27 Oxygen Containing Compounds II

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Q 1.
The conversion
(a) H2O, H2SO4
can be effected by using the reagent:
(b) O2
(c)
(d) CrO3, H2SO4
Q 2.
Which of the following statements is/are correct ?
(a) Benzaldehyde reduces Fehling’s solution
NaOH
 C6 H 5CH  CHC6 H 5  O2 is a Clasen – Schmidt
(b) C6 H 5CHO  C6 H 5CHO 
reaction
(c) pKa (formic acid) is less than pKa (acetic acid)
(d) o-toluidine is less basic than aniline
Q 3.
By which of the following reagents can the following conversion be effected ?
(a) 2CH3MgBr and then H3O+
(b) HOCH2 – CH2OH, H+; LiAlH4, ether ; 2CH3MgBr; H3O+
(c) HOCH2 – CH2OH, H+; 2CH3MgBr; H3O+
(d) HOCH2 – CH2OH, H+; H2, Pt; CH3OH, H+
Q 4. The reaction of I mole each of p-hydroxyacetophenone and methyl magnesium iodide
will give:
(a)
(b)
(c)
(d)
Q 5.
in the above reaction, A is :
(a)
Q 6.
(b)
(c)
(d)
A keto ester (A) with molecular formula C6H10O3 on treatment with NaOH + I2 does not
give iodoform but on boiling with dilute KOH gives a compound (B) with molecular
formula C4H5O3K which upon acidification followed by heating undergoes
decarboxylation to give acetone. The keto ester (A) is:
(a) CH3COCH2COOCH3
(c) CH3CH2 OCH2COOCH3
(b) CH3COCH2COOC2H5
(d) CH3 –COCH (CH3) COOCH3
Q 7. What will be the order of reactivity of the following carbonyl compounds with
Grignard’s reagent ?
(a) I > II > III > IV
(b) IV > III > II > I
(c) II > I > IV > III
(d) III > II > I > IV
Q 8. In the context of the rearrangement of an oxime of a ketone to an amide (represented
below):
Which of the following statements is/are correct?
(a) It is the cis hydrocarbon radical (R) with respect to the OH group that migrates
(b) The group that migrates never gets completely detached from the remainder of the
molecule during the transformation
(c) The rearrangement is intermolecular
(d) None of the above
Q 9.
In a Cannizaro reaction, the intermediate that will be best hydride donor is:
(a)
(b)
(c)
(d)
Q 10. On treatment with an alkali, glyoxal gives glycolic add:
O H
OHC  CHO 
 HOCH 2  COOH
To which type does this reaction belong?
(a) Aldol condensation
(b) Knoevenagel condensation
(c) Cannizaro reaction
(d) None of the above
Q 11. In a Cannizaro reaction, the intermediate that will be the best hydride donor is:
(a)
(b)
(c)
(d)
Q 12. The reaction of acetone with CN- is represented as :
In the above reaction, which is the fast step?
(a) Step (I)
(b) Step (II)
(c) Step (III)
(d) All the steps take place with equal ease
Q 13. Which of the following compounds is oxidised to prepare methyl ethyl ketone?
(a) 2-propanol
(b) 1-butanol
(c) 2-butanol
(d) tert-butyl alcohol
Q 14. The polarization
may be attributed to the:
(a) inductive effect (b) electromeric effect (c) mesomeric effect (d) hyperconjugative
effect
Q 15. The product obtained when
(a)
(b)
Q 16. Hydrogen bonding is maximum in:
(a) ethanol
(b) diethyl ether
is oxidised with HIO4 :
(c)
(d)
(c) ethyl chloride
(d) triethylamine
Q 17. The enol form of acetone, after treatment with D2O gives :
(a)
(b)
(c)
Q 18. The appropriate reagent for the transformation:
(d)
(a) Zn(Hg), HCl
(b) NH2NH2, OH-
(c) H2/Ni
(d) NaBH4
Q 19.
The above reaction is known as :
(a) Beckmann rearrangement
(c) Benzoin condensation
(b) Benzilic acid rearrangement
(d) Aldol condensation
Q 20. Among the. given compounds, the most susceptible to nucleophilic attack at the carbonyl
group is:
(a) CH3COCl
(b) CH3CHO
(c) CH3COOCH3
(d) CH3COOCOCH3
Q 21. In a Cannizaro’s reaction, the combination not possible is :
(a) HCHO + HCHO
(b) C6H5CHO + HCHO
(c) CH3CHO + HCHO
(d)
Q 22. Which of the following has the most acidic hydrogen ?
(a) 3-hexanone
(b) 2, 4-hexanedione (c) 2, 5-hexanedione (d) 2, 3-hexanedione
Q 23.
The above reaction is known as:
(a) Hofmann mustard oil reaction
(c) Darzen’s reaction
(b) Vilsmeier-Haack reaction
(d) Arndt-Estert reaction
 OH
 Ph  CH 2OH  PhCO2 the
Q 24. In the Cannizaro’s reaction given below 2 Ph  CHO 
slowest step is :
(a) the attack of OH- at the carbonyl group,
(b) the tranasfer of hydride to the carbonyl group
(c) the abstraction of proton from the carboxylic add,
(d) the deprotonation of Ph—CH2OH
Q 25. Among the following. aldol condensation is possible between:
(a) HCHO + HCHO
(b) CF3.CO.CO.CH2
(c) C6H5CHO + C6H5CHO
(d) C6H5CHO + CH3CHO
Q 26. Which of the following statements are correct ?
(a) When phenol vapour is passed over Zn dust and CH3COOH benzene is produced
(b) The phenolic —OH group is meta directing
(c) o-nitrophenol has a higher boiling point than p-nitrophenol
(d) Phenol is more acidic than o-cresol
Q 27. Polarization of electrons in acrolein may be written as:



(a) C H 2  CH  C H 2  CH  CH  O


(c) C H 2  C H  CH  O




(b) C H 2  CH  CH  O
(d) C H 2  CH  CH  O
Q 28. Acetaldehyde is not obtained in the reactions :
1.O3
(a) CH 2  CH  CH 2  CH  CH 2 

2.Zn , H 2O
(b)
HgSO4
(c) HC  CH  H 2O 

H 2 SO4
Pd  BasO4

(d) CH 3COCl  H 2 
Q 29. Which of the following statements are correct carbonyl group?
(a) The carbonyl carbon is sp-hybridized about a
(b) The carbonyl carbon is s9-hybridized
(c) The three groups attached to the cathonyl carbon lie in the same plane
(d) The three groups attached to the carbonyl carbon lie in different planes
Q 30. Among the given compounds the most susceptible to nucleophilic attack at the carbonyl
group is:
(a) CH3COCl
(b) CH2CHO
(c) CH3COOCH3
(d) CH3COOCOCH3
Q 31. The conversion of acetone into 2,3-dimethylbutane-2,3-diol can be achieved by :
(a) using Zn/Hg/HCl
(b) Wolif-Kishner reduction
(c) using Mg/Hg/H2O
(d) the conversion is not possible
Q 32. Aldehydes cannot be reduced to hydrocarbons by:
(a) the Clemmensen reduction
(b) the Wolff-.Kishner reduction
(c) Mg/Hg, H2O
(d) the Huang-Minlon method
Q 33. Methylethyl ketone can be reduced to n-butane by:
(a) the Meerwein-Ponndorf reduction
(b) the Wolff-Kishner reduction
(c) Mg-Hg. H2O
(d) all of the above
( i ) Michael addition
[ X ] Product is :
Q 34. MeCHCHO + CH2 = CHCOCH3 
( ii ) OH 
(a)
(b)
(c)
(d)
Q 35. Which of the following is formed when cyclohexanone is heated with conc. NaOH :
(a)
(b)
(c)
(d)
Answers
1.
8.
15.
22.
29.
c
b
b
b
c
2.
9.
16.
23.
30.
c
d
a
b
a
3.
10.
17.
24.
31.
c
c
a
b
c
4.
11.
18.
25.
32.
a
c
b
d
c
5.
12.
19.
26.
33.
c
c
b
d
b
6.
13.
20.
27.
34.
b
c
a
d
c
7.
14.
21
28
35.
a
c
c
a
d
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