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Goc

The document appears to be a set of multiple choice questions about organic chemistry concepts. It includes questions about carbonation stability, ketone-enol tautomerism, canonical structures, acidity, stereochemistry, optical activity, geometrical isomerism, heats of combustion, acidity, glucose conformers, and bond lengths.

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Avish Bhatia
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0% found this document useful (0 votes)
20 views10 pages

Goc

The document appears to be a set of multiple choice questions about organic chemistry concepts. It includes questions about carbonation stability, ketone-enol tautomerism, canonical structures, acidity, stereochemistry, optical activity, geometrical isomerism, heats of combustion, acidity, glucose conformers, and bond lengths.

Uploaded by

Avish Bhatia
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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GOC&I

SOMERI
SM

1. Whi
choft
hef
oll
owi
ngcar
bocat
ioni
smostst
abl
e?

(
A) (
B)

(
C) (
D)

2. Ket
o-enol
taut
omer
ism i
sobser
vedi
n

(
A) (
B)

(
C) (
D)

3. Exami
net
hef
oll
owi
ngt
wocanoni
calst
ruct
uresandchooset
hecor
rectst
atement

f
rom t
hegi
venbel
ow

(
A)Iismor establethanII
(
B)I&I Iareknownasequi valentcanoni
calf
orms
(
C)IIi
smor establethanI
(
D)IandI Ihavesamest abi
lit
y
4. Whatisthebasi cstr
engthorderofthefol
lowi
ng?

(
A)1>2>3>4 (
B)4>1>2>3 (
C)4>3>1>2 (
D)3>4>1>2

5. Whi
choft
hef
oll
owi
ngi
sleastaci
dic?

(
A) (
B)

(
C) (
D)

6. Consi
dert
hef
oll
owi
ngcompounds
Ar
ranget
hesecompoundsi
ndecr
easi
ngor
deroft
hei
rbasi
cit
y

(
A)S>P>R>Q (
B)S>P>Q>R

(
C)P>Q>R>S (
D)Q>R>P>S

7. Thei
ncr
easi
ngor
derofst
abi
l
ityoft
hegi
vencar
bocat
ions

(
A)1<2<3 (B)3<2<1 (C)2<3<1 (
D)1<3<2
8. Whi
choft
hef
oll
owi
ngcompoundsi
sopt
ical
l
yacti
ve?

(
A)CH3CH2COOH (
B)CH3CHOHCOOH

(
C)HOOCCH2COOH (
D)CH3.
CO.
COOH

9. Howmanyopt
ical
l
yact
ivest
ereoi
somer
sar
epossi
blef
orbut
ane-
2,3-
diol
?

(
A)1 (
B)2 (
C)3 (
D)4

10. Whi
choft
hef
oll
owi
ngcompoundwi
l
lshowgeomet
ri
cal
isomer
ism?

(
A) Ph-
CºC-
Me (
B) (
C6H5)
2N2

(
C) (
D)

11. Fi
ndoutt
hecor
rector
derf
orheatofcombust
ionoft
hesecompounds:

(
A)X>y>Z (
B)Z>Y>X (
C)Y>Z>X (
D)Z>X>Y

12. I
dent
if
ythecompoundwhi
chcont
ainmostaci
dichy
drogen:
(
A) (
B)

(
C) (
D)

13. Thedecr
easi
ngor
derofst
abi
l
ityoft
hebel
owment
ionedcar
bocat
ionsi
s

(
A)4>3>2>1 (
B)4>2>3>1 (
C)3>4>2>1 (
D)none

14. (
+)-
glucoseand(
-)
-gl
ucosear
e

(
a)Conf
ormer
s (
b)Epi
mer
s

(
c)Anomer
s (
d)Enant
iomer
s

15. Whi
choft
hef
oll
owi
ngi
scor
rectsetofphy
sical
proper
ti
esoft
hegeomet
ri
cal
isomer
s:

Di
pol
emomentBoi
l
ingpoi
ntMel
ti
ngpoi
ntSt
abi
l
ity

(
a) I>I
I I>I
I I
I>I I>I
I

(
b) I
I>I I
I>I I
I>I I
I>I

(
c) I>I
I I>I
I I>I
I I>I
I

(
d) I
I>I I
I>I I>I
I I>I
I

16.
(
C–O)bondl
engt
hsdesi
gnat
edbya,
b,ganddar
einor
der:

(
a) α=γ<β=δ (
b) α<γ<δ<β

(
c) α<γ=δ<β (
d) Al
lequal

17. Whichoft
hef
oll
owi
ngi
sthecor
rector
deroft
hemagni
tudeof–Ief
fectamongt
he
gr
oupsgiv
en:

(
a) –F>–NO2>–COOH>–OCH3

(
b) –NO2>–F>–COOH>–OCH3

(
c) –NO2>–COOH>–F>–OCH3

(
d) –COOH>–NO2>–OCH3>–F

18. Di
pol
emomentoft
hebel
owcompoundwi
l
lbe

(
a) (
A)=6.
87D;
(B)=4.
11D

(
b) (
A)=4.
11D;
(B)=6.
87D

(
c) (
A)=4.
11D;
(B)=4.
11D

(
d) (
A)=6.
87D;
(B)=6.
87D

19. Mar
kthecor
rectst
atement

(
a) H3O+assuchi
sel
ect
rophi
l
easwel
lasnucl
eophi
l
e

(
b) H3O+assuchasel
ect
rophi
l
ebutnotnucl
eophi
l
e

(
c) H3O+assuchi
sthenei
therel
ect
rophi
l
enornucl
eophi
l
e

(
d) H3O+assuchi
snucl
eophi
l
ebutnotel
ect
rophi
l
e

20. Whi
choft
hef
oll
owi
ngi
sleastaci
d?

(
a) o-
Ant
hrani
l
icaci
d (
b)o-
sal
i
cyl
i
caci
d

(
c) o-
Tol
uicaci
d (
d)m-
sal
i
cyl
i
caci
d
21. I
naqueoussol
uti
onwhi
chwi
l
lactasst
rongestbaseamongt
hef
oll
owi
ng

(
a) CH3NH2 (
b) (
CH3)
2NH

(
c) (
CH3)
3N (
d) CH3CH2NH2

22. (+)
-2-Butanol
has=+13. 9°.Asampl eof2-but
anolcontai
ningboththeenant
iomers
wasf oundtohaveaspecif
icrotati
onv al
ueof–3.5°undersimi
larcondi
ti
ons.The
percentagesoft
he(+)and( –)enanti
omer spr
esenti
nthemi xt
ureare,r
especti
vel
y:

(
a) 37.
4%and62.
6% (
b) 62.
6%and37.
4%

(
c) 42.
2%and57.
8% (
d) 35.
5%and64.
5%

23. I
nwhi
chcasebondl
engt
hofC–Obondi
smaxi
mum

(
a)Car
boxy
lat
eion (
b)Phenoxi
dei
on

(
c)p-
nit
rophenoxi
dei
on (
d)2,
4di
nit
rophenoxi
dei
on

24.

St
abi
l
ityor
deramongt
heset
aut
omer
sis

(
a) I>I
I>I
II (
b) I
II>I
I>I

(
c) I
I>I>I
II (
d) I
I>I
II>I

25. Whi
choft
hef
oll
owi
ngi
slessst
abl
ethant
her
emai
ningt
hree
(
a) (
b)
(
c) (
d)
26. IUPACnameoff
oll
owi
ngcompoundi
s:

(
a) 3,
3-Di
met
hyl
-5-
ethy
lhept
ane(
b) 5,
5-Di
met
hyl
-3-
ethy
lhept
ane

(
c) 5-
Ethy
l-
3,3-
dimet
hyl
hept
ane (
d) 3-
Ethy
l-
5,5-
dimet
ylhept
ane
27. Decr
easi
ngor
derofaci
dicst
rengt
hoff
oll
owi
ngcompoundsar
e:

I I
I I
II I
V

(
a)I
I>I>I
V>I
II (
b)I
I>I
V>I
II>I

(
c)I>I
I>I
II>I
V (
d)noneoft
hese

28.

A B

CompoundsAandBar
erel
atedas:

(
a)Enant
iomer
s (
b)Di
ast
ereomer
s

(
c)Gemet
ri
cal
Isomer
s (
d)const
it
uti
onal
Isomer
s

29. A= B=

AandBar
erel
atedas:

(
a)Chai
nIsomer
s (
b)Posi
ti
onI
somer
s

(
c)Bot
hchai
n&posi
ti
onI
somer
s (
d)samecompound

30. Et
hyl
alcohol
ismi
sci
blewi
thwat
eri
nal
lpr
opor
ti
onsbecause:

(
a)ofi
tsaci
dicnat
ure (
b)i
tisneut
ral

(
c)i
treact
swi
thwat
er (
d)i
tfor
msH-
bonds.

31. Ring-chaini
somersdev el
opwhen
(a)Oneisomerhasopen- chai
nstructur
ewhil
etheotherhasri
ngstr
ucture
(b)Bothisomershaveringstr
ucturesbutt
henringsi
zeshouldbedif
ferent
(c)Bothisomershaveringstr
ucturesbutt
henri
ng-si
zeshouldbesame
(d)Both(a)and(b)
32. Arrangetheacidi
cstrengthoffol
lowinghydr
ogensinthedecr
easi
ngorder.
(
A)c>b>a (
B)a>b>c (
C)a>c>b (
D)b>a>c

33.

Compar
ethebondl
engt
hsa,
b,andc.

(
A)c>b>a (
B)c>a>b (
C)a>c>b (
D)b>a>c

34. Compar
ethebasi
cst
rengt
hoft
hef
oll
owi
ngbases.

(
A)i
>ii
i
>ii (
B)ii
>iii
>i (
C)i
>ii
>ii
i (
D)ii
i>
i
i>i

35. Compar
etheaci
dic
str
engt
hoft
hef
oll
owi
nghy
drocar
bons:

(
A)i
i
i>i
i>i (
B)i
>ii
>ii
i (
C)i
>ii
i>i
i (
D)i
i>i
>ii
i

36.

Compar
etheaci
dicst
rengt
hoft
hel
abel
l
edhy
drogens

(
A)a>c>d>b (
B)c>a>d>b (
C)d>a>b>c (
D)d>a>c>b

37. Whi
choft
hef
oll
owi
nghasl
ongestC–Obond:

(
a)
(
b) (
c) (
d)
(
a)
38. Whi
choft
hef
oll
owi
ngi
snotar
esonat
ingst
ruct
ureoft
heot
her
s?

39. Whichof
the fol
l
owing
compounds
hast
hehi
ghestPKav
alue?

40. Asser
ti
on(A):Ther
eisevi
dencef
orexi
stenceofN-met
hyl
acet
ami
dei
ntwo
st
ruct
ural
for
msIandIIasshownbel
ow:

Reason(
R):Rot
ati
onaboutC–Nbondi
srest
ri
ctedduet
oresonance.

41.

42. Thecompoundwhi
chgi
vesmostunst
abl
ecar
boni
um i
onondehy
drat
ioni
s

(
A) (
B) (
C) (
D)

CH3-
CH2-
OH
43. Ket
o-enol
taut
omer
ism i
sobser
vedi
n

(
A)C6H5-
CHO (
B)C6H5COCH2COCH3 (
C)C6H5-
CO-
C6H5 (
D)Al
loft
hese

44. Whi
choft
hef
oll
owi
nghast
hehi
ghestv
alueofpKa?

(A)CH3CH2OH (
B)Cl
CH2CH2OH (
C)CH3CH2CH2OH (
D)
CH3CH(
CH3) OH

45. Themai
npr
oductofdehy
drohal
ogenat
ionof2-
iodobut
anei
s

(
A)1-
but
ene (
B)2-
but
ene (
C)n-
but
ane (
D)AandBequal
l
y

46. Addi
ti
onofHBranal
kenei
npr
esenceofper
oxi
det
akespl
acet
hrough

(
A)Car
bocat
ionf
ormat
ion (
B)Fr
eer
adi
cal
mechani
sm

(
C)Car
boani
onf
ormat
ion (
D)Noneoft
hese

47. Amongstthef
oll
owi
ng,
themostbasi
ccompoundis
(
A)Benzy
alami
ne (B)Ani
l
ine (C)Acet
ani
li
de (
D)p-
Nit
roani
l
ine

48. Theorderofbasi
cstrengthamongt
hef
oll
owi
ngami
nesi
nbenzenesol
uti
oni
s
(
A)CH3NH2(CH3)3N(CH3)2NH (
B)
(
CH3)
2NHC H3NH2(CH3)¬¬3N

(
C)CH3NH2(
CH3)
2NH(
CH3)
3N (
D)(
CH3)
3N(
CH3)
2NH
CH3NH2

Par
agr
aph

Readt
hepar
agr
aphcar
eful
l
yandanswert
hef
oll
owi
ngquest
ions:

Aplanewhichbisect
sacompoundintotwoequalpar
tsand
bothpar
tsappeartobethemi
rr
ori
mageofeachother,
issai
d
tohaveasymmet r
yknownaspl
aneofsymmetr
y.

Anymol ecul
ethathasaninter
nalmi
rr
orpl
aneofsy mmet
ry
cannotbechi r
al,ev
en t
hrough i
tmaycont
ain asy
mmetr
ic
carbonatoms.

1. Whi
choft
hef
oll
owi
ngcompoundsdoesnotcont
ainpl
aneofsy
mmet
ry?

(
A
(
B) (
C) (
D)
)

2. Whi
choft
hef
oll
owi
ngcompoundsi
sopt
ical
l
yact
ive?
(
A
(
B) (
C) (
D)
)

3. Whi
choft
hef
oll
owi
ngcompoundsi
snotchi
ral
?

(
A
(
B) (
C) (
D)
)

Answer
s

1. D 2.C 3.C 4.B

5. C 6.A 7.B 8.B

9. B 10.B 11.C 12.B

13. B 14.D 15.D 16.C

17. C 18.
A 19.C 20.
D

21. B 22. A 23. B


24. D

25. A 26.
C 27.B 28.
D

29. A 30.
D 31. C 32.
C

33. A 34.
C 35. B
36.
C

37. B 38.
A 39. A
40.
A

41. A 42.
D 43.
B 44.
D 45.B
46. B 47.
A 48.
B 1. D 2. C
3. B

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