Class XII Haloalkanes, Alcohol, Phenol & Ether

Total Marks : 120 Time Taken : 60 Min.

Neet / Aiims 5. The end product (B) in the following sequence of
Only One Option Correct Type reactions is
1. Which of the following are arranged in the decreas- KCN H +/H 2O
CH3Cl [A] [B]
ing order of dipole moment?
(a) CH3Cl, CH3Br, CH3F (a) CH3COOH (b) HCOOH
(b) CH3Cl, CH3F, CH3Br (c) CH3NH2 (d) CH3COCH3
(c) CH3Br, CH3Cl, CH3F 6. 1-Propanol and 2-propanol can be distinguished
(d) CH3Br, CH3F, CH3Cl by
OCH3 (a) oxidation with alkaline KMnO4 followed by
(CH3)3CCl Cl2 HBr, Heat
2. A reaction with Fehling solution
anhyd. AlCl3 FeCl3
(b) oxidation with acidic dichromate followed by
The final product A, is reaction with Fehling solution
(c) oxidation by heating with copper followed by
reaction with Fehling solution
(a)
(d) oxidation with concentrated H2SO4 followed
by reaction with Fehling solution.
(b) 7. Which of the following compounds undergo
nucleophilic substitution reaction most readily?

(a) Cl NO2 (b)

(c)

(c) Cl OCH3 (d) Cl

(d)
8. The reaction,
H+
2CH3CH2OH 413 K CH3CH2OCH2CH3
3. Consider the following reaction,
is believed to occur through the formation of
H OH + SOCl X
+ +
2 (a) CH3CH2OH2 (b) CH3CH2
+
:

product X formed is (c) CH3CH2 O CH2CH3 (d) all of these.

H OSOCl H
(a) (b)
9. Which of the following cannot form Grignard
H Cl H reagent?
Cl
(c) (d) (a) CH3CH2Br (b) CH2 CHBr
(c) HC CCH2Br (d) CH2 CHCH2Br
4. Consider the following reaction sequence and 10. An organic compound ‘A’ reacts with sodium
identify the product, E. metal and forms ‘B’. On heating with conc. H2SO4,
CH3 CH3 ‘A’ gives diethyl ether. ‘A’ and ‘B’ are respectively
Na/ether Mg (a) C2H5OH and C2H5ONa
H3 C CH3 R X D
H2O (b) C3H7OH and C3H7ONa
CH3 CH3 (c) CH3OH and CH3ONa
E (d) C4H9OH and C4H9ONa
(a) Propane (b) Butane
(c) Isobutane (d) Neo-pentane
 LiX, acetone 17. The product obtained when
11. R L SN2
R X
O
[L is very good leaving group]. is oxidised with HIO4 is
Rate of reaction will be maximum when LiX is
OH
(a) LiI (b) LiBr (c) LiCl (d) LiF
CHO
CH3 CH2 (a) CHO (b)
LiAlH4
12. A is
CH3 O CHO
(d) (d)
CH2OH
(a) (CH3)2CHCH2OH (b) CH3CH2CH2CH2OH
(c) (CH3)3COH (d) CH3CHOHCH2CH3 18. Identify (C) in the following reaction,
Assertion & Reason Type aq. NaOH Al2O3 Cl2/H2O
CH3CH2CH2Br A B C
Directions : In the following questions, a statement of
assertion is followed by a statement of reason. Mark the correct (a) CH3CHOHCH2Cl
choice as : (b) CH3CHClCH2Cl
(a) If both assertion and reason are true and reason is the (c) Mixture of CH3CHClCH2Cl and
correct explanation of assertion. CH3CHOHCH2Cl
(b) If both assertion and reason are true but reason is not the (d) CH3CHClCH2OH
correct explanation of assertion.
NuH
(c) If assertion is true but reason is false. 19. R3CX + Nu– NuCR3 + X–
d[NuCR3]
(d) If both assertion and reason are false. [R3CX] [Nu–] dt
13. Assertion : Alkyl iodides darken on standing. I. 0.10 0.0010 1.3 × 10–2
Reason : Alkyl iodides are prepared by Finkelstein II. 0.20 0.0010 2.6 × 10–2
reaction. III. 0.10 0.0020 1.3 × 10–2
IV. 0.30 0.0030 3.9 × 10–2
14. Assertion : The acidity of alcohols follows the order:
With increase in [Nu–] at insignificant level,
1° > 2° > 3° d[NuCR3]
Reason : +I-effect of the additional alkyl groups dt
remains constant. When [Nu–] is increased
favours the cleavage of O H bond. d[NuCR3]
a bit significant level, then also remains
dt
15. Assertion : Nucleophilic substitution reaction on
an optically active alkyl halide gives a mixture of almost constant, but is increasing
dt
enantiomers. significantly. It suggests
Reason : The reaction follows SN1 mechanism. (a) SN2 competes now
(b) E2 competes now
Jee mAiN / Jee ADvANceD / Pets (c) E1 competes now
Only One Option Correct Type (d) reversibility of the reaction.
16. A compound (A) has molecular formula, C7H8O.
It reacts with Na and NaOH and gives violet colour More than One Options Correct Type
with FeCl3, but does not decompose NaHCO3. 20. Which of the following products are obtained
Upon oxidation ‘A’ gives ‘B’ which reacts with during the reaction,
Na, NaOH, NaHCO3 and gives violet colour with HBr
Me3CCH2OH
FeCl3. ‘A’ on nitration gives mononitroderivative. (a) Me3CCH2Br (b) Me2CBrCH2CH3
The molecular structure of ‘A’ is (c) Me3CCH2CH2CMe3 (d) Me3CCHO
21. In the Liebermann test for phenols, which of the
following statements are true?
(a) (b) (a) NO+ is the electrophile attacking on phenol.

(b) Tautomerization of takes

place.
(c) The red colouration is due to formation of
.
(c) (d)
(d) None of these.
 22. The ether, O CH2 H3C CH3 H3 C CH3
when treated with HI produces H3CO H Ph H
(1) (2)
(a) CH2I (b) CH2OH CH3 CH3 H3 C CH3
Cl3C H (H3C)2N H
(3) (4)
(c) OH (d) I
27. What is the order of the compounds towards
23. The well known antipyretic aspirin is not obtained electrophilic addition of HBr?
when (a) 2 > 4 > 1 > 3 (b) 3 > 1 > 4 > 2
(a) phenol is treated with CH3OH in presence of (c) 1 > 2 > 3 > 4 (d) 4 > 1 > 2 > 3
H2SO4
28. If solvent is water, and compound (2) is added to
(b) salicylic acid is treated with acetic anhydride in
Br2 the major product obtained would be
presence of conc. H2SO4
(c) salicylic acid is treated with phenol in presence CH3 CH3 OH
OH
of FeCl3 (a) Ph C CH (b) Ph C CHCH3
(d) salicylic acid is treated with acetyl chloride in Br
CH3 Br
presence of acid/base.
Integer Answer Type
CH3 CH3 CH3 Br
24. Out of the following, the number of compounds
(c) Ph C CH CH3 (d) Ph C CHCH3
which are more acidic than phenol is
Br OH
Matrix Match Type
(i) (ii)
29. Match the entries listed in Column I with
appropriate entries listed in Column II.
Column i Column ii
(Substance) (test)
(iii) (iv)
OH
(A) (P) White turbidity with
HCl/ZnCl2
(B) CH3CH2OH (Q) Violet colour with FeCl3
OH
(v) (vi) CH3CH2CH2OH
(C) CH3 CH Ph (R) Colour change of
Na2Cr2O7 in presence of
H+
(vii) CCl3CH2OH (viii) H2SO4 CH3

25. The total number of alkenes possible by dehydro- (D) CH3 C OH (S) I2/OH– gives bright
halogenation of 3-bromo-3-cyclopentylhexane CH3 yellow ppt.
using alcoholic KOH is
A B C d
26. In the following reaction, how many carbon (a) Q R,S P,R,S PR
atoms are there in the carbocation formed as the (b) Q,P R,S P,Q S
intermediate? (c) P,Q,R Q R,S P,R,S
(d) R,S P Q S
30. Match the entries listed in Column I with
appropriate entries listed in Column II.
Column i Column ii
Comprehension Type (A) (CH3)3CCl (P) Hofmann product
Alkyl halides are prepared by the addition of HX (B) CH3CH2CH2CH2Cl (Q) Saytzeff product
to alkenes, where alkenes are characterized by (C) CH3CHClCH2CH3 (R) E1
C C bonds. As such, they are subjected to electrophilic (D) CH3CHFCH2CH3 (S) E2
addition reactions. Most electrophilic additions obey A B C d
Markownikoff ’s rule. However, some exceptions are (a) P,R S,Q P Q
also observed. Examples of alkenes are listed below (b) R S Q,S P,S
which are used for the preparation of alkyl halides. (c) P,S R S Q,S
(d) P,Q,R P,R S,P Q
 MPP-6 CLASS XII ANSWER KEY
1. (b) 2. (c) 3. (d) 4. (c) 5. (a)
6. (c) 7. (a) 8. (d) 9. (c) 10. (a)
11. (a) 12. (c) 13. (b) 14. (c) 15. (a)
16. (a) 17. (b) 18. (a) 19. (c) 20. (a,b)
21. (a,b,c) 22. (a,c) 23. (a,c) 24. (3) 25. (5)
26. (4) 27. (d) 28. (d) 29. (a) 30. (b)