Haloalkanes and Haloarenes — JEE Main PYQs

142 previous year questions on Haloalkanes and Haloarenes (Chemistry), newest first. Open any question for its complete step-by-step solution.

  1. The correct order of reactivity of in methanol with the following nucleophiles is and
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  2. The correct order of the rate of reaction of the following reactants with nucleophile by mechanism is :
    (Given : Structure I and II are rigid)
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  3. The correct order of reactivity of the following benzyl halides towards reaction with KCN is:
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  4. The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is:
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  5. Given below are four compounds:
    (a) n-propyl chloride
    (b) iso-propyl chloride
    (c) sec-butyl chloride
    (d) neo-pentyl chloride

    Percentage of carbon in the one which exhibits optical isomerism is:
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  6. Consider the following reaction :



    The product Y formed is :
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  7. The correct sequence of reagents for the above conversion of X to Y is :
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  8. Identify (P)
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  9. Given below are two statements :
    Statement I: 'C-Cl' bond is stronger in than
    Statement II : The given optically active molecule, (see structure) on hydrolysis gives a solution that can rotate …
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  10. Grignard reagent reacts with water and forms a gas ( Q ). One gram of Q occupies at STP. (P) on reaction with dry ice in dry ether followed by forms a compound (Z). 0.1 mole of (Z) will weigh _____ …
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  11. Given below are two statements:

    Statement (I): Benzyl chloride reacts faster in mechanism than ethyl chloride.

    Statement (II): Ethyl carbocation intermediate is less stabilized by hyperconjugation than benzyl carbocation by resonance.

    In the light o …
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  12. Correct statements regarding alkyl halides ( ) among the following are :
    (A) Alcohol being less polar solvent as compared to water, alcoholic KOH favours elimination reaction with .
    (B) Order of reactivity towards …
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  13. RMgI when treated with ice cold water liberated a gas which occupied 1.4 dm³/g at STP. The gas produced is further reacted with iodine in presence of HIO₃ to give compound (X). Compound (X) in presence of Na and dry ether produced compound (Y). Molar mass of compound (Y) is ____ …
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  14. n-Butane on monochlorination under photochemical conditions gives an optically active compound "P". "P" on further chlorination gives dichloro compounds.

    The number of dichloro compounds obtained (ignore stereoisomers) is :
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  15. Given below are two statements :

    Statement I: will undergo reaction though it is a primary halide.

    Statement II:

    will not undergo reaction very easily though it is …
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  16. The maximum number of RBr producing 2-methylbutane by above sequence of reactions is ______. (Consider the structural isomers only)
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  17. Given below are two statements :

    Statement-I : The conversion proceeds well in the less polar medium.



    Statement-II : The conversion proceeds well in the more polar medium.

    In the light of the above statements, choose the correct …
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  18. The structure of the major product formed in the following reaction is :
    (see structure)
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  19. Match the LIST-I with LIST-II

    Choose the correct answer from the options given below:
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  20. Given below are two statements :

    Statement I :
    (see structure A)
    will undergo alkaline hydrolysis at a faster rate than
    (see structure B)

    Statement II :
    (see structure C)
    intramolecular substitution takes place first by involving lone pair of electrons on nitrogen.
    In the light …
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  21. The products A and B in the following reactions, respectively are
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  22. Consider the following sequence of reactions:

    Chlorobenzene

    11.25 mg of chlorobenzene will produce ______ × 10⁻¹ mg of product B.
    (Consider the reactions result in complete conversion.)
    [Given molar mass of C, H, O, N and Cl as 12, 1, 16, 14 and 35.5 g mol⁻¹ respectively]
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  23. The ascending order of relative rate of solvolysis of following compounds is
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  24. In the following substitution reaction :

    Product 'P' formed is :
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  25. Which among the following halides will generate the most stable carbocation in Nucleophillic substitution reaction?
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  26. Consider the above sequence of reactions. 151 g of 2-bromopentane is made to react. Yield of major product P is whereas Q is .

    Mass of product Q obtained is ____ g.
    (Given molar mass in …
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  27. Given below are two statements :

    Statement (I) : Alcohols are formed when alkyl chlorides are treated with aqueous potassium hydroxide by elimination reaction.

    Statement (II): In alcoholic potassium hydroxide, alkyl chlorides form alkenes by abstracting the hydrogen from the …
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  28. Predict the major product of the following reaction sequence :-
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  29. The reactions which cannot be applied to prepare an alkene by elimination, are
    A. (see structure)
    B.
    C. (see structure)
    D. (se …
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  30. Identify the correct set of reagents or reaction conditions 'X' and 'Y' in the following set of transformation.
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  31. Find out the major product formed from the following reaction. [ ]
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  32. Product 'A'

    Consider the above reactions, identify product B and product C .
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  33. Product P is
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  34. Identify the major product in the following reaction.
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  35. Match List I with List II :
    LIST I (Compound)LIST II (Uses)
    A.IodoformI.Fire extinguisher
    B.Carbon tetrachlorideII.Insecticide
    C.CFCIII.Antiseptic
    D.DDTIV.Refrigerants

    Choose the correct answer fro …
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  36. Consider the above chemical reaction. Product " A " is:
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  37. Given below are two statements :

    Statement (I): reactions are 'stereospecific', indicating that they result in the formation only one stereo-isomers as the product.
    Statement (II) : reactions generally result in formati …
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  38. Which among the following compounds will undergo fastest reaction.
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  39. In the following sequence of reaction, the major products B and C respectively are :
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  40. Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R) :

    Assertion (A) : reaction of occurs more readily than the …
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  41. In the above reaction product ' P ' is
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  42. The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide is ;
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  43. Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R).

    Assertion (A) : Haloalkanes react with KCN to form alkyl cyanides as a main product while with AgCN form isocyanide as the main product.
    Reason (R) : KCN and AgCN both are …
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  44. Which among the following halide/s will not show S_N1 reaction:
    (A) H₂C=CH-CH₂Cl
    (B) CH₃-CH=CH-Cl
    (C) (see structure)
    (D) (see structure)

    Choose the most appropriate answer from the options given below:
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  45. Given below are two statements : one is labelled as Assertion A and the other is labelled as Reason R :
    Assertion A : Aryl halides cannot be prepared by replacement of hydroxyl group of phenol by halogen atom.
    Reason R: Phenols react with halogen acids violently. In the light of …
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  46. The product ( C ) in the below mentioned reaction is:
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  47. The total number of hydrogen atoms in product A and product B is ______.
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  48. Example of vinylic halide is
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  49. Given below are two statement one is labeled as Assertion (A) and the other is labeled as Reason (R).

    Assertion (A): is an example of allyl halide

    Reason (R): Allyl halides are the compounds in which the halogen atom i …
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  50. Compound A formed in the following reaction reacts with B gives the product C. Find out A and B.
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