Powered by myengg.

com

13. ORGANIC CHEMISTRY

PREVIOUS EAMCET BITS
1. Identify the alkyne in the following sequence of reactions ( 2009 E )
Alkyne ⎯⎯⎯⎯⎯ H2
lindlar 's catalyst
→ A ⎯⎯⎯⎯
Ozonolysis
→ B ←⎯⎯
wac ker
process
⎯ CH 2 = CH 2
only

1) H 3C − C ≡ C − CH 3 2) H 3C − CH 2 − C ≡ CH
3) H 2 C = CH − C ≡ CH 4) HC ≡ C − CH 2 − C ≡ CH
Ans: 1
H 3C − C ≡ C − CH 3 + H 2 ⎯⎯⎯⎯⎯⎯
Pd / BaSO4
Lindlar 's catalysis
→ H 3C − CH = CH − CH 3
(A)
Sol:
CH 3 − CH = CH − CH 3 ⎯⎯⎯⎯
→ CH 3CHO
Ozonolysis

(B)

H 2C = CH 2 + PdCl2 + H 2 O ⎯⎯⎯
CuCl2
H+
→ CH 3CHO + Pd + 2HCl
(B)
Wacker’s process
2. One mole of alkene X on ozonolysis gave one mole of acetaldehyde and one mole of acetone . The
IUPAC name of X is ( 2009 E )
1) 2-methyl-2- butene 2) 2-methyl-l-butene
3) 2 butene 4) 1-butene
Ans: 1
CH 3 − C = CH − CH 3 ⎯⎯⎯⎯ Ozonolysis
→ CH 3 − C = O + CH 3CHO
| |
Sol: CH 3 CH 3
2-methyl-2-butene (x)
3. Which one of the following statements is true for the optical rotation exhibited by (2R, 3R) and (2S, 3S) -
dibromobutene ( 2009 M )
1) The direction and magnitude are same
2) The direction is opposite but magnitude is same
3) The direction is same but magnitude different
4) Both the direction and magnitude are different
Ans: 2
Sol. (2R, 3R) and (2S, 3S) forms are enantiomers of each other. They have equal and opposite optical
reactions.
4. Which of the following do not obey Huckel’s rule for Aromaticity ( 2009 M )

I) II) III) IV)

1) all the above 2) I, II 3) III, IV 4) I, IV

Ans: 3
Sol: Structure I and II obey Huckels rule III and IV do not obey.
5. Match the following ( 2009 M )
List – I List – II
A) CH 4 ⎯⎯ → HCN I) NH , Al O , 1000°C
3 2 3

B) C2 H 2 ⎯⎯→ CH 3CHO II) 450°c, heating

C) C 2 H 4 ⎯⎯
→ C2 H 2 OH III) 40% H2SO4, 1% HgSO4, 60°C

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
C2 H 6 ⎯⎯
→ C2 H 4
D) IV) con.H2SO4, H2O, 80°C
V) Na, dry ether Δ
The correct match is
A B C D A B C D
1) I III IV II 2) I II IV III
3) I IV III II 4) V I IV II
Ans: 1
1000° C
CH 4 + NH 3 ⎯⎯⎯ Al2 O3
→ HCN + 3H 2
Sol: A) A − I

HC ≡ CH + H 2 O ⎯⎯⎯⎯ 1% HgSO4
30% H 2SO 4
→ CH 3 − CHO
B) B − III

H 2 C = CH 2 + H 2 O ⎯⎯⎯⎯ H 2SO4
75−80%c
→ CH 3CH 2 − OH
(C) − IV
C)
450° C
C 2 H 6 ⎯⎯⎯ → CH 2 = CH 2 + H 2
D) D − II
6. The correct IUPAC name of hydrocarbon X ( 2009 M )

CH3

CH CH2

CH
H 3C CH3

CH2 CH3

1) 2-methyl-3-ethyl pentane 2) 3-ethyl-3-methyl pentane

3) 3-isopropyl pentane 4) 1,1-diethyl-2-methyl propane
Ans: 1
CH 3
|
CH 3 − CH − CH − CH 2 − CH 3
|
Sol: CH 2 − CH 3

2-methyl –3-ethyl pentane

7. The latest IUPAC name f the following compound ( 2009 M)
NH2
1) 2-ethyl-4-bromoaniline C 2H 5
2) 4-bromo-2-ethyl aniline
3) 4-bromo-2-ethyl benzene amine
4) 2-ethyl-4-bromo-benzene amine
Ans: 3
Br
Sol: The latest IUPAC name is 4-bromo-2-ethyl benzene amine

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry

8. Which of the following compound (S) has Z configuration ( 2008 E )

I) Cl Br II) Cl F III) Br CH3

C C C C C C

H F H Br Cl H
1) I only 2) II only 3) III only 4) I and III only
Ans: 4
Sol: I)
Higher atomic number Higher atomic number
Cl Br

C C

H F
Lower atomic number Lower atomic number

II)
Higher atomic number Higher atomic number
Br CH3

C C

Cl H
Lower atomic number Lower atomic number

If higher atomic numbers are same side of the double bond the configuration is Z.
9. What are x and y respectively in the following reaction ( 2008 E )
y
Z product ←⎯⎯ 2 − butyne ⎯⎯ X
→ E product
1) Na/ NH3 liq and Pd/BaSO4 + H2 2) Ni/140°C and Pd/BaSO4 + H2
3) Na/ 140°C and Na/NH3(liq) 4) Pd/BaSO4 + H2and Na/NH3 (liq)
Ans:1
Sol:
CH3 H

Na/Li C C
Liq NH3 CH3 E
H
H 3C C C CH3
Pd/BaSO4 CH3 CH3
Lidnlars
C C

H H Z
10. According to Cohn – Ingold- Prelog sequence rules the correct order of priority for the given groups
( 2008 E )
1) −COOH > −CH 2 OH > −OH > −CHO 2) −COOH > −CHO > −CH 2 OH > −OH
3) −OH > −CH 2 OH > −CHO > −COOH 4) −OH > −COOH > −CH 6 − CH 2 − OH
Ans: 4
3

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
Sol: According to Cohn – Ingold- Prelog notation system the correct order is
−OH > −COOH > −CHO > −CH 2OH
CH 3
C2 H 5 − O − CH
11. The IUPAC name of CH 3 is ( 2008 E )
1) Ethoxy propane 2) 1,1- diethyl ether 3) 2-ethoxy isopropane 4) 2-ethoxy propane
Ans: 4
Sol: IUPAC name is 2-ethoxy propane
12. Identify C in the following reaction ( 2008 E)
Δ
C 2 H 2 ⎯⎯⎯
chromic
acid
→ A ⎯⎯⎯
NH3
→ B ⎯⎯⎯H2O
→C

1) CH 3 − CH 2 − NH 2 2) CH3 − CN
O
||
3) CH 3 − CH 2 − NH − CH 3 4) CH 3 − C − NH 2
Ans: 4
HC ≡ CH + ( O ) + H 2 O ⎯⎯⎯
chromic
acid
→ CH 3COOH
(A)
Sol:
Δ
CH 3COOH + NH 3 ⎯⎯
→ CH 3COONH 4 ⎯⎯⎯
− H2O
→ CH 3CONH 2
B C

13. Identify ‘B’ in the following reaction

CH 2 = CH 2 + HCl ⎯⎯⎯⎯ Anhydrous
AlCl3
→ A + 2 [ H ] ⎯⎯⎯⎯
Zn − Cu
C2 H5 OH
→ B + HCl
( 2007 E )
1) CH4 2) C2H6 3) C2H5Cl 4) C2H5OH
Ans: 2
CH 2 = CH 2 + HCl ⎯⎯⎯⎯
Anhydrous
AlCl3
→ CH 3 − CH 2 − Cl
A
Sol:
CH 3 − CH 2 − Cl+ 2 [ H ] ⎯⎯⎯→ C2 H 6
Zn − Cu
C2 H 5 O 4
A B

14. IUPAC names of the compound

( CH3 )2 CH − CH = CH − CHOH − CH3 is ( 2007 E )
1) 5-methyl hex-3-en-2-ol 2) 2-methyl hex-3-en-2-ol
3) 2-hydroxy-5-methyl-3-hexene 4) 5-hydroxy-2-methyl-3- hexene Ans: 1
6 5 4 3 2 1
CH 3 − CH − CH = CH − CH − CH 3
| |
Sol: CH OH

5-methyl hex-3-en-2-ol
15. An aqueous solution of an organic compound ‘A’ on electrolysis liberates acetylene and CO2 at anode A
is ( 2007 E )
1) potassium acetate 2) Potassium succinate
3) Potassium citrate 4) Potassium maleate
Ans: 4
HC − COOK
|| + 2H 2 O ⎯⎯⎯⎯
Electrolysis
→ HC ≡ CH + 2CO 2 + 2KOH + H 2
Sol: CH − COOK At anode At cathode

B ←⎯⎯⎯
Lindlars
Catalyst
RC ≡ CR ⎯⎯⎯⎯
Na / NH3
→A
16.
A and B are geometrical isomers then ( 2007 M )
1) A is cis and B is Trans 2) A is trans and B is cis
4

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
3) A and B are cis 4) A and Bare trans
Ans: 2
Sol: R H

Na/NH3 C C

H2 H Trans A R
R C C R
Lindars R R
Catalyst
C C

H H
Cis B
CH 3 − CH 2 − CH − C = CH 2
| |
CH 2 CH 3
|
17. IUPAC name of CH 3 is ( 2007 M )
1) 2-methyl-3-ethyl-1-pentene 2) 3-methyl-4-methyl-4- pentene
3) 3-ethyl-2-methyl-1 pentene 4) 3-methyl-2-ethyl-1-pentene
Ans: 1
5 4 3 2 1
CH 3 − CH 2 − CH − C = CH 2
| |
CH 2 CH 3
|
Sol: CH 3
3-ethyl-2-methyl-1-pentene
18. Match the following ( 2007 M )
Set – I Set – II
C H OH ⎯⎯⎯⎯→ conc.H 2SO4
170° C
A) 2 5 1) Methane
Δ
CHI3 ⎯⎯⎯⎯Ag powder
→
B) 2) Ethylene
C) CH 3COONa ⎯⎯⎯⎯ →
electrolysis
3) Benzene
⎯⎯⎯
→
NaOH
D) CH3COONa CaOΔ 4) Acetylene
5) Ethane
the correct set is
1) A-2, B-4, C-5, D-1 2) A-2, B-4, C-5, D-3
3) A-4, B-2, C-5, D-1 4) A-4, B-2, C-5, D-3
Ans: 1
C H O ⎯⎯⎯⎯→ conc.H 2SO 4
170° C
CH 2 = CH 2
Sol: A) 2 5 17 A–2
Δ
B) 2CHI3 + 6Ag ⎯⎯ → CH ≡ CH B–4
C) CH 3COONa ⎯⎯⎯⎯→ CH 3 − CH 3
Electrolysis
C–5
CH 3COONa ⎯⎯⎯
NaOH
CaO Δ
→ CH 4
D) D–1

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
19. 1,2-dibromo ethane reacts with alcoholic KOH to yield a product X. The hybridisation state of the carbons
present in X, respectively are (2005 M)
3 3 2 2 3 2
1) sp, sp 2) sp , sp 3) sp , sp 4) sp , sp
Ans: 1

H Br
| |
H − C − C − H ⎯⎯⎯⎯Alc.KOH
→ H − C = C − H ⎯⎯⎯⎯
Alc.KOH
→ HC ≡ CH
Acetylene(X)
| | | |
Sol. Br H Br H
In acetylene charbon atom undergoes sp hybridisation
20. The compounds formed at anode in the electrolysis of an aqueous solution of potassium acetate are
(2005 M)
1) C2 H 6 and CO2 2) C2 H 4 and CO2 3) CH 4 and H 2 4) CH 4 and CO2
Ans: 1

2CH 3COOK + 2H 2 O ⎯⎯⎯⎯

Elelctrolysis
→ C 2 H 6 + 2CO 2 + 2KOH + H 2
Sol. Anode Cathode

21. C2 H 2 + 2 HCl → C2 H 4Cl2 is an example of ..... reaction (2005 M)

1) Addition 2) Hydrogenation 3) Substitution 4) Chlorination
Ans: 1
Cl
HC ≡ CH + 2HCl ⎯⎯ → CH 3CH
Sol. Cl
Unsaturated compounds generally undergo in addition reactions. The above reaction is addition reaction.
22. The chemical and the reaction conditions required for the preparation of ethane are (2004 E)
1) C2 H 5l , Zn − Cu , C2 H 5OH 2) CH 3Cl , Na, H 2O
3) KOOC − CH = CH − COOK , electrolysis 4) CH 3CO2 Na, NaOH , CaO, Δ
Ans: 1

C 2 H 5 I + 2 ( H ) ⎯⎯⎯⎯⎯⎯
Zn − Cu / C2 H5 OH
→ C 2 H 6 + HI
Sol.

The following reaction is an example of - reaction C2 H 4 Br2 ⎯⎯⎯⎯ → C2 H 2

alc KOH
23. (2004 E)
1) Addition 2) Dehydrobromination
3) Substitution 4) Debromination
Ans: 2

Sol.
H Br
| |
H − C − C − H ⎯⎯⎯⎯
Alc.KOH
− HBr
→ H − C = C − H ⎯⎯⎯⎯
Alc.KOH
− HBr
→ HC ≡ CH
Acetylene
| | | |
Br H Br H
In the above reaction HBr is eliminated Hence it is a dehydro-bromination reaction.
24. The metal used for the debromination reaction of 1,2-dibromo ethane. (2004 E)
6

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
1) Na 2) Zn 3) Mg 4) Li
Ans: 2

CH 2 − CH 2 + Zn ⎯⎯⎯ Alcohol
Δ
→ H 2 C = CH 2 + ZnBr2
| |
Sol. Br Br
∴ The metal used is Zn
25. What is the molecular formula of the product formed when benzene is reacted with ethyl chloride in
presence of anhydrous aluminium chloride? (2004 E)
1) C8 H10 2) C6 H 6 3) C8 H 8 4) C6 H 5Cl
Ans: 1
Sol. C6 H 6 + C 2 H 5 Cl ⎯⎯⎯ → C6 H 5 − C2 H 5 + HCl
Al.Cl2

(or)
C8H10
26. Match the following lists. (2004 E)
List - I List -II
a) ethane 1) two sp carbons
b) ethylene 2) six sp2 carbons
c) acetylene 3) two sp3 carbons
d) benzene 4) two sp2 carbons
5) one sp and one sp2 carbons
The correct answer is
A B C D
1) 3 4 1 2
2) 4 5 3 2
3) 3 1 2 5
4) 2 3 4 5
Ans: 1
Sol. (A) Ethane H 3 C − CH 3 2 sp3 carbons ( 2001 )
(B) Ethylene H 2 C = CH 2 2 sp2 carbons
(C) Acetylene HC ≡ CH 2 sp carbons
CH

. HC CH

(D) Benzene 6sp2 carbons

HC CH
C
H

27. The reagent used for converting benzene to ethyl benzene is (2004 M)
1) C2 H 5Cl , anhydrous AlCl3 2) C2 H 5Cl , aqueous AlCl3
3) C2 H 5OH , anhydrous AlCl3 4) C2 H 5Cl , SOCl2
Ans: 1
C6 H 6 + C2 H 5 − Cl ⎯⎯⎯⎯
Anhydrous
AlCl3
→ C6 H5 − C2 H 5 + HCl
Sol.
28. Which one of the following compounds decolourises cold alkaline potassium permanganate soleuction?
(2004 M)

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry

1) C2 H 6 2) C2 H 5Cl 3) C2 H 4 4) C2 H 5OCH 3
Ans: 3
Sol. Unsaturated compounds decolourises cold alkaline potassium permagarate solution
29. Wet ether is not used as a solvent in Wurtz reaction, because the water present in it. (2004 M)
1) hydrolyses RX to ROH 2) reduces RX to RH
3) destroy the Na metal 4) reacts with R-R
Ans: 3
Sol. The water vapour in wet ether destroys metal. So wet ether is not used in Wurth reaction

What are X and Y in the reaction C2 H 4 + H 2 SO4 ⎯⎯⎯ → X ⎯⎯⎯ →Y

0
80 C H 2O
30. Δ (2004 M)
1) C2 H 6 , C2 H 5OH 2) C2 H 4 , C2 H 5 SH
3) C2 H 5OSO3 H , C2 H 5OH 4) C2 H 4 , C2 H 5OH
Ans: 3
75 −80° c
CH 2 = CH 2 + H 2SO 4 ⎯⎯⎯→ CH 3CH 2 OSO3 H ⎯⎯⎯
H 2O
→ CH 3 − CH 2 − OH + H 2SO 4
(X) (Y)
Sol.
31. Which one of the following gases is liberated when ethyl alcohol is heated with methyl magnesium iodide
C2 H 4 + H 2 SO4 ⎯⎯⎯
800 C
→ X ⎯⎯⎯
H 2O
Δ
→ (2003 E)
1) methane 2) ethane 3) propane 4) carbondioxide
Ans: 1
C 2 H 5`OH + CH 3MgI ⎯⎯Δ
→ CH 4 + Mg ( OC 2 H 5 ) I
Sol.
∴ The gas liberated is CH4
32. Wurtz reaction of methyl iodide yields an organic compound X, which one of the following reactions also
yields X? (2003 M)
1) C2 H 5Cl + Mg ⎯⎯⎯⎯ → 2) C2 H 5Cl + LiAlH 4 ⎯⎯
→
dry ether

3) C2 H 5Cl + C2 H 5ONa ⎯⎯ → 4) CHCl3 ⎯⎯⎯⎯ →

Ag powder
Δ

Ans: 2
2CH 3 I + 2Na ⎯⎯⎯ Ether
→ C2 H 6
(X)
Sol.
C 2 H 5Cl ⎯⎯⎯→ C2 H 6 + HCl
LiAlH 4

(X)

33. Which one of the following reagents is used for detection of unsaturation in alkenes (2003 M)
1) NaOH + CaO 2) cold dilute alkaline KMnO4
3) Cl2 / hV 4) KOH / C2 H 5OH
Ans: 2
Sol. Cold alkaline KMnO4 is used in the detection of alkene and alkynes
34. Which one of the following compounds is prepared in the laboratory from benzene by a substitution
reaction? (2003 M)
1) Glyoxal 2) Cyclohexane
3) Acetophenone 4) Hexa bromo cyclo hexane
Ans: 3
C6 H 5 − H + CH 3 COCl ⎯⎯⎯
AlCl3
→ C6 H 5 COCH 3 + HCl
Acetophenone
Sol.

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry
C H ⎯⎯⎯⎯⎯⎯⎯ ZZZZZZZ
→ X YZZZZZZ
H 2O
X
Z CH 3CHO,
HgSO 4 / H 2SO 4 ,60° C
Re arrangement

35. In the following reaction, 2 2 what is X?(2001M)

1) CH 3CH 2 OH 2) CH 3 − O − CH 3 3) CH 3CH 2 CHO 4) H 2 C = CHOH
Ans: 4
HC ≡ CH ⎯⎯⎯⎯⎯⎯ H2O
HgSO 4 / H 2SO 4 60° C
⎯ ZZX CH 3 CHO
→ CH 2 = CH − OH YZZ
(X)
Sol.
36. ------- test is used for detecting unsaturation in hydrocarbons (2001M)
1) Silver mirror 2) Lassiagne’s 3) Carbylamine 4) Baeyer’s
Ans: 4
Sol. Baeyer’s test is used in the detection of unsaturation.
37. Which one of the following is used in the preparation of styrene ? (2001E)
1) CH 3CHO 2) P2 O5 3) CH 4 4) C6 H 6
Ans: 4
Sol. Benzene is used in the preparation of styrene.
38. Which one of the following compound converts methyl magnesium iodide to methane in one step
(2002M)
1) C 2 H 5 OC 2 H 5 2) C2 H5Cl 3) C2 H 4 4) C2 H5OH
Ans: 4
→ CH 4 + Mg ( OC2 H 5 ) I
CH 3 MgI + C2 H5 OH ⎯⎯
Sol.
39. When acetylene gas is passed through solution, a white precipitate is formed. (2002M)
1) aqueous AgNO3 2) ammonical cuprous chloride
3) ammonical silver nitrate 4) aqueous potassium permanganate
Ans: 3
Sol. HC ≡ CH + 2AgNO3 + 2NH 4 OH ⎯⎯ → Ag − C ≡ C − Ag + 2NH 4 NO3 + 2H 2 O

40. In the following reaction X and Y are respectively, C 2 H 2 ⎯⎯ → C 6 H 6 ⎯⎯ → C6 H 5SO3 H (2002M)

X Y

1) ion tube/heating Na 2SO4 2) Zn and conc. H 2SO4

3) red hot iron tube and fuming H 2SO4 4) H 2 / Pd, BaSO4 dil H 2SO4
Ans: 3
C 2 H 2 ⎯⎯⎯ ⎯
Re d hot
Cu tube
→ C6 H 6 ⎯⎯⎯
General
heating
→ C6 H 5SO3 H
Sol.
In the following reaction A and B respectively are, C 2 H 6 ⎯⎯ → C 2 H 5 Cl ⎯⎯⎯→
A Zn / HCl
B
41. (2002M)
PCl3 and C 2 H 4
1) Cl2 /UV light and C 2 H 6 2)
3) HCl and C 2 H 6 4) Cl2 and C2 H 2
Ans: 1
C 2 H 6 ⎯⎯⎯⎯⎯
Cl2 / U.V light
A
→ C 2 H 5 Cl ⎯⎯⎯→
Zn / HCl
C2 H 6
Sol. B

42. The reacting ion in the nitration of benzene is (2002M)

− + − −
1) NO 2 2) NO 2 3) NO 3 4) O 2
Ans: 2
Sol. Nitration of benzene ring is due to attack of NO2+ ion (nitronium – ion) on the benzene ring.

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry

In the following reaction X and Y are, 2C 2 H 6 + 7O 2 ⎯⎯⎯⎯→ X + Y + heat

Combustion
43. (2002M)
1) 2C2 H 5OH, 6O 2 2) 4HCHO,5H 2O 3) 4CO2 ,10H 2O 4) 4CO2 , 6H 2O
ns: 4
2C 2 H 6 + 7O 2 ⎯⎯⎯⎯
Combustion
→ 4CO 2 + 6H 2 O + heat
Sol. X Y

44. The reactants and reaction conditions used in the preparation of ethane are (M2002)
1) 2CH 3I, Na / C2 H 5OH 2) electrolysis 2 5
C H COOK

3) C2 H 4 , H 2 , 27°C 4) C2 H 5 I, H 2 , Zn − Cu, C2 H 5OH

Ans: 4
Zn − Cu
C 2 H 5 I + H 2 ⎯⎯⎯⎯
C2 H5 OH
→ C2 H 6 + HI
Sol.
45. The reagent used for converting acetylene to oxalic acid is (E2002)
1) HgSO4 / H 2SO4 2) HgSO 4 / CH 3COOH
3) KMnO4 / KOH 4) Cr2 O3 / H 2SO 4
Ans: 3
HC ≡ CH + 4 ( O ) ⎯⎯⎯⎯⎯⎯
−
KMnO4 / OH 25° c
→ COOH
|
Sol. COOH
46. The reaction condition used for converting 1,2-dibromo ethane to ethylene are (E2002)
1) Zn , alcohol, Δ 2) KOH, alcohol , Δ 3) KOH, water, Δ 4) NaCl , alcohol, Δ
Ans: 1
CH 2 − CH 2 + Zn ⎯⎯⎯
Alcohol
Δ
→ CH 2 = CH 2
| |
Sol. Br Br

47. In the following reaction, A and B respectively are, A ⎯⎯⎯ → C 2 H 5 Br ⎯⎯ →A

HBr B
(E2002)
1) C2 H 4 and alcoholic KOH / Δ 2) C2 H 5Cl and aqueous Br2 / Δ
3) C2 H 5OH and aq KOH / Δ 4) C2 H 2 and Br2
Ans: 1
B
CH 2 = CH 2 ⎯⎯ ⎯
HBr
→ C 2 H 5 Br ⎯⎯⎯⎯
Alcoholic
KOH
→ CH 2 = CH 2
Sol. A

48. The chemicals used for preparing acetophenone are (E 2002)

A) C6 H 6 B) CH 3COCH 3 C) CH 3COCl D) anhydrous
1) A,B,C 2) B,C,D 3) A,C,D 4) A,B,D
Ans: 3
C6 H 6 + CH 3 COCl ⎯⎯⎯⎯
Anhydrous
AlCl3
→ C6 H 5 COCH 3
Sol.
49. What is the minimum quantity of methyl iodide required for preparing one mole of ethane by Wurtz
reaction (At.wt.of iodine=127) (E2002)
1) 142 gram 2) 568 gram 3) 326 gram 4) 284 gram
Ans: 4
Sol. CH 3 I + +2Na + ICH 3 ⎯⎯ → C2 H 6 + 2NaI

10

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry

2 mole of CH3 I is required to prepare 1 mole of ethane. 2 moles of CH3 I = 2(12+ 3x 127) = 284
50. In organic reactions sodium in liquid ammonia is used as (2001 E )
1) Reducing agent 2) Hydrolysing agent 3) Oxidising agent 4) precipitating agent
Ans: 1
Sol: In organic reaction sodium in liquid ammonium used as reducing agent
51. Which one of the following compounds is isomer of 1-butanol (2001 M)
1) 2-methyl-2-butanol 2) 2-methyl-1-butanol
3) 3- methyl -2-butanol 4) 2-methyl-1-propanol
Ans: 4
Sol: 1-butanol and 2-methyl -1-propanol are isomers and they have same molecular formula.
52. The structural formula of 2-methyl-2-butene is ( 2001 E)
CH 3 − CH ( CH 3 ) − CH = CH 2 CH 3 − CH 2 − C ( CH 3 ) = CH 2
1) 2)
CH 3 − CH = C ( CH 3 ) − CH 3
3) CH 3 − CH = CH − CH 3 4)
Ans: 4
CH 3 − CH = C − CH 3
|
Sol: Structure of 2-methyl-2-butene is CH 3

53. Which one of the following pairs of compounds are functional isomers ( 2001 E)
CH 3CH ( OH ) CH 3
1) CH 3CH 2CH 2OH ,
CH 3CH 2 CH 2 CH 2 OH, ( CH 3 )2 CHCH 2OH
2)
3) CH 3CH 2 CH 2 OH, CH 3CH 2 CH 2 − Cl
4) CH 3CH 2 CH 2 OH, CH 3OCH 2 CH 3
Ans: 4
Sol: Alcohols and Ethers exhibits functional isomerism and functional isomers have same molecular formula.
54. ___ test is used for detecting unsatunation is hydrocarbon ( 2001 M)
1) Silver mirror 2) Lassaigne’s 3) Carbyl amine 4) Baeyer’s
Ans:
Sol: Baeyeis test is used in the detection of unsaturated compounds unsalturated compounds decolorises the
pink colour of Baeyer is reagent
C 2 H 2 ⎯⎯⎯⎯⎯⎯ H 2O
HgSO 4 / H 2SO 4 60° c
ZZX CH 3CHO
→ X YZZ
55. . What is X ( 2001 )
1) CH 3CH 2 OH 2) CH 3OCH 3 3) CH 3CH 2 CHO 4) CH 2 = CHOH
Ans: 4
C 2 H 2 ⎯⎯⎯⎯⎯⎯ H2O
HgSO 4 / H 2SO 4 60° c
→ CH 2 = CH − OH ⎯⎯⎯⎯
tautomericm
→ CH 3CHO
Vinyl alcohol( X ) Acetaldehyde
Sol:
56. Methyl benzene can be prepared by reacting benzene with bromomethane in the presence of (2000)
1. AlCl3 2. Br2/ CCl4 3. Ni /H2 4.dil. H2SO4
Ans: 1
Sol. C6 H 6 + CH 3Br ⎯⎯⎯ → C6 H 5CH 3 + HBr
AlCl3

( Friedel craft Alkylation )

57. Ethylene reacts with Br2 in CCl4 to form x. When x is reacted with alcoholic KOH . Y is formed. Here
X and Y are (2000)
1) BrCH 2 − CH 2 Br and C2 H 2 2) C2 H 5 Br and C2 H 4

11

Powered by myengg.com
 Powered by myengg.com

Organic Chemistry

3) C2 H 5 Br and C6 H 6 4) C2 H 3 Br3 and C2 H 4

Ans: 1
Br Br
| |
CH 2 = CH 2 + Br2 ⎯⎯⎯
CCl4
→ CH 2 − CH 2 ⎯⎯⎯⎯
Alc.KOH
→ HC ≡ CH
(X) (Y)
Sol.

²²²

12

Powered by myengg.com