Guru Nanak Dev University 2007-3rd Sem B.Sc Chemistry ORGANIC OF FUNCTIONAL GROUPS-III (Chem-302) (, 2k7) - Question Paper

5412

B.Sc. (H.S) in Chemistry third Semester

2117

PAPER - Chem-302

Organic Chemistry of Functional Groups-III

Time Allowed : three hours
Maximum marks : 75

Note : Attempt TEN ques. in A, 8 ques. in B and 2 in Section-C

part - A
10 x 1½ = 15

1.

(i) How will you distinguish ranging from glucose and sucrose ?

(ii) How a-amino acids are prepared ? provide 2 examples.

(iii) How can you discuss the fact that triethyl amine boils at lower temperature than dimethyl amine ?

(iv) What is azo dye ?

(v) How will you differentiate ranging from terminal and internal alkynes by IR ?

(vi) What is bathochromic shift ?

(vii) What do you understand by Zwitter ion ?

(viii) Glucose decolourises colour of bromine water while fructose does not. discuss ?

(ix) What is strecker synthesis ?

(x) How diazopropane can be converted to n-propyl bromide ?

(xi) How will you describe the term diastereoisomer ? provide an example.

(x) refer to attachment


part - B
(8 x 4½ = 36)

2. How will you synthesize alanine from ethyl chloride ?

3. Write down all the structures of tripeptide made up of glycine and alanine.

4. How will you synthesize 1,4-diaminobutane from ethylene ?

5. explain the cyclic structure of D-glucose.

6. (i) discuss why amines are more basic than amides.
(ii) discuss the term epimer and anomer.

7. Starting from glucose how will you prepare :-
(a) sorbitol
(b) n-Hexane

8. How will you differentiate ranging from 1º, 2º and 3º amine by IR ?

9. What is a dye ? How are they classified on the basis of application ?

10. refer to attachment.

11. Why the optical rotation of aq. solution of D-glucose modifications with time and finally becomes constant ?


part - C

12. Write short notes on :-
(a) Hoffman's degradation
(b) Gabriel Phthamide synthesis
(c) Ruff degradation (4 x 3)

13. refer to attachment

14. refer to attachment

15. refer to attachment

5412

2117

B.Sc. (H.S.) in Organic Chemistry III-Semester

ORGANIC CHEMISTRY OF FUNCTIONAL GROUPIII Paper302

Time allowedThree Hours] [Maximum Marks75

Note : Attempt TEN questions in A, EIGHT in B and TWO in Section C respectively.

SECTIONA

1. ₍J$f^/ How will you distinguish between glucose and ,sucrose ?

(ii) How a-amino acids are prepared ? Give two examples.

dtijHow can you explain the fact that triethyl amine boils at lower temperature than dimethyl amine ?

(fvf What is azo dye ?

-'(v) How will you differentiate between terminal and internal alkynes by IR ?

'(vi)"What is bathochromatic shift ? tjE*ii) What do you understand by Zwitter ion ? dijGlucose decolourises colour of bromine water while fructose does not explain.

XixVhat is strecker synthesis ?

*(x) How diazopropane can be converted to n-propyl bromide ?

How will you define the term diastereoisomer ? Give an example.

(xii) What is the frequency of absorption of >C=0 group in IR ?    1-5x10

SECTIONB

1. How will you synthesize alanine from ethyl chloride ?

Write down all the structures of tripeptide made up of glycine and alanine.

4. How will you synthesize 1,4-diaminobutane from ethylene ?

Discuss the cyclic structure of D-glucose.

(i)    Explain why amines are more basic than amides.

(ii)    Explain the term epimer and anomer. yjy. Starting from glucose how will you prepare :

(i)    Sorbitol

(ii)    n-Hexane.

How will you differentiate between 1, 2 and 3 amine by IR ?

What is a dye ? How are they classified on the basis of application ?

10. Carbonyl group of acetone shows a strong strech at 1715 cm^-1 while >C=0 group of benzaldehyde at 1690 cm^-1 and ester at 1750 cm^-1. Explain.

Why the optical rotation of aq. solution of D-glucose changes with time and finally becomes constant ?

4-5x8

SECTIONC

yi. Write short notes on :

Ja) Hoffmanns degradation

Gabriel Phthamide Synthesis tie) Ruff Degradation.     4x3

An organic compound (A) C₃H₆C>₂ when treated with excess of NH₃ and then heated, forms B (C₃H_?NO). B on heating with P₂0₅ gives C (C₃H₅N). C on hydrolysis gives compound A. Compound C on reduction with LiAlH₄ gives compound D (C₃H₉N) which on reaction with HN0₂ gives compound E (C₃H_gO). E on oxidation gives compound A. Give structure of A, B, C, D and E.    12

14. (a) The following diene have experimental A,_max 243 and 265 nm in ethanol. Giving reasons, correlate the X values to the structures (i) and (ii) :

mflv    ^v '    ^v '

(c) Explain why PhMe, Ph₂CH₂ and Ph₃CH have similar uv spectra (X ~ 262 nm). 4x3

^r    v max    '

15. (a) Giving reasons arrange the followings in order of increasing wavelength of carbonyl absorption in their IR spectra :

⁽ⁱ>

^<n) ffjio (iii) Qio

(b)    Deduce the structures of isomeric compounds (A) and (B) having molecular formula C₃H₆0 and following IR spectral data :

(A)    1710 cm'¹

(B)    -3300 cm^-1, 1640 cm^-1.

(c)    How will you distinguish the following pairs of compounds on the basis of IR spectroscopy :

(i)    o- and p- hydroxy acetophenone

(ii)    CH₃CH₂C0C1 and C1CH₂C0CH₃. 4x3

5412    5    100

Attachment: guru-nanak-dev-university-2007-b-sc-chemistry-2274-1.pdf

Earning:   Approval pending.