ORGANIC CHEMISTRY –II
ALCOHOLS ETHERS AND PHENOLS
PREVIOUS EAMCET BITS
1.
What are the X and Y in the following reaction sequence?
Cl2
Cl2
C2 H 5OH ⎯⎯
→ X ⎯⎯
→Y
1) C2 H 5Cl , CH 3CHO
2) CH 3CHO, CH 3COOH
3) CH 3CHO, CCl3CHO
4) C2 H 5Cl , CCl3CHO
(2009 E)
Ans : 3
Cl2
Cl2
Sol:
C2 H 5 − OH ⎯⎯
→ CH 3CHO ⎯⎯
→ CCl3CHO
(X)
2.
(Y)
What is the hybridisation state (s) of the atoms in X formed in the following reaction
Al2O3
C2 H 5OH ⎯⎯⎯
→ X
2600 C
(Vapours)
1) Sp3 only
2
2) Sp only Sp
3
(2009 M)
4) Sp only
2
3) Sp only
Ans : 1
Al2O3
Sol:
2C2 H 5OH ⎯⎯⎯
→ C2 H 5 − O − C 2 H 5
2600 C
(X)
Atoms have Sp hybridisation
3
3.
In which of the following reaction chlorine acts as an oxidizing agent
i) CH 3CH 2OH + Cl2 → CH 3CHO + HCl
ii) CH 3CHO + Cl2 → CCl3CHO + HCl
iii) CH 4 + Cl2 → CH 3Cl + HCl
The correct answer is
1) i only
2) ii only
3) i and iii
(2008 E)
4) i, ii and iii
Ans : 4
−2
Sol:
+1 −2
0
+1
−2
Oxi
(i) C2 H 6 O ⎯⎯→
C2 H 4 O2
−1
+1 −2
+2
−1
−2 +1
−1
+1 − 2
Oxi
→ C2 Cl3 H O
(ii) C2 H 4 O ⎯⎯
−4 +1
Oxi
(iii) C H 4 ⎯⎯→
C H 3 Cl
4.
Identify A and B in the following reaction
B
A
CH 3CH 3 ←⎯
⎯ CH 3COOH ⎯⎯
→ CH 3CH 2OH
A
1) HI + Red P
2) NI/ Δ
3) LiAlH4
4) Pd – BaSO4
B
LiAlH4
LiAlH4
HI + Red P
Zn + HCl
Ans : 3
LiAlH 4
Sol:
CH 3COOH ⎯⎯⎯
→ CH 3CH 2OH
HI + Re d P
CH 3COOH ⎯⎯⎯⎯
→ CH 3 − CH 3
1
(2008 E)
Organic Chemistry – II
B → HI + Re d P
A → LiAlH 4
5.
Pyrodine
C2 H 5OH + SOCl2 ⎯⎯⎯⎯
→ X +Y + Z
In this reaction X, Y and Z respectively are
1) C2 H 4Cl2 , SO2 , HCl
2) C2 H 5Cl , SO2 , HCl
3) C2 H 5Cl , SO Cl , HCl
4) C2 H 4 , SO2 , Cl2
(2008 M)
Ans : 2
Sol:
C2 H 5Cl + SOCl2 → C2 H 5Cl + SO2 + HCl
X
6.
Y
Z
Methyl alcohol when reacted with carbon monoxide using cobalt (or) Rhodium as catalyst, compound
A is formed, A on heating with HI in the presence of red phosphorous as catalyst B is formed identify
B
(2007 M)
1) CH3COOH
2) CH3CHO
3) CH3CH2I
4) CH3- CH3
Ans : 4
Cobalt ( or ) Rhodium
Sol:
CH 3OH + CO ⎯⎯⎯⎯⎯⎯
→ CH 3COOH
(A)
HI + Re d P
CH 3COOH ⎯⎯⎯⎯→ CH 3 − CH 3
(A)
7.
B
Which of the following compounds when heated with CO at 1500C and 500 atm pressure in the
presence of BF3 form ethyl propionate
(2006 E)
1) C2H5OH
2) CH3OCH3
3) C2H5OC2H5
4) CH3OC2H5
Ans : 3
BF3 /1500 C
Sol:
C2 H 5OC2 H 5 + CO + ⎯⎯⎯⎯
→ C2 H 5COOC2 H 5
500 atm
8.
In which of the following reaction ethylene is formed
(2006 M)
0
0
2) CH3OH, con H2So4, 170 C
1) C2H5OH, dil H2So4, 0 C
3) C2H5Br, Zn, Δ
4) C2H5OH, con H2So4, 1700C
Ans : 4
con H 2 SO4 /1700 C
Sol:
CH 3CH 2OH ⎯⎯⎯⎯⎯⎯
→ CH 2 = CH 2 + H 2O
9.
Cu
→X
In the reaction C2 H 5OH ⎯⎯⎯
3000 C
(Vapour)
The molecular formula of X is
1) C4H6O
2) C4H10O
(2005 E)
3) C2H4O
4) C2H6
Ans : 3
Cu
Sol:
C2 H 5OH ⎯⎯⎯
→ CH 3CHO + H 2
3000 C
(or)
C2H4O
10.
A
B
→ C2 H 3OH ←⎯
⎯ C2 H 5Cl
Identify A and B in the following reaction C2 H 5Cl ⎯⎯
(2004 E)
1) A = aqueous KOH B = AgOH
2) A = alcoholic KOH B= aqueous NaOH
2
Organic Chemistry – II
3) A = aqueous NaOH B = AgNO2
4) A = AgNO2
B=KNO2
Ans : 1
Aq KOH
Ag OH
Sol:
C2 H 5Cl ⎯⎯⎯
⎯
→ C2 H 5OH ←⎯⎯
⎯ C2 H 5Cl
A
11.
What are X and Y in the reaction
H 2O
800 C
C2 H 4 + H 2 SO4 ⎯⎯⎯
→ X ⎯⎯⎯
→Y
Δ
(2004 E)
1) C2H5, C2H5OH
3) C2H5, OSO3H, C2H5OH
2) C2H4, C2H5OH
4) C2H2, CH3CHO
Ans : 3
800 C
Sol:
CH 2 = CH 2 + H 2 SO4 ⎯⎯⎯
→ CH 3CH 2 HSO4
(X)
CH 3CH 2 HSO4 + H 2O ⎯⎯
→ CH 3CH 2OH + H 2 SO4
(Y)
12.
BF3
In the reaction C2 H 5OC2 H 5 + CO ⎯⎯⎯⎯⎯
→X
1500 C , 500 atom
1) Diethyl carbonate
3) Diethyl peroxide
(2003 E)
2) Ethyl carbonate
4) Ethyl propionate
Ans : 4
BF3 /1500 c
Sol:
C2 H 5 − O − C2 H 5 + CO ⎯⎯⎯⎯
→ C2 H 5COOC2 H 5 Ethyl propionate.
500 atm
13.
Canned heat is prepared by mixing -------------- and ------------- at high pressure
(2003 M)
1) C2H5OH, HI/ Red P
2) C2H2, O2
3) C2H5OH, Ca(OH)2
4) C3H6O, CaOCl2
Ans : 3
Sol: Ethyl alcohol is mixed with saturated solution of calcium hydroxide to give a solid gel canned heat.
14.
The products formed when diethyl ether is reacted with cold HI are
1) C2H5I + C2H5OH
2) 2C2H5I + H2O
3) 2C2H5OH
4) C2H5-O-O-C2H5 +H2O
(2002 E)
Ans : 1
cold
Sol:
C2 H 5 − O − C2 H 5 + HI ⎯⎯⎯
→ C2 H 5OH + C2 H 5 I
15.
Which one of the following compounds converts methyl magnesium Iodide to methane in one step
(2002 M)
1) C2H5OC2H5
2) C2H5Cl
3) C2H4
4) C2H5OH
Ans : 4
CH 3 MgI + C2 H 5OH → CH 4 + Mg
Sol:
16.
OC2 H 5
I
Chloro ethane reacts with X to form diethyl ether. What is X
1) NaOH
2) H2SO4
3) C2H5ONa
Ans : 3
Sol:
C2 H 5Cl + NaOC2 H 5 → C2 H 5OC2 H 5 + NaCl
3
(2001 E)
4) Na2S2O3
Organic Chemistry – II
17.
Williamson’s synthesis is used for preparing
1) Alcohols
2) Ketones
3) Ethers
(2001 M)
4) Aldehydes
Ans : 3
Sol: Williamson’s synthesis
Δ
C2 H 5ONa + IC2 H 5 ⎯⎯
→ C2 H 5 − O − C2 H 5 + NaI
18.
Which of the following reacts with ethanol to form chloroform
1) SOCl2
2) PCl3
3) HCl
(2000 E)
4) CaOCl2 / H2O
Ans : 4
H 2O
Sol:
C2 H 5OH + CaoCl2 ⎯⎯⎯
→ CHCl3 + ( HCOO )2 Ca
19.
Which of the following is Lucas reagent
1) Ammonical silver nitrate
3) ZnCl2/con HCl
(2000 E)
2) Br2/CCl4
4) Cold Alkaline KMnO4
Ans : 3
Sol: ZnCl2/con HCl is called Lucas reagent.
20.
Which of the following conditions are used for the conversion of ethanol to ethylene
(2000 E)
0
0
1) Con H2SO4 / 70 C
2) dil H2SO4 / 140 C
0
3) dil H2SO4 / 100 C
4) Con H2SO4 / 1700C
Ans : 4
160 −1700 C
Sol:
C2 H 5OH + Con H 2 SO4 ⎯⎯⎯⎯
→ CH 2 = CH 2 + H 2O
4