

® 1
4. Which of the following molecules does not
ISOMERISM
show stereo isomerism ?
1. Assertion A : Enol form of acetone
(1) 3,4-Dimethylhex-3-ene
[CH3COCH3] exists in < 0.1% quantity.
(2) 3-Methylhex-1-ene
However, the enol form of acetyl acetone
(3) 3-Ethylhex-3-ene
[CH3COCH2OCCH3] exists in approximately
(4) 4-Methylhex-1-ene
15% quantity.
5. The number of acyclic structural isomers
Reason R : enol form of acetyl acetone is
(including geometrical isomers) for pentene are
stabilized by intramolecular hydrogen bonding,
____
which is not possible in enol form of acetone.
6. Staggered and eclipsed conformers of ethane
Choose the correct statement :
are :
(1) A is false but R is true
(1) Polymers (2) Rotamers
(2) Both A and R are true and R is the correct
(3) Enantiomers (4) Mirror images
explanation of A
7. The dihedral angle in staggered form of
(3) Both A and R are true but R is not the
Newman projection of 1, 1, 1-Trichloro ethane
correct explanation of A
is ......... degree. (Round off to the nearest
(4) A is true but R is false
integer)
2. Compound with molecular formula C3H6O can
(Round off to the nearest integer)
show :
8. The number of stereoisomers possible for 1,2-
(1) Positional isomerism
dimethyl cyclopropane is :
(2) Both positional isomerism and metamerism
(1) One (2) Four
(3) Metamerism
(3) Two (4) Three
(4) Functional group isomerism
9. Arrange the following conformational isomers
3. Which one of the following pairs of isomers is
of n-butane in order of their increasing potential
an example of metamerism ?
energy :
CH
H CH3 H CH3 CH3 H
CH3 H CH3 H
(1) CH3CH2CH2CH2CH3 and H3C–C–CH3
CH3 H
H CH3 H H H H H H H H H3C CH3 H
O
I II III IV
(2) C6H5 and H5C6 H
(1) II < III < IV < I
O (2) I < IV < III < II

OH (3) II < IV < III < I

(4) I < III < IV < II
OH and H5C6
(3) H5C6

O O
(4)
and

E

2 ®
SOLUTION 7. Official Ans. by NTA (60)
1. Official Ans. by NTA (2) Sol. 1,1,1–Trichloro ethane [CCl3–CH3]
Sol. CH3–C–CH3 CH2=C–CH3 Cl
H H
O OH
(Keto form) (enol form) Dihedral angle() = 60°
Cl Cl
enol from of acetone is very less (< 0.1 %)

H-bonding H
H O
O (Newmonns stqqared form)
CH3–C–CH2–C–CH3 CH3–C C
CH
CH3 8. Official Ans. by NTA (4)
O O
enol from (more than 50%)
Sol. + +
2. Official Ans. by NTA (4)
Sol. C3H6O  CH3–CH2–CH=O A B C

& CH3–C–CH3 9. Official Ans. by NTA (4)

O Sol. More stable less potential energy.
They are functional group isomerism. Stability order : I > III > IV > II
3. Official Ans. by NTA (4) So
O Potential energy : II > IV > III > I
Sol.

are metamers.
4. Official Ans. by NTA (3)
Sol. 3-Ethylhex-3-ene will not show stereo
isomerism it's diagram is.
(1) Not show
geometrical
isomerism
(2) Not show
optical
isomerism

5. Official Ans. by NTA (6)

Sol.
(trans)

(cis)

6. Official Ans. by NTA (2)

Sol. Staggered and eclipsed conformers of ethane
also known as rotamers