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TOPIC

HYDROCARBON
3
SECTION : STRAIGHT OBJECTIVE TYPE

3.1 In the following reaction :


C 2 H2 (X) CH3CHO
what is (X) ?
(1) CH3CH2OH (2) CH2=CHOH (3) CH3CH2CHO (4) CH3–O–CH3
3.2 Which of the following organic compounds has same hybridization as its combustion product?
(1) Ethane (2) Ethyne (3) Ethene (4) Ethanol

3.3 Identify Z in the sequence of reactions :

(1) CH3–(CH2)3–O–CH2CH3 (2) (CH3)2CH2–O–CH2CH3


(3) CH3(CH2)4–O–CH3 (4) CH3CH2–CH(CH3)–O–CH2CH3

3.4 Which of the following is the most correct electron displacement for a nuclephilic reaction to take place
?

(1) (2) (3) (4)

3.5 Addition of sodium to bromobenzene in dry ether will produce :


(1) Biphenyl (2) Benzene (3) Cyclohexane (4) No reaction

3.6 The gas with the highest heat of combustion is :


(1) Methane (2) Ethane (3) Ethylene (4) Acetylene

3.7 Structural formula of Lewisite is :


CHCl CHCl CHCl CH2
(1) || (2) || (3) || (4) ||
CHAsCl3 CHAsCl CHAsCl2 CHAsCl2

3.8 Alkaline KMnO4 solution converts acetylene into :


(1) Acetaldehyde (2) Oxalic acid (3) Acetic acid (4) Glycol

3.9 Benzene reacts with CH3Cl in the presence of anhydrous AlCl3 to form :
(1) Toluene (2) Chlorobenzene (3) Benzylchloride (4) Xylene

3.10 Petroleum mainly contains :


(1) Aromatic hydrocarbons (2) Aliphatic hydrocarbons
(3) Cycloalkanes and aromatic (4) Inorganic compounds

3.11 Which one of the following is most reactive towards electrophilic reagent ?
CH3 CH3 CH3 CH3
(1) (2) (3) (4)
OCH3 OH NHCOCH3 CH2OH

Pd/BaSO
3.12 2-Butyne + H2 ⎯⎯⎯⎯⎯
4
→ p, p is :
(1) cis-2-butene (2) trans-2-butene (3) 1-butyne (4) 1,3-butadiene

3.13 The alkyl halides that can be made by free radical halogenation of alkanes are :
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(1) RCl, and RBr but not RF or RI (2) RF, RCl and RBr but not RI
(3) RF, RCl, RBr, RI (4) RF, RCl and RI but not RBr

3.14 The species which acts as electrophile in the bromination of benzene is :


(1) Br2 (2) Br– (3) Br+ (4) Br•

3.15 Reaction by which benzaldehyde canot be prepared :

(1) + H2 in presence of Pd-BaSO4

(2) + CO + HCl in presence of anhydrous AlCl3

(3) + Zn/Hg and conc. HCl

(4) + CrO2Cl2 in CS2 followed by H3O+

3.16 Which of the following liberates methane on treatment with water?


(1) Silicon carbide (2) Calcium carbide
(3) Beryllium carbide (4) Magnesium carbide

3.17 Propene, CH3CH=CH2 can be converted into 1-propanol by oxidation. Indicate which set of reagents
amongst the following is ideal to effect the above conversion?
(1) KMnO4 (alkaline) (2) Osmium tetraoxide (OsO4/CH2Cl2)
(3) B2H6 and alk. H2O2 (4) O3/Zn

3.18 What product are formed when the following compound is treated with Br 2 in the presence of FeBr3?
CH3

CH3
CH3
CH3 CH3 CH3
Br Br Br
(1) and (2) and
CH3
CH3 Br CH3 CH3
CH3 CH3
CH3 CH3
Br
(3) and (4) and
CH3 CH3
CH3 Br Br Br CH3

3.19 When hydrochloric acid gas is treated with propene in presence of benzoyl peroxide, it gives :
(1) 2-chloropropane (2) Allyl chloride (3) No reaction (4) n-propyl chloride

3.20 Which of the following is the most reactive towards ring nitration?
(1) Benzene (2) Mesitylene (3) Toluene (4) m-xylene

3.21 The treatment of benzene with isobutene in the presence of sulphuric acid gives :
(1) isobutyl benzene (2) tert-butyl benzene (3) n-butyl benzene (4) no reaction

3.22 The product ‘Y’ in the following reaction sequence is :


Conc. HNO
⎯⎯⎯⎯⎯⎯ → X ⎯⎯⎯⎯
LiAlH4
3
→ Y
Conc. H2SO4

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(1) (2)

(3) (4)

3.23 Which of the following has highest knocking property?


(1) Aromatic hydrocarbons (2) Olefins
(3) Branched chain paraffins (4) Straight chain paraffins

C6H5Cl + CH3Cl ⎯⎯⎯⎯⎯⎯ → C6H5CH3 + 2NaCl


Na / dry ether
3.24
This reaction is an example of :
(1) Wurtz reaction (2) Fittig reaction (3) Wurtz-Fittig reaction (4) Frankland reaction

The reaction CH3COCH3 ⎯⎯⎯⎯⎯ → CH3CH2CH3 is known as :


2 2 (i) NH NH
3.25
(ii) KOH, glycol
(1) Clemmensen’s reduction (2) Blanc’s reduction
(3) Birch reduction (4) Wolff-Kishner reduction

3.26 Type of reactions shown by alkynes are-


(1) Electrophilic addition reactions (2) Nucleophilic addition reactions
(3) Substitution reaction (4) All of the above

3.27 An aromatic compounds ‘X’ with molecular formula C8H10 produces on nitration one mononitro derivative
and three dinitro derivatives. Compound ‘X’ would be :
(1) Ethyl benzene (2) m-xylene (3) o-xylene (4) p-xylene

3.28 CH3–CC–CH3 Na / NH (l)


⎯⎯⎯⎯
3
⎯→P ⎯⎯⎯
22
⎯⎯→
CH I , Zn, 
Product is :

(1) (2) (3) (4)

3.29 The reaction of HBr with HO— —CH=CH–CH 3 gives


Br Br

(1) CH3–CH–CH2— —OH (2) CH3–CH2–CH— —OH


Br Br

(3) CH3–CH–CH2— —Br (4) CH3–CH2–CH— —Br

3.30 In which of the following Hoffmann elimination product is more ?


Potassium
⎯⎯⎯⎯⎯⎯ →
Conc. H SO
(1) 2 4
(2) ⎯⎯⎯⎯⎯
ethoxide

(3) ⎯⎯⎯⎯
1.Ag OH
→ (4) ⎯⎯⎯⎯
alc. KOH
⎯→
2.  

3.31 Which of the following is not aromatic?


(1) Benzene (2) Cyclopropenyl cation
(3) Tropylium cation (4) Cyclopentadienyl cation

3.32 Identify Z in the series

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alc. KOH / 
CH3CH2CH2OH ⎯⎯⎯⎯⎯⎯
conc. H2SO4
→ (X) ⎯⎯⎯
2
→ (Y) ⎯⎯⎯⎯⎯→ (Z) Br
160–180C NaNH2 / 
(1) (2) CH3CH2CH(OH)2 (3) (4) CH3 — C  CH

3.33 In the reaction, product ‘X’ is :


+ 2+
CH3–CCH + H2O ⎯⎯⎯⎯
H / Hg

→ X
(1) CH3CH2CHO (2) CH3CH2COOH
(3) CH3–C(OH)=CHOH (4) CH3COCH3

3.34 For the given reaction how many monohalo products are optically active (all isomers) :
CH3 CH3
CH3–C–CH2–CH–CH3 ⎯⎯⎯⎯ →
Br2 / h

CH3
(1) 6 (2) 2 (3) 3 (4) 4

3.35 An isomer of C5H12 gives total six isomeric products on monochlorination. Calculate the percentage yield
of the primary monochloride which is chiral. Consider the following relative reactivity of C – H bonds for
chlorination.
Degree of C – H 1° C – H 2° C – H 3° C – H
Relative reactivity 1 3 5
for chlorination (RR)

(1) 26.8% (2) 25% (3) 30% (4) 50%

3.36 Observe the following reaction sequence

O / Zn / H O
X ⎯⎯⎯⎯
Br2 / h
→ Y ⎯⎯⎯⎯⎯
Mg / Ether
→ Z W Al O
⎯⎯⎯
2 3

→ U ⎯⎯⎯⎯⎯⎯
3 2


X can be
(1) (2) (3) (4)

O +
AlCl3 H 2SO 4 /  HOCl / H NaOH
3.37 X Y Z ⎯⎯⎯⎯→ W. The product 'W' is :

Ph Ph Ph
O
C CH2 C C
(1) H
(2) H H
(3) Ph – CH2 – CHO (4) Ph–C–CH3
O O

AlCl
3.38 ⎯⎯⎯→
3
A ⎯⎯⎯⎯
Zn / Hg
→B C. The product C is :
Conc.HCl

(1) (2)

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(3) (4)

3.39 The product formed in the reaction

is :

(1) (BrCH2)3CCH2CH2C(CH2Br)3 (2)

(3) (4)
3.40 Which statement is incorrect :
(1) Melting point of neo-pentane is greater than that of n-pentane but the boiling point of n-pentane is
more than that of neo-pentane.
(2) Melting point depends upon packing in crystal lattice whereas boiling point depends upon surface
area of the molecule.
(3) Propene is less reactive than ethene towards electrophilic addition reactions.
(4) Electron density of double bond increases due to hyperconjugation of methyl group.

3.41 Which statement is incorrect :


(1) Monobromination of 2-methyl butane produces 3º bromide as major product where as
monochlorination of 2-methyl butane produces 2º chloride as major product.
(2) Halogenation of alkane in presence of sunlight, is followed through fee radical mechanism.
(3) In the reaction of propene with H2O & Br2 water is act as nucleophile.
(4) Alkenes undergo electrophilic substitution reaction generally.

3.42 The minimum heat of reaction is required in the formation of :


(1) Methyl radical (2) Ethyl radical (3) n-propyl radical (4) tert-butyl radical
D
3.43 CH3–C–MgBr + CH3 – CH2OH ⎯⎯→ optically active product 'x'. Here 'x' is :

C2H5
(1) CH3–CH–D (2) CH3–CH–OC2H5

C2H5 C2H5
D D

(3) CH3–C–H (4) CH3–CH2–C–OC2H5

C2H5 CH3

3.44 Using corey-house synthesis we can't prepare..............from ethylbromide.

(1) CH3–CH2 –CH2–CH3 (2)

CH3
|
(3) CH3 – C – CH3 (4) CH3–CH–CH2–CH2–CH3
|
CH3 CH3

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3.45 During the electrolysis of sodium ethanoate, the gas liberated at cathode is :
(1) H2 (2) CO2 (3) CH4 (4) CH3–CH3

3.46 During Kolbe's electrolysis pH of electrolyte .................. progressively.


(1) increases (2) decreases (3) remains same (4) can not be predicted

3.47 In Kolbe's electrolysis sodium propanoate gives :


(1) CH3–CH3 (2) CH2=CH2 (3) CH3–CH2–CH2–CH3 (4) A mixture of 1, 2 and 3

3.48 Which reaction shows the correct stereo chemical structure of product ?

(1) ⎯⎯⎯
Br2
→ (2) ⎯⎯⎯
Br2

Br

(3) CH3–CH=CH2 ⎯⎯⎯ → CH3–CH–CH2


Br
(4) CH3–CH=CHD ⎯⎯⎯→
2 NOCl
H2O

OH
(Trans)

3.49 Identify the incorrect statement / statements :


(i) Alkynes are more reactive than alkenes towards electrophilic addition reaction
(ii) Alkynes are less reactive than alkenes towards electrophilic addition reaction
(iii) Alkynes decolourise Br2 water
(iv) Addition of HBr to alkenes in presence of peroxide proceeds via Markownikoff’s rule
(1) (i) & (ii) (2) (ii) & (iii) (3) (i) & (iv) (4) (ii) & (iv)

HOBr
3.50 cis-2-Butene ⎯⎯⎯⎯ → P, Identify product 'P' is :

(1) (2) (3) (4)

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