Sri Chaitanya IIT Academy 20-01-18_Jr.

Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
CHEMISTRY Max. Marks: 61
SECTION – I
(SINGLE CORRECT CHOICE TYPE)
This section contains 7 multiple choice questions. Each question has 4 choices (A), (B), (C) and (D) for its
answer, out of which ONLY ONE is correct.
Marking scheme +3 for correct answer , 0 if not attempted and -1 in all other cases.
19. In the reaction
H3C
(i) Hg(OAc)2,H2O
CH CH CH3 Major product(X)
(ii) NaBH4
H3C

X will be
H3C H3C
CH2 CH CH3 CH2 CH2 CH2
H3C OH H3C OH
A) B)
H3C H3C
CH CH2 CH3 C CH2 CH2 CH3
H3C OH H3C OH
C) D)

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
20. Which of the following alkenes give same product in HBO, oxymercuration –
demercuration and acid catalysed hydration

CH2
CH3
CH3
H3C CH2

CH3
A) B) C) D)
CH3
HO

CH3
21. For preparation of , which of the following combination is most
suitable
CHO
+ CH3CH2MgBr
A)
O

CH3 + CH CH MgBr
3 2
B)
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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
O

CH3 + CH3CH2MgBr
C)
O

Et
O + CH3 MgBr(excess)
D)
22. Primary alcohol can easily be prepared from primary alkyl halide via S N 2 reaction
with aqueous NaOH . However. Similar method does not work for the preparation of
tertiary alcohol. Which reaction can be used for the efficient preparation of tertiary
alcohol (tertiary butanol) from tertiary butyl bromide ?
C2 H 5OH H 2 SO4
A) CH 3 3 CBr KOH Heat
H 3O
B) CH 3 3 CBr CH 3COOAg aq
Mg i O2
C) CH 3 2 CHCH 2 Br C2 H 5 2 O ii H 3O

KOH / Ethanol i B3H 6

D) CH 3 3 CBr ii H 2O2 / NaOH

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
23. The order of reactivity of the following alcohols towards conc. HCl is

A) I > II > III > IV B) I > III > II > IV

C) IV > III > II > I D) IV > III > I > II
24. Which one/ones of the following reactions will yield 2-propanol? Choose the right
answer from (A), (B), (C) and (D)

H i CH 3 MgI
i) CH 2 CH CH 3 H 2O ii) CH 3 CHO
ii H 2O
i C2 H 5 MgI Netural KmnO4
iii) CH 2O iv) CH 2 CH CH 3
ii H 2O
A) I and II B) II and III C) III and I D) II and IV
25.
( i ) CH 3 MgBr ( excess )
Ethyl ethanoate ( i ) H 3O
P. The product P is

A) B) C) D)

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
SECTION-II
(ONE OR MORE OPTIONS CORRECT TYPE)
This section contains 7 multiple choice equations. Each question has four choices (A) (B),(C) and (D) out of which
ONE or MORE THAN ONE are correct.
Marking scheme: +4 for all correct options, 0 if not attempted and -2 in all wrong cases.
26. Which of the following can be reduced to alcohol on reaction with LiAlH4 followed by
acidification?
A) RCOCl B) RCOOCOR
C) RCOOH D) RCOOR
27. The correct order of decreasing case of acid catalysed esterification.

A)

B)

C)

D) (CH3)3 COH > CH 3 (CH 2)3OH > CH 3 CH 2CH(OH)CH 3

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
28. Which of the following Grignard’s synthesis can result into 2 – cyclopentyl -2 butanol ?
O
MgBr
CH3 H3O+
+
H3C
A)
O
MgBr

+ CH3 H3O+
H3C
B)
O

CH3 H3O+
+ CH3CH2MgBr
C)
O

CH3
H3O+
+ CH3MgBr
D)

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
29.

30. The major product of the following reaction is

HO *
NH2
NaNO2
Major product
HCl

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
O O O
O *
* * *

A) B) C) D)
31. The reagent used to prepare alcohol form carbonyl compounds is/are
A) LiAlH 4 B) Na / C2 H 5OH C) NaBH 4 D) CH 3 MgBr
32. Consider the following substituted ethanol G CH 2CH 2OH which group(s) when
present as G gives greater equilibrium of gauche conformer than its anti counterpart ?
A) OH B) F C) NH 2 D) NO2
SECTION – III
(PARAGRAPH TYPE)
This section contains 2 groups of questions. Each group has 2 multiple choice questions based on a paragraph.
Each question has 4 choices A), B), C) and D) for its answer, out of which ONLY ONE is correct.
Marking scheme: +3 for correct answer, 0 if not attempted and 0 in all other cases.
Paragraph For Questions 33 and 34
Consider the following sequence of reaction, compound
Mg (i) CH3COCH3
C7 H11Br (A) B
Et2O (ii) H3O+

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
H2SO4 H
B C10H16(C) 2 2-methylpropylcyclohexane .
heat Pt,

33. The structure of compound B is

CH3
H3C OH
OH CH3

CH3
A) B)
OH
OH
CH3 CH3

CH3 CH3
C) D)

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
34.

(i) LiAlH4 (i) B2H6.THF

A X
(ii) H3O+ (ii) H2O2,NaOH

Hence, X is
OH CH3
CH3

A) B) OH

CH3 CH3

CH3
+

OH OH OH
C) D)
Paragraph for Questions 35 and 36
An organic compound X C9 H12O gives the following reactions :
i) Na- Slow gas bubble formation
ii) Acetic anhydribe – Pleasant smelling liquid

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
iii) CrO3 H 2 SO4 Blue – green solution
iv) Hot KMnO4 – Benzoic acid
v) Br2 CCI 4 No decolouration
vi) can give pseudonitrol acid in Victor Meyer’s test.
vii) X rotates the plane polarized light
35. The structure of X is
CH3 CH3
H 5C 6 OH
OH
CH3
A) B)
OH

CH3

OH

CH3
C) D)

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Sri Chaitanya IIT Academy 20-01-18_Jr.Super60-I_JEE-Adv_2017_P2_WAT-32_Q'P
36. If X is treated with HCl in the presence of ZnCl2 , the major product would be
Cl
CH3
CH3
CH3
Cl
A) B)
Cl

Cl
CH3
CH3

CH3
C) D)

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 Sri Chaitanya IIT Academy, India
A.P, TELANGANA, KARNATAKA, TAMILNADU, MAHARASHTRA, DELHI, RANCHI
A right Choice for the Real Aspirant
ICON CENTRAL OFFICE, MADHAPUR-HYD
Sec: Jr.Super60-I Jee-Advanced Date: 20-01-18
Time: 07:30 AM to 10:30 AM 2017_P2 MODEL Max.Marks:183
KEY SHEET

PHYSICS
1 B 2 A 3 C 4 D 5 A

6 C 7 C 8 AC 9 AB 10 AB

11 AD 12 ACD 13 AB 14 ABD 15 A

16 B 17 B 18 A

CHEMISTRY
19 C 20 C 21 C 22 B 23 C

24 A 25 A 26 ABCD 27 A 28 ACD

29 AB 30 B 31 ABCD 32 ABCD 33 D

34 B 35 B 36 C

MATHS
37 B 38 B 39 C 40 C 41 B

42 A 43 C 44 AB 45 AC 46 BC

47 ABCD 48 AC 49 BCD 50 AB 51 A

52 B 53 C 54 D