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JEE Organic Compounds with Halogens PYQ, Download PDF

REEYA SINGH

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Aug 07, 2026

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JEE Organic Compounds with Halogens PYQ, Download PDF

JEE Organic Compounds with Halogens PYQ

JEE Organic Compounds with Halogens PYQs help you understand the preparation, properties, and reactions of haloalkanes and haloarenes. Questions from this chapter are commonly based on nucleophilic substitution, elimination reactions, the nature of the carbon-halogen bond, preparation methods, and named reactions.

The chapter becomes easier when you understand how the structure of a compound affects its reactivity. For example, haloalkanes can undergo nucleophilic substitution reactions, while haloarenes are generally less reactive because their carbon-halogen bond has partial double-bond character.

While preparing this chapter, focus on reaction conditions, the order of reactivity, and the difference between substitution and elimination. Regularly solving JEE Organic Compounds with Halogens Questions will help you recognise common reaction patterns and select the correct product.

In this blog, you can download important PYQs, revise key formulas and reactions, learn about common mistakes, and attempt selected questions as a chapter-wise test.

JEE Organic Compounds with Halogens Important PYQ PDF

The JEE Organic Compounds with Halogens Important PYQ PDF includes selected previous-year questions from haloalkanes, haloarenes, preparation methods, nucleophilic substitution, elimination, Grignard reagents, and important named reactions.

Practising these questions will help you understand which concepts are repeatedly tested in JEE. First, try to identify the substrate, reagent, solvent, and reaction conditions. These details will help you decide whether the reaction follows substitution, elimination, or another reaction pathway.

After completing the PDF, check your answers and revise weak concepts using reliable JEE Study Material. Do not memorise only the final product. Try to understand why a particular product is formed and how the reagent affects the reaction.

Important Formulas for Organic Compounds with Halogens PYQ

Organic Compounds with Halogens is mainly reaction-based. Therefore, your JEE Mains Formula Sheet should include important reaction equations, reactivity orders, and basic relations rather than only numerical formulas.

Concept or ReactionFormula or General Reaction
General formula of a monohaloalkaneCn​H2n+1​X
Hydrolysis of a haloalkaneR−X+KOH(aq)​→R−OH+KX
DehydrohalogenationR−CH2​−CH2​X+KOH(alc)​→Alkene+KX+H2​O
Wurtz reaction2R−X+2Nadry ether​R−R+2NaX
Finkelstein reactionR−Cl/R−Br+NaIacetone​R−I+NaCl/NaBr
Swarts reactionR−Cl/R−Br+AgF→R−F+AgCl/AgBr
Formation of Grignard reagentR−X+Mgdry ether​R−MgX
Reaction with ammoniaR−X+2NH3​→R−NH2​+NH4​X
Reaction with KCNR−X+KCN→R−CN+KX
Reaction with AgCNR−X+AgCN→R−NC+AgX
Relative leaving-group abilityI−>Br−>Cl−>F−
Reactivity in an SN​1 reaction3∘>2∘>1∘>CH3​
Reactivity in an SN​2 reactionCH3​>1∘>2∘≫3∘

Remember that SN​1 reactions depend mainly on carbocation stability, while SN​2 reactions are affected by steric hindrance. Haloarenes are less reactive towards nucleophilic substitution than haloalkanes under ordinary conditions.

Top 5 Common Mistakes to Avoid in JEE Organic Compounds with Halogens PYQs

1. Confusing aqueous and alcoholic KOH

Aqueous KOH generally gives an alcohol through substitution, while alcoholic KOH generally produces an alkene through elimination.

2. Using the wrong reactivity order

The SN​1 and SN​2 mechanisms have different reactivity orders. Always identify the mechanism before comparing the substrates.

3. Ignoring the effect of the solvent

Polar protic solvents usually support SN​1 reactions, while polar aprotic solvents generally favour SN​2 reactions.

4. Treating haloarenes like haloalkanes

The carbon-halogen bond in haloarenes has partial double-bond character. Therefore, it is shorter, stronger, and more difficult to break.

5. Confusing KCN with AgCN

KCN usually forms a nitrile, while AgCN mainly forms an isocyanide. This difference is commonly tested in JEE questions.

List of JEE Organic Compounds with Halogens PYQs

Below, you can attempt selected JEE Organic Compounds with Halogens PYQs as a short chapter-wise test.

Question 1

Which of the following potential energy (P.E.) diagrams represents the S$$_N$$1 reaction?

Show Answer Explanation

Question 2

The major product of the following reaction is:

Show Answer Explanation

Question 3

The major product in the given reaction is

image

Question 4

Identify the correct set of reagents or reaction conditions 'X' and 'Y' in the following set of transformation:

image
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Question 5

Among the following compounds, which one has the shortest C-Cl bond?

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Question 6

Consider the following compounds

54

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


Question 7

The increasing order of the boiling points of the major products A, B and C of the following reactions will be:

Show Answer Explanation

Question 8

63

Question 9

2-Methyl propyl bromide reacts with C$$_2$$H$$_5$$O$$^-$$ and gives 'A' whereas on reaction with C$$_2$$H$$_5$$OH it gives 'B'. The mechanism followed in these reactions and the products 'A' and 'B' respectively are:


Question 10

Arrange the following compounds in the decreasing order of their reactivity towards $$S_N1$$ substitution (rate of solvolysis in aqueous ethanol):

I.

image

II.

image

III.

image

IV.

image
Show Answer

Question 11

What is DDT among the following:


Question 12

image


The maximum number of RBr producing 2-methylbutane by above sequence of reactions is ________ -
(Consider the structural isomers only)


Question 13

Consider the following multi-step chemical transformation:
$$\text{Chlorobenzene}\xrightarrow{\text{Mg\ /\ Dry\ Ether}}P\xrightarrow{\text{(i)\ Dry\ Ice\ (CO}_{2}\text{),\ (ii)\ H}_{3}\text{O}^{+}}Q\xrightarrow{\text{PCl}_{5}}R$$

What is the final organic product $$R$$?

Show Answer

Question 14

Reaction of trans-2-phenyl-1-bromocyclopentane on reaction with alcoholic KOH produces


Question 15

The major product formed in the following reaction is:

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Question 16

Which of the following will most readily give the dehydrohalogenation product?

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Question 17

Which of the following compounds will form the precipitate with aq. AgNO$$_3$$ solution most readily?

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Question 18

Consider the following reaction sequence involving a haloalkane:

$$\text{CH}_{3}-\text{CH}_{2}-\text{CH}_{2}-\text{Br}\xrightarrow{\text{alc.\ KOH,\ }\Delta }X\xrightarrow{\text{HBr\ (gas),\ no\ peroxides}}Y\xrightarrow{\text{aq.\ KOH}}Z$$

Identify the correct IUPAC name of the final organic product $$Z$$:

Show Answer

Instruction for set :

Question 19

Which of the following reaction combinations will yield a pair of enantiomers (a racemic mixture) as the major organic product?

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Question 20

The correct order of reactivity of the following benzyl halides towards reaction with KCN is:

Screenshot_36

Question 21

The major product obtained in the following reaction is,

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Question 22

The increasing order of the reactivity of the following halides for the S$$_{N}$$1 reaction is

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Question 23

Identify the products [A] and [B], respectively in the following reaction :

image
Show Answer Explanation

Question 24

An 'Assertion' and a 'Reason' is given below. Choose the correct answer from the following options:
Assertion (A): Vinyl halides do not undergo nucleophilic substitution easily.
Reason (R): Even though the intermediate carbocation is stabilized by loosely held $$\pi$$-electrons, the cleavage is difficult because of the strong bonding.


Question 25

Two isomers (A) and (B) with Molar mass 184 g/mol and elemental composition C, 52.2%; H, 49% and Br 42.9% gave benzoic acid and p-bromobenzoic acid, respectively on oxidation with KMnO$$_4$$. Isomer 'A' is optically active and gives a pale yellow precipitate when warmed with alcoholic AgNO$$_3$$. Isomer 'A' and 'B' are, respectively:

Show Answer Explanation

Question 26

The decreasing order of reactivity of the following organic molecules towards AgNO$$_3$$ solution is:

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Question 27

Given below are two statements:
Statement I: The dipole moment of R-CN is greater than R-NC and R-NC can undergo hydrolysis under acidic medium to produce $$O\\||\\R-C-OH$$.

Statement II: R-CN hydrolyses under acidic medium to produce a compound which on treatment with $$SOCl_{2}$$, followed by the addition of $$NH_{3}$$ gives another compound(x). This compound (x) on treatment with NaOCl/NaOH gives a product, that on treatment with $$CHCl_{3}/KOH/ \Delta$$ produces R-NC

In the Light of the above statements, choose the correct answer from the options given below

Show Answer Explanation

Question 28

Identify $$A$$ and $$B$$ in the given chemical reaction sequence

image

Question 29


The product formed in the first step of the reaction with excess Mg / Et$$_2$$O / Et = $$C_2H_5$$ is


Question 30

Compound from the following that will not produce precipitate on reaction with AgNO$$_3$$ is

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