Test Date : 02/01/2024 For XII JEE CHEMISTRY 1

SECTION-A: SINGLE CORRECT CHOICE

This section contains 40 QUESTIONS. Each question has four choices (a), (b), (c) and (d) out of which ONLY
ONE Option is correct.
1. The IUPAC name of neo-pentane is
(a) 2-methylbutane (b) 2,2-dimethylpropane
(c) 2-methylpropane (d) 3-methyl-1-pentene
2. The IUPAC name of the compound shown below is
Cl

Br
(a) 2-bromo-6-chlorocyclohex-1-ene (b) 6-bromo-2-chlorocyclohexene
(c) 3-bromo-1-chlorocyclohexene (d) 4-bromo-2-chlorocyclohexene
3. IUPAC name of the following compound is
Cl
CH3

Br C2H5
(a) 4-Bromo-6-chloro-2-ethyl-1-methylcyclohex-1-ene
(b) 5-Bromo-1-chloro-3-ethyl-2-methylcyclohex-2-ene
(c) 5-Bromo-3-chloro-1-ethyl-2-methylcyclohex-1-ene
(d) 1-Bromo-5-chloro-3-ethyl-4-methylcyclohex-3-ene
4. Which is the correct IUPAC name of the following compound:
NO2

Cl
CH3
(a) 4-Methyl-5-chloronitrobenzene (b) 2-Chloro-1-methyl-4-nitrobenzene
(c) 3-Chloro-4-methyl-1-nitrobenzene (d) 1-Chloro-2-methyl-5-nitrobenzene
5. The correct name for is
(a) Hexyl benzene (b) Biphenyl
(c) Cyclohexyl benzene (d) Phenyl benzene
6. Which of the following is strongest acid?
(a) Benzoic acid (b) ohydroxy benzoic acid
(c) phydroxy benzoic acid (d) 2,6dihydroxybenzoic acid
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 2
7. Which one of the following carboxylic acid is the weakest acid?
COOH COOH COOH COOH
CH3
(a) (b) (c) (d)
CH3
CH3
8. Which of the following amine is the strongest base?
NH2 NH2 NH2 NH2
CH3
(a) (b) (c) (d)
CH3
CH3
9. Which of the following is a nonaromatic species?

O
O
(a) (b) (c) (d)

10. Amongst the following carboxylic acids, the strongest acid is (for first dissociation of dicarboxylic acid)
COOH H COOH COOH
(a) C C (b) C C
H COOH H H
(c) CH3CH2COOH (d) CH3COOH
11. Which of the following set explains increasing dipole moment of?
(I) toluene (II) mdichlorobenzene
(III) odichlorobenzene (IV) pdichlorobenzene
(a) (I) < (IV) < (II) < (III) (b) (IV) < (I) < (II) < (III)
(c) (IV) < (I) < (III) < (II) (d) (IV) < (II) < (I) < (III)
12. The following compounds:
OH OH OH OH

NO2
CH3 NO2
(I) (II) (III) (IV)
The order of acidity is:
(a) (III) > (IV) > (I) > (II) (b) (I) > (IV) > (III) > (II)
(c) (II) > (I) > (III) > (IV) (d) (IV) > (III) > (I) > (II)
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 3

13. Which is the most stable carbocation?


(a) (CH3)2CH+ (b) CH2 (c) CH 2  CH CH 2 (d) (CH3)3C+

14. What is the decreasing order of strength of the bases

OH, NH 2 , HCC and CH 3CH 2 ?
(a) CH 3CH 2 > NH 2 > HCC> OH (b) HCC> CH 3CH 2 > NH 2 > OH
(c) OH> NH 2 > HCC> CH 3CH 2 (d) NH 2 > HCC> OH> CH 3CH 2
15. Which of the following resonating structure is expected to be most stable? (X=Halogen)
CH3 CH3 CH3 CH3
  

(a) 
(b) (c) H (d) H
X H X H X X
16. Which of the following is the strongest base?

(a) .. (b) (c) (d)

N N
.. N N
H H
17. Which of the following zero dipole moment
(a) Cisbut2ene (b) Transbut2ene
(c) But1ene (d) 2methylprop1ene
18. The decreasing order of activity of the various o- and p- directors is
(a) –O–> –OH > –OCOCH3> –CH2CH3 (b) OH > –O–> –OCOCH3> –CH2CH3
(c) OH > –O–> –CH2CH3> –OCOCH3 (d) –O–> –CH2CH3> –OCOCH3> –OH
19. Consider the following carbanions
(1) CH3O— — CH2 (2) O2N— — CH2 (3) — CH2
The correct stability order is given by
(a) 1 > 2 > 3 (b) 3 > 2 > 1 (c) 2 > 3 > 1 (d) 1 > 3 > 2
20. IUPAC name of CH3CH2CH2CH(CH3)COCH3 is
(a) Isohexanone (b) Heptanone
(c) 4–Methylhexan–5–one (d) 3–Methylhexan–2–one
21. The IUPAC name of the following compound is
Cl
CH3–C=CH–CCH
(a) 2–chloropent–2–en–4–yne (b) 4–chloropent–2–en–4–yne
(c) 2–chloropent–3–en–4–yne (d) 4–chloropent–3–en–1–yne
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 4
22. Tautomerism is not exhibited by

(a) CH=CHOH (b) O O

(c) O (d) O

O O
23. Which of the following is the strongest base?
NH—CH3 NH2
(a) (b)
CH3
NH2 CH2—NH2
(c) (d)

24. The IUPAC name of (CH3 )3 C — CH  CH 2 is

(a) 2, 2-dimethylbut-3-ene (b) 2, 2-dimethylpent-4-ene
(c) 3, 3-dimethylbut-1-ene (d) hex-1-ene
25. The most stable free radical among the following is
   
(a) C6H5CH2CH2 (b) C6H5CHCH3 (c) CH3CH2 (d) CH3CHCH3
26. The CH bond length is minimum in
(a) C2H6 (b) C2H4 (c) C6H6 (d) C2H2
27. Which of the following is the most stable carbocation?
CH2+ CH2+ CH2+ CH2+

(a) (b) (c) (d)

NO2 OCH3 Cl
28. Which is not the correct increasing order of the property indicated?
(a) CH3OH < CH3CO2–< CH3O– (base strength)
(b) F   Cl   Br   I  (base strength)
CH3 CH3 CH3
  
(c) < < (stability of free radicals)
Cl Cl Cl
Cl
(d) < < (dipole moment)
Cl
Cl
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 5
29. Compared to benzoic acid, pKa values of (A), (B) and benzoic acid (C) are in order:
H H
C C

(A) (B)
(a) (A) < (B) < (C) (b) (C) < (B) < (A)
(c) (B) < (A) < (C) (d) (A) < (C) < (B)
30. Which of the following compounds are resolvable?
CH3
(a) CH2=CHCCH=CH2 (b) CH3NHC2H5
H
H CH3 H3C CH3
CONH CONH
(c) (d)
NHCO NHCO
CH3 H H H
31. Only two isomeric monochloro (structural isomerism only) derivatives are possible for
(a) nbutane (b) 2,2dimethyl pentane
(c) benzene (d) 2methyl pentane
32. Geometrical isomerism can exist for
H
(a) CH3CH2COH (b) CH3CH=C=C=CHCH3
CH3
Cl Cl
(c) CH3CCHCH3 (d) CH3CH=CHCH3
Cl
33. The IUPAC name of the following compound is
OH

CH3
(a) 3methylcyclo1betene2ol (b) 4methylcyclo2-butene1ol
(c) 4methylcyclo1butene3ol (d) 2methylcyclo3butene1ol
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 6
O
34. The IUPAC name of the compound is CH2–CH–CH3
(a) propylene oxide. (b) 1,2–epoxypropane
(c) 1,2–oxopropane (d) 1,2–propoxide
35. Which of the following is the correct order of stability of different conformations of butane?
(a) Staggered > Gauche > Partially eclipsed > Fully eclipsed
(b) Gauche > Staggered > Partially eclipsed > Fully eclipsed
(c) Staggered > Fully eclipsed > Partially eclipsed > Gauche
(d) None of these
36. The following pair of compounds is best described as:H C
3
CH3
CH3

CH3 CH3
(a) identical (b) H 3C
diastereomers H3C(c) enantiomers (d) none of the above
37. The following compounds differ in respect of:
O OH O OH
HO HO

HO OH HO OH
OH OH
(a) their chemical and physical properties
(b) nothing
(c) the direction in which they rotate plane of polarized light
(d) their interaction with molecules
38. Which of the following compound are meso forms?
CH3 CH3 CH3
H OH H CI
H OH CI H
CH2CH3 CH3
1 2
CH3

(a) 1 only (b) 3 only (c) 1 and 2 (d) 2 and 3

39. The structure of (S) –2–fluorobutane is best represented by :
F H CH3
F F H
(a) || (b) C H (c) C F (d)
CH3 CHCH2CH3 H3C H3C CH2CH3
CH2CH 3 CH2CH 3
40. How are the following compounds related?
H3C Br H3C CH 3
H3C
CH3 Br
Br
H Br H Br
(a) Diastereomeres (b) Enantiomers (c) Meso compounds (d) Identical
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 7

SECTION – B : NUMERICAL VALUE TYPE

This section contains TEN QUESTIONS. The answer to each question Should be in numerical value.
The correct digit below the question number in the ORS is to be bubbled.

41. For the compound,

total number of optical isomers will be

42. How many optically active stereoisomers are possible for butane2, 3diol?
43. How many acyclic structural isomers can be drawn for the molecular formula C3H6O?
44. How many of the following represents the correct IUPAC name for the compounds concerned?
(A) 2,2-Dimethylpentane (B) But-3-yn-1-ol
(C) 2,47-Trimethylocatane (D) 1, 2-Dimethylpentane
(E) 2-Chloro-4-methylpentane (F) 4-Chloro-2-methylpentane
(G) 2,5,7-Trimethyloctane (H) But-4-ol-1-yne.
45. How many of the following pairs of compounds are represents position isomer?
O

(a) CH3CH 2CH 2CH 2CHO and CH3  CH 2  CH2  C  CH3
(b) CH3  CH2  CH2  C  CH3 and CH3  CH  CH2  CHO
 |
O CH3
(c) CH3  CH 2  CH 2  C  CH3 and CH3  CH 2  C  CH 2  CH3
 
O O
(d) CH3  CH 2  C  CH 2  CH3 and (CH3 ) 2 CH  CH 2  CHO

O
46. The following molecule is fluorometholone, a steroidal anti-inflammatory agent. How may stereo centresdoes
if contain?
O
CH3
CH3
OH OH

H3C H

F H
O
CH3
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 8
47. The maximum number of stereoisomers(optically active only) that could exist for the compound below ?
Br Br
H3C
CH3
Br Br
48. Observe the following compound and write the number of hydrogen atom involved in hyperconjugation (with
carbocation)?
+

49. Value of x used for completion of reaction will be:

HOOC OH

–
C=CH (1mol) 
x mole NaNH2


OHC
50. In how many species positive charge is not delocalized.
+ +
NH2 NH3
+
H +
N N
H
O O+ N
+ H H
Space for rough

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 9

Hints and solution: XII JEE BATCH

Section-A : Single correct type
1.[b] neo-pentane or 2,2-dimethylpropane

2.[c] 3-bromo-1-chlorocyclohexene
Cl
1
6 2
3
5 Br
4
3.[c] 5-Bromo-3-chloro-1-ethyl-2-methylcyclohex-1-ene
Cl
3 2 CH
4 3

Br 5 6 1 C2H5

4.[b]
5.[c]
6.[d]
7.[d] Due to + HC effect of ―CH3 group
8.[d] ―CH3 at ortho and para position donates electron due to +HC but ortho ―CH3 creates steric hindrances to
salvation of conjugate acid.
9.[d]
10.[b] There is intramolecular H-bond in conjugate acid of (b) which increases its stability
Intramolecular H-bond in
-
O HO conjugate acid
O O

CH3 Cl OH Cl
Cl
11.[b]
Cl
Cl
(I) (II) (III) (IV)
R = 12   22  21 2 cos 
R = 1 2(l  cos ) 1 = 2 and CH3 is electron releasing group.
OH OH OH OH

12.[d]
NO2
CH3 NO2
+ I & Hyperconjugation  I effect  I effect & R effect
effect
(I) (II) (III) (IV)
13.[d] Stability order : 3> benzylic > allylic > 2> 1
14.[a]
15.[b] Here in the given problem, carbocation (b) is stabilized most, as the CH3 group is attached to the carbon
bearing positive charge.

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 10
16.[d]
CH3 H
17.[b] C=C
H CH3
 of CCH3 bonds cancel each other.
18.[a]
19.[c] –NO2 group is electron withdrawing, –OCH3 group is electron releasing.
20.[d]
21.[d]
22.[b]
23.[d] Except option (d), in rest of the compounds, the lone pair of electrons present on nitrogen is in resonance
with ring and thus makes it less basic. In option (d), the system is not conjugated and thus lone pair of
electron remains on nitrogen.
CH3
4 3 2 1
24.[c] CH 3  C  CH  CH 2
CH3
25.[b] It is benzylic as well as a secondary radical.
26.[d] More the scharacter in hybrid orbital, lesser is the bond length.
27.[c] OCH3 is activating group because of +R effect.
28.[b] HI > HBr > HCl > HF (acid strength)
Hence, basic strength increases in the following order:
I< Br< Cl< F.
29.[b]
30.[d]
31.[a]
32.[d]
33.[b]
2 OH
1

3 4 CH3

O
34.[b] CH2–CH–CH3 1,2epoxypropane
1 2 3
35.[a] It is the stability order for various conformers.
36.[d]
37.[c]
38.[b]
39.[c]
40.[a]
Section-B : Numerical Value type

.
. chiral centre
41.[4]

42.[2] Butane23diol is CH3CH(OH)CH(OH)CH3 having 2 asymmetric carbon atom and have symmetry.
Thus, number of optically active isomers = 2n1 = 221 =2.

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in
Test Date : 02/01/2024 For XII JEE CHEMISTRY 11
O O
43.[4] CH3CH2–C–H, CH3–C–CH3, CH2=CH–O–CH3, CH2=CH–CH2OH
44.[4] Correct IUPAC Names are ─ 2,2-DimethylPentane ; 2,4,7-Trimethyloctane; 2-Chloro-4-methylpentane,
But-3-yn-1-ol
45.[1]

46.[8]
47.[8]
48.[6]
49.[3]
50.[5]

*****

Raman Niwas, Near Akashwani, Mahmoorganj, Varanasi, Ph (0542) 2363455, Website: www.catjee.in