemistry I: CHE-PG-C102 Unit -2 : October 12, 2015

Dr. B. G. Roy Total Marks: 25 Time: 1 h

Section A

Answer any fifteen (15 x 1 = 15)  

1. The most acidic species is

2. The major product formed in the following reaction is.

3. Which is the correct order of acidity of the following compounds?

4. The major product formed in the following reaction is.

5. The major product formed in the following reaction is.

6. The correct order of the rate of solvolysis for the following chlorides in acetic acid is

7. The major product formed in the following reaction is

8. The absolute configuration at the two chiral centres of (-)-camphor is

D

Ph

H

SePh

Ph 30% H2O2 PhPh

PhPh

PhPh

PhPh

D D

a) b) c) d)

9. The major product formed in the following reaction is.

10. The major product formed in the following reaction is.

O

Br2, MeOH

O O O O

Br

Br

OMe

Br

Br OMe

OMe Bra) b) c) d)

11. The major product of the following reaction is

12. The major product of the following reaction is

13. Among the following compounds, the one which has highest dipole moment is

14. The major product in the following reaction is

a) b) c) d)

OH 1. NaH, CS2, MeI

2. 200 oC

15. The most suitable reagent for carrying out the transformation given below

Me Me

OH

a) Aq. H2SO4, b) Hg(OAc)2 followed by reaction with NaBH4/NaOH c) B2H6 followed by reaction with H2O2/NaOH d) m-CPBA followed by reaction with dil H2SO4

16. The reagent suitable for converting Oct-4-yne to trans-oct-4-ene is

a) H2-Pd/C b) Pd/CaCO3/H2 c) NaBH4 d) Na/Liq. NH3

17. In the reaction given below, the orientation of two bromine substituents in the product is

a) equatorial at both C-1 and C-2 b) equatorial at C-1 axial at C-2 c) axial at C-1 and equatorial at C-2 d) axial at both C-1 and C-2

18. The LUMO of the ground state buta-1,3-diene is

Section B Answer any One (1 x 10 = 10)

1. a) Write suitable reagents for following organic transformations (can be multistep). Give

mechanism for their formation for E and F. 2 x 2 + 4 x 1 = 8

b) What final products do you expect for following reactions? 2

2. a) How will you carry out following transformations? Give mechanism for transformation involving reagent C.

b) What will be the structure of A and B? Give mechanism for each of these transformations.

c) What Products do you expect from following reaction?

Thank you