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CH-02

June - Examination 2018 B.Sc. Pt. I Examination

Organic Chemistry Paper - CH-02

Time : 3 Hours ] [ Max. Marks :- 50

Note: The question paper is divided into three sections A, B and C. Write answers as per the given instructions.

{ZX}e : ¶h àíZ nÌ "A', "~' Am¡a "g' VrZ IÊS>m| ‘| {d^m{OV h¡& à˶oH$

IÊS> Ho$ {ZX}emZwgma àíZm| Ho$ CÎma Xr{OE&

Section - A 10 × 1 = 10 Very Short Answer Questions (Compulsory)

Note: Answer all questions. As per the nature of the question delimit your answer in one word, one sentence or maximum up to 30 words. Each question carries 1 mark.

IÊS> - "A'

A{V bKw CÎmar¶ àíZ (A{Zdm¶©)

{ZX}e : g^r àíZm| Ho$ CÎma Xr{OE& Amn AnZo CÎma H$mo àíZmZwgma EH$ eãX, EH$ dm³¶ ¶m A{YH$V‘ 30 eãXm| ‘| n[agr{‘V H$s{OE& à˶oH$ àíZ 1 A§H$ H$m h¡&

624

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CH-02 / 1800 / 5 (2) (Contd.)

1) (i) Arrange the following carbocations in their increasing order of stability –

, ,

CH5 3 CH CH35 2 CH3- CH CH5 - 3, | CH - - CH

CH C

3

3 3

5 ,

C H CH6 55 2

{ZåZ{b{IV H$m~m}Ho$Q>m¶Ýg H$mo CZH$s ñWm{¶ËdVm Ho$ ~‹T>Vo hþE H«$‘

‘| ì¶dpñWV H$s{OE -

, ,

CH5 3 CH CH35 2 CH3- CH CH5 - 3, | CH - - CH

CH C

3

3 5 3 ,

C H CH6 55 2

(ii) Give IUPAC name of the following compounds in R/S system –

| CH| COOH H C OH

3

- -

R/S – {dݶmg Xem©Vo hþE {ZåZ{b{IV ¶m¡{JH$ H$m IUPAC Zm‘

Xr{OE -

| CH| COOH H C OH

3

- -

(3)

(iii) Define Saytzeff’s rule

g¡ËOo’$ {Z¶‘ H$mo n[a^m{fV H$s{OE&

(iv) Draw molecular orbital diagram of benzene.

~oÝOrZ H$m AmpÊdH$ H$jH$ AmaoI ~ZmBE&

(v) Write one example of Friedal Craft reaction.

’«$sS>ob H«$mâQ> A{^{H«$¶m H$m EH$ CXmhaU {b{IE&

(vi) Complete the following reaction – Ethyl iodide + alc. koH ?

{ZåZ A{^{H«$¶m H$mo nyU© H$s{OE&

E{Wb Am¶moS>mBS> + EëH$mohm°{bH$ koH ?

(vii) Write a short note on peroxide effect.

n°am³gmBS> à^md na g§{já {Q>ßnUr {b{IE&

(viii) Give resonating structure of chlorobenzene.

³bmoamo~oÝOrZ H$s AZwZmXr g§aMZmE± Xr{OE&

(ix) Write the formula of Frank-land reagent.

’«|$H$b¡ÊS> A{^H$‘©H$ H$m gyÌ {b{IE&

(x) Give structure and name of B.H.C.

B.H.C. H$m Zm‘ d g§aMZm {b{IE&

(4)

CH-02 / 1800 / 5 (4) (Contd.)

Section - B 4 × 5 = 20 (Short Answer Questions)

Note: Answer any four questions. Each answer should not exceed 200 words. Each question carries 5 marks.

IÊS> - ~ (bKw CÎma dmbo àíZ)

{ZX}e : {H$Ýht Mma àíZm| Ho$ CÎma Xr{OE& Amn AnZo CÎma H$mo A{YH$V‘

200 eãXm| ‘| n[agr{‘V H$s{OE& à˶oH$ àíZ 5 A§H$m| H$m h¡&

2) Discuss isomerism in tartaric acid.

Q>mQ>©[aH$ Aåb ‘| g‘md¶dVm H$mo g‘PmBE&

3) Write a short note on ‘Kolbe’s electrolytic method’ for the synthesis of alkane.

EëHo$Z Ho$ g§íbofU Ho$ {bE "H$moë~o A{^{H«$¶m' na EH$ g§{já {Q>ßnUr {b{IE&

4) Discuss oxidation of alkenes under different conditions.

[^Þ-{^Þ n[apñW{V¶mo§ ‘| EëH$sZ H$m Am°³grH$aU g‘PmBE&

5) Explain Diel’s Alder reaction with example.

S>rëg EëS>a A{^{H«$¶m H$mo CXmhaUg{hV g‘PmBE&

6) Give any three electrophilic substitution reactions of benzene.

~oÝOrZ H$s H$moB© VrZ Bbo³Q´>m°Z ñZohr à{V ñWmnZ A{^{H«$¶m Xr{OE&

7) Give Haloform reaction.

hobmo’$m°‘© A{^{H«$¶m {b{IE&

8) Write a short note on D-L configuration.

D-L A{^{dݶmg na g§{já {Q>ßnUr {b{IE&

9) What do you understand by Free radicals? Explain the stability of various free radicals.

‘w³V ‘ybH$mo§ go Amn ³¶m g‘PVo h¢? {d{^Þ ‘w³V ‘ybH$mo§ Ho$ ñWm{¶Ëd H$mo g‘PmBE&

(5)

Section - C 2 × 10 = 20 (Long Answer Questions)

Note: Answer any two questions. You have to delimit your each answer maximum up to 500 words. Each question carries 10 marks.

IÊS> - g (XrK© CÎma dmbo àíZ)

{ZX}e : {H$Ýht Xmo àíZm| Ho$ CÎma Xr{OE& AmnH$mo AnZo CÎma H$mo A{YH$V‘

500 eãXm| ‘| n[agr{‘V H$aZm h¡& à˶oH$ àíZ 10 A§H$m| H$m h¡&

10) What is Baeyer’s strain theory? What is its significance? Give it’s limitations also.

~o¶a H$m {dH¥${VdmX H$m {gÕmÝV ³¶m h¡? BgH$m ³¶m ‘hÎd h¡? BgH$s

³¶m gr‘mE± h¢?

11) Write a note on following: {ZåZ na {Q>ßnUr {b{IE …

(i) Hunsdicker reaction / hþÝgS>rH$a A{^[H«$¶m

(ii) Reimer Tiemann reaction / amB‘a-Q>r‘mZ A{^{H«$¶m

12) Explain reactivity and selectivity with the help of chlorination and bromination of isobutane.

{H«$¶merbVm Am¡a daUj‘Vm go Amn ³¶m g‘PVo h¢? AmBgmoã¶yQ>oZ na

³bmoarZrH$aU d ~«mo‘rZrH$aU Ûmam Bgo g‘PmBE&

13) What do you mean by stereo-chemistry and stereoisomers?

How many stereoisemers are there? Explain geometrical isomers by taking examples.

{Ì{d‘agm¶Z Ed§ {Ì{d‘g‘md¶dr¶mo§ go Amn ³¶m g‘PVo h¢? {H$VZo àH$ma Ho$ {Ì{d{‘g‘md¶dr h¢? Á¶m{‘{V¶ g‘md¶{d¶mo§ H$mo CXmhaUg{hV g‘PmBE&

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