(ii) ThO2, (iii) alc.KOH,
(R)(i) HOBr/H
+
(ii) ThO2, (iii) alc.KOH,
(S)
(A) Br
;
(C) Br
;
(B) Br
;
(D) Br ;
5.3 End product D of the following reaction will be Cl
A B C D
H O2 ZnCl HCl2 Mg/ether D O2
D
(A) (B) OD (C) D (D) D
OD
5.4 consider the following reactions
H C5 2 C2H5 H
C2H5 H
C = C
H C5 2 H H C = C
C2H5 CH2 C H C5 2
O
2CH3 CH2 COOH R1 R2
R3 R4 H C —C 5 2 C—C H2 5
The correct set of reagents for these reactions is
Alkenes & Alkynes
5
R
(A) H /Lindlar catalyst (B) H /Lindlar catalyst (C) (i) O , (ii) H O H /Lindlar catalyst
2 H /Lindlar catalyst Na / Iiq.NH
5.5 The major product of the following reaction is :
Br Cl (1)
5.6 Themost ap0propriatew major product of the followning sequence of reactions would be.
CH CH3 2
5.7 Compound'P' of the following reaction swequence can be
(P) O O [C H O ]8 6 3
5.8 The alkene limonene has the following structure,
Which product resutls from the reaction of limonene and 1 molar equivalent chlorine water?
OH
5.9 The end product 'W' in the follownign sequence of reactions is : CH CH2 3
5.10 Which of the following corrently represents tthe rate of acid-catalysed hydration of followning alkenes.
5.12 The most stable conformation of the product of followning reaction
C CH
5.13 In the given reaction,
CH3
(X)
B H , THF2 6 H2O2, NaOH TSCl t–BuO K– + (Y)
The product 'Y' is
(A) A positional isomer of X (B) Identical to X
(C) Chain isomer of X (D) An oxidation product of X.
5.14 Which of the following compouinds would liberate two moles of methane when treated with methyl magnesium bromide?
CH – CH – CH – C CH3 2 (A)
OH
CH – C – CH – C CH3 – 3 (C)
O CH3
O
(B)
(D)
CH – C – CH – 3 2 CH OH2 O
OH
COOC H2 5
5.15 The best yiest of product 'X' ca be obtained byt using which one of the foloowing sequence of reagents and reactants
X = CH – C C – CH – CH (CH )3 3 2 OH
(A) CH – C CH3 NaNH2 (CH ) CHCHO3 2 H3O+ (A) CH – C CH3 NaNH2 (CH ) CHCHO3 2 H3O+
( ) CHB ( 3) CH2 – C CH – C – H NaNH2 CH3I ( ) CHC 3 – C – H CC C – H –2 CH3 NaNH2 CH3I
OH
OH
( ) CHD ( 3) CH2 – C CH – C – H CH3MgI CH3I OH
5.16
H3C – C – CH – CH2 3 CH3
H3C – CH2 – CH – 2 N H3C – C – CH3
CH3
CH3 – C – Cl O
X, X is AlCl3
(i) CH3I (ii) AgOH,
In the above reaction the product will be–
(A) CH – CH – CH – Cl3 2 COCH3
( ) CH – CH – CH – CB 3 2 – CH3
Cl O
( ) CH – CH –C 3 C – CH – 2 CH3 Cl
( ) CH – CH – CH – CB 3 2 – CH3
Cl O
O
CH3
5.17 Fastest rate of electrophilic addition will take place in
(A) HO CH = CH2
(C) CH3O CH = CH2
(B)ON CH = CH2
(D) CH = CH2
5.18 Which of the following will be the correct product (P) for the given reaction ?
OH
Conc. H PO3 4 (P)
OH (A)
OH
(B) (C) (D)
5.19 CH2 HBr X (major) R O2 2
aq NaOH
Y (major) H2SO4/
Z (major) Identify the correct option
BrCH3
BrCH3
OHCH3
OHCH3 CH3 CH3
CH2 OH
CH3 Br
CH3
OH
CH2 CH3
Br CH3
X Y Z
(A)
(B)
(C)
(D*)
5.20 X HOOC – C – CH – CH – CH – CH – COOH2 2 2 2
Product; Product is :
D C C H
5.22 The final product of the following reaction is
Me
SECTION - II : MULTIPLE CORRECT ANSWER TYPE
5.23 Which statement is correct about the end product of the following reaction series, C CH HOCI (excess)
(1) (2)
conc. NaOH,
(A) It is optically inctive hydroxy detone (B) It is a resolvable hydroxy acid
(C) It is a nonresolvable aldehyde (D) It is an optically inactive hydroxy acid 5.24 The following synthesis can not be carried out be:
CH = CH2 CH = CH2
(C)
Compound C of the above reaction can not be :
(A)
SECTION - III : ASSERTION AND REASON TYPE
5.27 Statement-1 :
major at low temp major at of high temp CH3
CH2 Br
(A) Statement-1 is True, Statement-2 is True; Statement-2 is acorrect explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1.
(C) Satement-1 is True, Statement-2 is False.
(D) Statement-1 is False, Statement-2 is True.
5.28 Statement-1 : Me
Me NBS
Me Me Br
+
Me Me Br
Statement-2 : Me Me
Br.
–HBr
Me Me
Me Me
Br2 Br
Br2 Me Br Me
Me Me
(A) Statement-1 is True, Statement-2 is True; Statement-2 is acorrect explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1.
(C) Satement-1 is True, Statement-2 is False.
(D) Statement-1 is False, Statement-2 is True.
5.29 Statement-1 : Reduction of but-2-yne by Na/liq. NH3 given 'trans' but-2-ene.
Statement-2 : It is an example of 'anti' addition.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is acorrect explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1.
(C) Satement-1 is True, Statement-2 is False.
(D) Statement-1 is False, Statement-2 is True.
5.30 Statement-1 : But-1-ene gives 2-Bromobutane with HBr/Preroxide
Statement-2 : The reaction involves formation of more stable free radical and in that respect the addition is Markovnikof although the product obtained appears as anti Markovbnidof product.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is acorrect explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1.
(C) Satement-1 is True, Statement-2 is False.
(D) Statement-1 is False, Statement-2 is True.
SECTION - IV : TRUE AND FALSE TYPE
5.31 The addition of HBr to butadiene at –80°C to give 1, 2-adduct is kinetically controlled while that at 40°C to give 1, 4-adduct is thermodynamically controlled.
5.32 In preparation of terminal alkynes from vicinal dihalides, at least 2 equivalents of sodium amide must be added per mole of vicinal dihalide.
SECTION - V : COMPREHENSION TYPE
Comprehension # 1
Demercuration allows Mardownikoffs addtion of H, OH without re arangement. The net result is the addition of H2O. Answer the following question.
5.33 CH3
CH3
CH3–C–CH =CH2 i)Hg(OAc) . THF2
ii)CH OH, NaBH NaOH3 4 A HI (Conc.) B, Product B is :
(A) (CH ) CCH– CH3 3 3
OH
(B) CH3I (C) CH CH3 2I (D) (CH ) CCH– CH3 3 3 I
5.34
CH CH = CH3 2 O
N–Br
O A
1) Hg)OAc) , THF 2) H O
2 2
3) NaBH , NaOH4 B OH C.
The product 'C' formation from B occurs throuth
(A) enol formation (B) SN1mechanism
(C) Neighbouring group particitation (D) SNAR mechanism
5.35
OH
i) Hg(OAC) .THF2 ii) NaBH , NaOH4 A, Product 'A' is :
(A)
OH
HO (B)
OH (C)
OH
(D) OH
OH
Comprehension # 2
(A) AI O2 3 250°C
(B) HI (ii) AgOH
(C) AI O2 3 150°C
(B) (i) B H2 6 (A) (ii) H O ,OH2 2 –
In the above reaction sequence (A) and (c)are isomers. MOlecular formula of B is C5H10, which can also be obtained from the product of the reaction with CH3CH2MgBr and (CH3) CO and followed followed by acidification.
5.36 Identify the structure of A
(A) CH3–CH2–CH2–CH–CH3 (B) (CH3)2 CHCHOHCH3 (C) (CH3)3 C–CH2–OH (D) CH3–CH2–CH–CH2–CH3
OH OH 5.37 Identify th structure of B
(A) (CH ) –CH–CH=CH3 2 2(B)
CH3 CH2 CH3 CH3 C C=
(C)(CH ) CH= CHCH3 2 3 (D) CH =CH–CH–CH2 3 CH3
5.38 Identify the structure of C
OH OH OH
CH3
(A) CH –CH –CH –CH–CH (B) CH –CH –C–CH (C) (CH ) C–CH –OH (D) CH –CH –CH–CH –CH3 2 2 3 3 2 3 3 3 2 3 2 2 3