92 Pre-Medical: Chemistry ALLEN

Master Your Understandine

EXERCISE-III (Analytical Questions) ding
The structures of the compounds ions A
the 5. B
Methanol can be distinguished from ethanol by and C in the reaction sequence are given
1 by
following except the set:-
alkali
(1) Reaction with iodine and
acid and H,SO, HCB
(2) Reaction with salicylic

(3) Reaction with Lucas reagent oAcHc

(4) Boiling point
AE0147

with acetic add in the presence

a-oa-o
2. Ethanol onheating
of a few drops of sulphuric acid gives the smell of
a--o00
(1) Oil of wintergreen
(2) Oil of mustard a a.
(3) An ester
(4) Oil of bitter almonds
AE0148
HD0151
3. The compounds A, Band Cin the reaction sequence

are given by the set 6. A PCL 0-OH Distil B

CH,CH,OH A B NaOH CH,COC

CHCHO C
(0) H,O
The compounds A, B and C in the above reaction
(1) CH,CHBr, CH,CH,MgBr, (CHJ,C-OH sequence are

(2) CHCHBr,(CHL,CHJ,Ma, (CHJ,CHCH,OH (1) Chlorobenzene, benzene, methyl benzoate

(3)CH,CHBr CH,CH,MgBr, CH,CHOHICH,CH (2) Triphenyl phosphate, benzene, phenylacetate

(4)CH,CHBr CH,CHIMgBr) CH,CHOH)CH (3) Benzyl chloride, benzene, phenyl acetate

AE0149 (4) Benzyl chloride, benzene, phenylacetyl chloride
AEO152
4. Which of the following reactions will not lead to a
phenol- 7. In the reaction
sequence
(1)CgHSO,Na + NaOH SO,Na ACB C+D
350°C

(2)CHN,Cl+H,O A, B, C and D are given by the set

NaOH
(1) Sodium phenate, anisole, CHs, CH,OH
(3) CgH,ONa +RX Heat
(2) Sodium phenate, phenetole, C,H. CH;O
(3) Sodium phenate, anisole, CH,OH, CHJ
+ NaOH(Ca0)Feat (4) Sodium phenate, phenetole, CH,L.CHO
COONa
HDO153
HD0150
 ALLEN
S. mpound A and &
in the
tollowing Pre-Medical: Chemistry 93
reaction are
z 12.
. The compounds A.
cH ,MgBr >{A)- iycalnol
compounds A. BB andn
and C in the reaction
u
CH,CHO (B) olliwws
CH
uence
(1) Identical CHC=O NLA B C
(2) Functional isomer are qiven by the set
(3) Positional isomer
(1) CHI, H,C-CH,. CH,CH, OH
(4) Optical isomer
(2) CHI. HC-CH. CH,CHO
CCO154
(3) CHI, CH, C-CH,
9. Which of the
following akdehydes does not form CH,cOCH
iodoform heating with iodine and alkali :
on

(1) CH H (4) CHI. CH CH-CH, CH-CH,

OH
HDO159
(2) 1CH,CHO
13. In the reaction sequence
(3) CH-CH-CHO
RCOCI+ H BOA HCN BHC

(9) CH-CH-t-H A,B and C are given by the set :

OH
(1) RCHO, RCH(OH}CN, RCH(OH)CH,NH2
HDO155
(2) RCHO, RCH(OHJCN, RCHOH)COOH
10. A carbonyl compound gives a positive iodoform test
(3) RCHO, R-C-CH,,R-CH-C-OH
but does not reduce Tollen's reagent or Fehling's
O
solution. It forms a cyanohydrin with HCN, which
on hydrolysis gives a hydroxy acid with a methyl
(4) RCHO, R-CH-CN, R-CH-COOH
side chain. The compound is
CA0160
(1) Acetaldehyde 14. In the reaction sequence
(2) Propionaldehyde
(3) Acetone CH-C=CH g A CHC,R

(4) Crotonaldehyde 1 NaOH

CCo157

. Which of the following statement is wTong :* A, B and C are given by the set

(1) All methyl ketones give a positive iodoform test (1) CH,CHCHO, CH,CH;CH,C, CHIJ
(2) Acetaldehyde is the only aldehyde that gives (2) CH,COCHg, CCl-CH, CHI
iodoform test

(3) All secondary alcohols give positive iodoform (3) CH,COCHg, CCl-CICHJ,.CHI,
OH
test
4) Any alcohol that can be oxidised to an acetyl (4) CH,CH,CHO, CCI-CH-CH,-CH,. CHI
iodoform test OH
group gives a positive
CCO161
HDO158
 94 Pre-Medical: Chemistry
3. The reagents A and B in the reaction sequence 20. ALLR
CH,CHO and CF,OCH, can not be distin
stingushe
CHCOOCH CH COOCCH), (1) Fehling solution
CH CONHNH, (2) Grignard reagent
are given by the set
(3) Schiff's reagent
(1) CH CH OH. H,N-NH,
(4) Tollen's reagent
CH
(2) CH CH-OH, H,N-OH
CH
PO0168
21. CH,CH,CH,-C=N A B
CH,
Product B is
3)C-OH,
CH
H,N-NH
(1) CH-CH,CH-G-OH
CH
4) CH-COH H,N-OH
CH
2) CHCHCH
CA0163
16. Methyl amine reacts with acetyl chloride and forms (3) CH,CHCH,-NC
(1) CH,NH2 (2) CH,NHNa (4) CH,CHCH-NH,
(3) CH NHCOCH (4) (CHNCOCHg
CAO164
17.
CA0170
Intermediates formed during reaction o22. Sodium ethoxide has reacted with ethanoyl chloride
R-C-NH, with Br, and KOH are: The compound that is produced in the above
reaction is
(1) RCONHBr and RNCO (1) Ethyl chloride
(2) RNHCOBr and RNCO
(2) Ethyl ethanoate
(3) RNH-Br and RCONHBr
(3) Diethyl ether
(4) RCONBr,
AM0165 (4) 2-Butanone
CAO171
18. CH,CH,a X Y anhydride Z
23. Sodium phenoxide when heated with CO
Z in the above reaction sequence is
unde
pressure at 125°C yields a product which o
(1) CH,CH,CH,NHCOCH, acetylation produces C
(2) CH,CH,CH,NH,
(3) CH,CHCH,CONHCH, TONa C0. BAcO
(4) CH,CHCH,CONHCOCH
CAO166 The major product C would be :
19. In a set of the given reactions, acetic acid yielded
OH O coCH,
a product C.

CH,COOH- A B » TCoOCH, 2OLcoo

CH,MgBr/O C product C would be:
ether OH
(1) CH,CHOHC,H (2) CH,COCs O cOCH, -COCH,

GH COOH
13) CH,CHIOHCH (4) CH-CIOH)CH,
coCH
CA0167 AEO175
ALLEN
ih of the following reaction
ch o
95
give phenol?
sequence does not I.
Pre-Medical: Chemistry
Select the correct
option for the following reacto
O,Na
NaOH, 623K HCI
C- NatiHSO, 0 H'iransier
ONa OH
300atm () The position of equilibrium is on RHS tor most
ketones
(2) The position of equilibrium is on LHS for most
oleum
1.NaOH.A, aldehydes
2 2.H (3) The hydrogen sulphite addition compoundis
water insoluble

NH, (4) Sulphite addition compounds are useful for

NaNO2 HPO, separation and purification of aldehydes
O HCI
HO 28. Select the correct option about Fehling's test:
CCo225

() Fehling test is given by all aldehydes but not by

ketones
O H (2) A red brown ppt. of CuO confims the test
4 HO (3) Fehling solution'A' is aq.
CuSO
(4) Fehling solution 'B is alkaline sodium potassium
AE0222 citrate
PO0226
25. Which of the following reactions does not give 29. Correct reactivity order towards nucleophilic
aldehyde as major product?
addition is

(0) RCHLOH CrO, O

anhy
2) RCH,OH Gro, OCH NO
(3) RCHOH 573K

(4) RCH,OH RMnO, H

CCo223 CH
26.
(1)b> a>d>c (2) a>b> d>c
Which of the following can be used to prepare
(3) b> d>c>a (4) b> d > a>c
benzaldehyde? CCo227

30. CH-CH-CH,-OH is obtained from following

H
C-d pd-BaSO CH
method

OCH, Ch HO (1) CH-CHÇH-CI + H,O

CH,
CrO, HO. (2) CH,CHO, CH CH,MgBr, H,O
(
O-CH CH,CO),0, 0-10C A

(3) H-CHO, CH, ÇH Mg Br, H,O

CO, HCI CH,
anhy.AlCl/CuCl
(4) CH-CH-CH-NH,+HNO,
)1,11 (2)I1, I1, IV
CH,
(31, I1, IN (4) 1, II, 1, IV CC0228

CCo224
 P'rc-Mcdual: Chemistry ALLEW
31 the reatron 34. Which of the following reagents is/are
given reaction ?
used
nnthe
h OF
293K Major RCHO RCOOH
(1) KMnO,/H (2) Potassitum dichromet
Th Taxt product is (3) Tollen's reagent 4) All of the above
35.
CC0232
Whinch of the following statements is/are corec?
11 h-CH Ph (2) (1) Aldehydes are generally oxikdised
Ph-C-O-Ph-CH-OOH conditions
under vigorous
OH
(2) Ketones are easily oxidised to
carboxylic acids
even under mikd oxidising agents
(3) Oxiclatikon of ketones involves carton
FH Ph (4) Ph-CH-CH-C-Ph carbon bond
cleavage to give a mixture ot carboxylic acids

having lesser number of c-atoms tharn the

parent
CCo229 ketones.
32. Wuch of the folkowing substrates given the same (4) All of the above
u c t orn the reducton with DIBAL H?
CCO233
1CH 4CH) CN and CH CH), COOH 36. Which type of reaction(s) is/are involved in the
2CH 4CH), CN and C1 (CH), COOCH Cannizzaro reactio?
(3)CH 4CH) COOH1 and CH (CH), COCH (1) Reduction
(2) Oxixdation
4Ci 4C1H)COO 1and CI,(CH), COOCH (3) Both (1) and (2) (4) None of these
AM0230
CCO234
33. Choose the comect altematve 37. The
trom the tollowing proxtuct tormed during Hell-volhard-Zelins
Ketones ate nore reactive than aldehydes reaction Is
towards NAR
(1)RCH COOH
12) Aldenydes are more reactive than ketones (2)R-CH-cOX
towards NAR

3Fomadehyde is the least reactive carbonyl

Compound towards NAR
(3 RC CH COOH
(4) Stenc fhindrance does not play a roke to eftect the (4)R-CH-CH-COOt
reactivty of carbonyl componds towards NAR
CC0231
CA0235