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Hydrocarbons — JEE Main & Advanced Chemistry PYQs

509 previous year questions from Hydrocarbons with answers and solutions. Numbered list, year tags, and one-tap solutions — built for serious JEE / NEET practice.

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1

In the following reaction sequence, Q , R , S and T are the major products. The correct statement(s) about Q , R , S and T is(are)

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2

Treatment of buta-1,3-diyne with NaNH ₂ ( 2 equivalents), followed by reaction with excess of trans - CH ₃ -CH=CH-CH ₂ -Br gives X as the major product. The maximum number of carbo

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3

The List-II contains products obtained from the reaction of compounds in List-I with O ₃ /Zn- H ₂ O followed by cyclization (via more stable enolate) in the presence of aqueous NaO

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4

Natural rubber on complete ozonolysis ( O ₃ /Zn- H ₂ O ) gives compound X as the major product. X gives positive iodoform and Tollen's tests. X on heating with aqueous NaOH gives Y

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5

An optically active alkyl bromide C₄ H₉ Br, reacts with ethanolic KOH to form major compound [A] which reacts with bromine to give compound [B]. Compound [B] reacts with ethanolic

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6

An alkane (Y) requires 8 moles of oxygen for complete combustion and on chlorination with Cl₂ /h , (Y) gives only one monochlorinated product (Z) . The total number of primary carb

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7

R_f value for 2 -methylpropene in a solvent system (Ethyl acetate + ether) is 0.42 . 2 -methylpropene is treated with dilute H ₂ SO ₄ to give major organic product (X). R_f value f

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8

Given below are two statements: Statement I: Methane can be prepared by decarboxylation of sodium ethanoate, Kolbe's electrolysis of sodium acetate and reaction of CH ₃ MgBr with w

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9

Given below are two statements: Statement I: 3 -phenylpropene reacts with HBr and gives secondary alkyl bromide having a chiral carbon atom as the major product. Statement II: Aryl

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10

IUPAC name of the some alkenes are given below. Find out the correct stability order. A. 2-Methylbut-2-ene B. cis-But-2-ene C. 2,3-Dimethylbut-2-ene D. Prop-1-ene Choose the correc

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11

"P" is a hydrocarbon of molecular formula: C ₈ H ₁₄ . On ozonolysis, "P" forms "Q". "Q" on treatment with alkali under reflux condition produces "R", which on treatment with I ₂ /N

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12

For the following Friedel Craft's alkylation reaction, which of the statements are correct? A. Major product is n-propyl benzene. B. iso-propyl carbocation intermediate is also gen

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13

Compound (X) [styrene] is subjected to the sequence of reactions as shown above: (i) Br₂/CHCl₃ (ii) NaNH₂ excess (iii) CH₃I (iv) H₂ , Na/NH₃(l) , giving Major Product (Y). Molar ma

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14

An alkene (X) on ozonolysis followed by reduction gives following products: H-CHO ( 2 moles), H-CO-CO-CHO , CH₃-CO-CO-CH₃ . The alkene (X) is:

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15

Consider the following sequence of reactions to give the major product (X) P g of the major product (X) formed is reacted with NaHCO₃ solution to liberate a gas which occupied 11.2

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16

The compound (X) on (i) on heating in the presence of anhydrous AlCl₃ and HCl gas gives 2,4 -dimethyl pentane (ii) aromatization gives toluene and (iii) cyclisation gives methyl cy

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17

Identify compounds A and E in the following reaction sequence.

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18

For the given molecule, " x ", the preferred site for the attack of the electrophile is :

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19

Consider the isomers of hydrocarbon with molecular formula C₅H₁₀ . These isomers do not decolourise KMnO₄ solution. These isomers are subjected to chlorination with chlorine in pre

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20

One mole of an alkane (x) requires 8 mole oxygen for complete combustion. Sum of number of carbon and hydrogen atoms in the alkane (x) is _______.

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21

Identify the correct statements : The presence of - NO ₂ group in benzene ring A. activates the ring towards electrophilic substitutions. B. deactivates the ring towards electrophi

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22

Ph - CH = CH ₂ [ HBr ] ( PhCOO )₂ Product Consider the above reaction A. The reaction proceeds through a more stable radical intermediate. B. The role of peroxide is to generate H

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23

Method used for separation of mixture of products (B and C) obtained in the following reaction is

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24

Given below are two statements for the following reaction sequence. Statement I: Compound ' Z ' will give yellow precipitate with NaOI. Statement II: Compound ' Q ' has two differe

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25

Consider the following reaction of benzene. In compound (Q), the percentage of oxygen is _ _ _ _ %. (Nearest integer)

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26

Consider the following compounds Arrange these compounds in the increasing order of reactivity with nitrating mixture.

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27

But-2-yne and hydrogen (one mole each) are separately treated with (i) Pd / C and (ii) Na / liq . NH ₃ to give the products X and Y respectively. Identify the incorrect statements.

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28

Consider the following reaction : The product Y formed is :

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29

Given below are two statements: Statement I : Benzene is nitrated to give nitrobenzene, which on further treatment with CH ₃ COCl / AlCl ₃ will give Statement II : - NO ₂ group is

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30

The cycloalkene ( X ) on bromination consumes one mole of bromine per mole of ( X ) and gives the product ( Y ) in which C : Br ratio is 3:1. The percentage of bromine in the produ

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31

Identify A in the following reaction.

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32

The number of optically active products obtained from the complete ozonolysis of the given compound is :

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33

Identify the structure of the final product (D) in the following sequence of the reactions : Total number of sp ^2 hybridised carbon atoms in product D is.

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34

Given below are two statements : Statement I : Ozonolysis followed by treatment with Zn , H ₂ O of cis-2-butene gives ethanal. Statement II : The production obtained by ozonolysis

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35

Consider the following molecule (X). The structure of X is

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36

Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y).The compound Y is treat

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37

X g of nitrobenzene on nitration gave 4.2 g of m-dinitrobenzene. X =______ g. (nearest integer) [Given : molar mass (in g mol ⁻¹ ) C : 12, H : 1 , O : 16, ~N : 14]

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38

In the following series of reactions identify the major products A & B respectively.

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39

0.5 g of an organic compound on combustion gave 1.46 g of CO ₂ and 0.9 g of H ₂ O . The percentage of carbon in the compound is _______. (Nearest integer) [Given : Molar mass (in g

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40

Which compound would give 3-methyl-6oxoheptanal upon ozonolysis?

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41

Given below are two statements : Statement (I) : Neopentane forms only one monosubstituted derivative. Statement (II) : Melting point of neopentane is higher than n-pentane In the

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42

Which one of the following reaction sequences will give an azo dye?

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43

Given below are two statements : Statement (I) : On nitration of m-xylene with HNO ₃, H ₂ SO ₄ followed by oxidation, 4-nitrobenzene-1,3-dicarboxylic acid is obtained as the major

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44

Which among the following halides will generate the most stable carbocation in the nucleophilic substitution reaction?

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45

Isomeric hydrocarbons negative Baeyer's test (Molecular formula C ₉ H ₁₂ ) The total number of isomers from above with four different non-aliphatic substitution sites is -

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46

In the following substitution reaction: product ( ^ P ^ ) formed is :

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47

Identify product [A],[B] and [C] in the following reaction sequence.

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48

The product B formed in the following reaction sequence is :

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49

The major product of the following reaction is :

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50

The product (A) formed in the following reaction sequence is

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51

Following are the four molecules "P", "Q", "R" and "S". Which one among the four molecules will react with H - Br _ ( aq ) at the fastest rate?

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52

Match the List-I with List-II Choose the correct answer from the options given below:

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53

The alkane from below having two secondary hydrogens is :

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54

Given below are two statements : Statement I : One mole of propyne reacts with excess of sodium to liberate half a mole of H ₂ gas. Statement II : Four g of propyne reacts with NaN

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55

The option(s) with correct sequence of reagents for the conversion of P to Q is(are) :

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56

Number of compounds from the following which cannot undergo Friedel-Crafts reactions is: ________. toluene, nitrobenzene, xylene, cumene, aniline, chlorobenzene, (m )-nitroaniline,

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57

Identify the product A and product B in the following set of reactions.

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58

The major product of the following reaction is (P ). ( CH ₃ C = C - CH ₃ [ (ii) dil. KMnO ₄ 273 ~K ] (i) Na / ing NH ₃ '^ ) Number of oxygen atoms present in product ' ( P ) ' is _

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59

Identify (A ) and (B ) in the given chemical reaction sequence :

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60

Consider the given chemical reaction : Product " ( A ) " is :

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61

Given below are two statements: Statement I : Nitration of benzene involves the following step - Statement II : Use of Lewis base promotes the electrophilic substitution of benzene

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62

In the above chemical reaction sequence " ( A ) " and " ( B ) " respectively are

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63

Identify (B) and (C) and how are (A) and (C) related ?

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64

Total number of isomeric compounds (including stereoisomers) formed by monochlorination of 2 -methylbutane is ______.

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65

In the given reactions identify A and B .

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66

Total number of deactivating groups in aromatic electrophilic substitution reaction among the following is

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67

Which of the following compound will most easily be attacked by an electrophile?

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68

Number of isomeric products formed by monochlorination of 2 -methylbutane in presence of sunlight is _______.

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69

Major product of the following reaction is:

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70

Identify A and B in the following reaction sequence.

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71

Number of alkanes obtained on electrolysis of a mixture of CH 3 COONa and C 2 H 5 COONa is_____.

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72

The product (C) in the below mentioned reaction is: CH 3 - CH 2 - CH 2 - Br → ∆ KOH alc A → HBr B → KOH aq ∆ C

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73

Product A and B formed in the following set of reactions are:

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74

Compound A formed in the following reaction reacts with B gives the product C . Find out A and B .

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75

In the given reactions identify the reagent A and reagent B

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76

Consider the given reaction. The total number of oxygen atoms present per molecule of the product ( P ) is _________.

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77

Identify product A and product B

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78

The major product(P) in the following reaction is

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79

The arenium ion which is not involved in the bromination of Aniline is

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80

The final product A formed in the following multistep reaction sequence is

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81

The final product A, formed in the following reaction sequence is:

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82

3 - Methylhex-2-ene on reaction with HBr in presence of peroxide forms an addition product (A). The number of possible stereoisomers for ' A ' is ________.

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83

The product formed in the following multistep reaction is:

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84

In the following reaction ‘ X ’ is CH 3 CH 2 4 CH 3 → HCl △ Anhy . AlCl 3 X major product

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85

2 - hexene → ii H 2 O i O 3 Products The two products formed in above reaction are

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86

Given below are two statements, one is labelled as Assertion A and the other is labelled as Reason R . Assertion A : can be subjected to Wolff-Kishner reduction to give Reason R :

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87

The major product formed in the following reaction is A. B. C. D. choose the correct answer from the options Given below:

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88

Arrange the following compounds in increasing order of rate of aromatic electrophilic substitution reaction.

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89

The major product ' P ' formed in the given reaction is

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90

Molar mass of the hydrocarbon (X) which on ozonolysis consumes one mole of O 3 per mole of (X) and gives one mole each of ethanal and propanone is ______ g mol –1 (Molar mass

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91

Number of bromo derivatives obtained on treating ethane with excess of Br 2 in diffused sunlight is _ _ _ _ _ _ _ _ _

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92

‘ X ’ is:

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93

But- 2 -yne is reacted separately with one mole of Hydrogen as shown below: B ¯ ← liq   NH 3 Na CH 3 - C ≡ + H 2 C - CH 3 → ∆ Pd / C A ¯ Iden

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94

A hydrocarbon 'X' with formula C 6 H 8 uses two moles of H 2 on catalystic hydrogenation of its one mole. On ozonolysis, 'X' yields two moles of methane dicarbaldeh

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95

Choose the correct set of reagents for the following conversion trans Ph - CH = CH - CH 3 → cis Ph - CH = CH - CH 3

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96

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R. Assertion A: can be easily reduced using Zn - Hg / HCl to Reason R: Zn - Hg /

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97

The major products ‘ A ’ and ‘ B ’, respectively, are

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98

When a hydrocarbon A undergoes combustion in the presence of air, it requires 9 . 5 equivalents of oxygen and produces 3 equivalents of water. What is the molecular formula of A ?

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99

When 0 . 01 mol of an organic compound containing 60 % carbon was burnt completely, 4 . 4 g of CO 2 was produced. The molar mass of compound is _____ gmol - 1 (Nearest integer)

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100

17 mg of a hydrocarbon (M.F. C 10 H 16 ) takes up 8 . 40 mL of the H 2 gas measured at 0 ° C and 760 mm of Hg . Ozonolysis of the same hydrocarbon yields CH 3 - C | | O - CH 3

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101

The compound which will have the lowest rate towards nucleophilic aromatic substitution on treatment with OH – is

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102

The correct sequence of reagents for the preparation of Q and R is:

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103

Given below are two statements : Statement I : under Clemmensen reduction conditions will give Statement II : under Wolff-Kishner reduction condition will give In the light of the

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104

Given below are two statements, one is labelled as Assertion A and the other is labelled as Reason R. Assertion A : Benzene is more stable than hypothetical cyclohexatriene. Reason

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105

The number of isomeric tetraenes (NOT containing sp-hybridized carbon atoms) that can be formed from the following reaction sequence is _____ .

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106

The number of - CH 2 - (methylene) groups in the product formed from the following reaction sequence is _____ .

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107

Which among the following pairs of the structures will give different products on ozonolysis? (Consider the double bonds in the structures are rigid and not delocalized.)

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108

In bromination of Propyne, with Bromine 1 , 1 , 2 , 2 -tetrabromopropane is obtained in 27 % yield. The amount of 1 , 1 , 2 , 2 tetrabromopropane obtained from 1   g of Bromin

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109

Arrange the following in increasing order of reactivity towards nitration A. p -xylene B. bromobenzene C. mesitylene D. nitrobenzene E. benzene Choose the correct answer from the o

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110

Choose the correct option for the following reactions.

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111

Identify the correct statement for the below given transformation.

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112

In the following reaction ​​​​​​​ The % yield for reaction I is 60 % and that of reaction II is 50 % . The overall yield of the complete reaction is %

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113

Cl ˙ + CH 4 → A + B A and B in the above atmospheric reaction step are

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114

The major product formed in the given reaction is:

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115

In the presence of sunlight, benzene reacts with Cl 2 to give product, X . The number of hydrogens in X is

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116

Major product of the following reaction is

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117

The total number of monobromo derivatives formed by the alkanes with molecular formula C 5 H 12 is (excluding stereo isomers)

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118

A compound ' A ' on reaction with ' X ' and ' Y produces the same major product but different by product ' a ' and ' b '. Oxidation of ' a &

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119

Two isomers ' A ' and ' B ' with molecular formula C 4 H 8 give different products on oxidation with KMnO 4 in acidic medium. Isomer ' A ' on reaction with

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120

What will be the major product of following sequence of reactions?

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