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JEE Hydrocarbons PYQs with Video Solutions, Download PDF

Nehal Sharma

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Aug 13, 2026

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JEE Hydrocarbons PYQs with Video Solutions, Download PDF

JEE Hydrocarbons PYQ

Solving JEE Hydrocarbons PYQ problems is important for mastering organic chemistry for JEE Main and JEE Advanced. This chapter mainly covers four categories: alkanes, alkenes, alkynes and aromatic hydrocarbons. Questions may test their preparation, physical and chemical properties, reaction mechanisms, product formation and relative stability.

The general formulas of open-chain hydrocarbons are:

$$Alkanes: Cn​H2n+2​$$

$$Alkenes: Cn​H2n​$$

$$Alkynes: Cn​H2n−2​$$

Alkanes are saturated hydrocarbons, whereas alkenes and alkynes contain carbon-carbon double and triple bonds, respectively. Aromatic hydrocarbons, such as benzene, contain cyclic conjugated systems with special stability. Practising previous-year questions helps students understand how reaction conditions, reagents and electronic effects determine the final product.

JEE Hydrocarbons Important PYQ PDF

The JEE Hydrocarbons Important PYQ PDF provided below contains selected questions on alkanes, alkenes, alkynes and aromatic hydrocarbons. Students can use it for chapter-wise practice after completing the concepts or for quick revision before the examination.

Questions collected from JEE Mains Previous Papers help students identify recurring reactions and understand the expected level of difficulty. Attempt each problem independently before checking its answer. During analysis, classify mistakes as conceptual errors, incorrect reagent identification, mechanistic errors, or product prediction errors.

The PDF can also be attempted as a timed chapter test. Mark difficult questions and solve them again after revising the relevant reaction mechanism, rather than memorising only the final product.

Important Topics Covered in Hydrocarbons PYQs

Hydrocarbons form an essential part of the organic chemistry section of the JEE Mains Syllabus. Students should prepare all four groups because exam questions may connect multiple hydrocarbons through reaction sequences or conversions.

Alkanes

Important alkane topics include preparation through hydrogenation, Wurtz reaction, decarboxylation and Kolbe’s electrolysis. Questions may also cover conformations of ethane, combustion, cracking and free-radical halogenation.

A general combustion reaction is:

$$Cn​H2n+2​+23n+1​O2​→nCO2​+(n+1)H2​O$$

Alkenes

Alkene questions commonly test preparation through elimination reactions, electrophilic addition, Markovnikov’s rule, peroxide effect, ozonolysis, oxidation and polymerisation.

Under normal conditions, propene reacts with HBr according to Markovnikov’s rule:

$$CH3​CH=CH2​+HBr→CH3​CHBrCH3​$$

In the presence of peroxide, $$HBr$$ gives the anti-Markovnikov product:

$$CH3​CH=CH2​+HBrperoxide​CH3​CH2​CH2​Br$$

The peroxide effect is generally observed with $$HBr, not HCl or HI.$$

Alkynes

Important alkyne topics include preparation through double dehydrohalogenation, addition reactions, oxidation, polymerisation and the acidic nature of terminal alkynes. The greater acidity of terminal alkynes is associated with the higher s-character of the sp-hybridised carbon.

Hydration of ethyne in the presence of mercuric sulphate produces acetaldehyde after enol-keto tautomerism:

$$HC≡CH+H2​OHgSO4​/H2​SO4​​CH3​CHO$$

Aromatic Hydrocarbons

Aromatic hydrocarbon questions focus on benzene, aromaticity, electrophilic aromatic substitution, directive effects and side-chain reactions. Important reactions include nitration, sulphonation, halogenation, Friedel-Crafts alkylation and Friedel-Crafts acylation.

Benzene undergoes nitration as follows:

$$C6​H6​+HNO3​conc. H2​SO4​​C6​H5​NO2​+H2​O$$

Other frequently tested areas include:

  • Stability of carbocations and free radicals
  • Relative reactivity of hydrocarbons
  • Ozonolysis and oxidative cleavage
  • Geometrical isomerism in alkenes
  • Acidity of terminal alkynes
  • Ortho, meta and para directing effects

How to Solve Hydrocarbons PYQs Effectively

Begin by classifying the compound as an alkane, alkene, alkyne or aromatic hydrocarbon. Then examine the reagent, catalyst and reaction conditions carefully because heat, light, peroxide or pressure can change the reaction pathway.

While solving JEE Questions, follow these steps:

  1. Identify the reactive bond or position.
  2. Determine whether the mechanism is ionic or free-radical.
  3. Check the stability of possible intermediates.
  4. Apply Markovnikov’s rule only under suitable conditions.
  5. Check for carbocation rearrangement.
  6. Use substituent effects in aromatic reactions.
  7. Verify the final product for orientation and stereochemistry.

After chapter-wise practice, attempt a JEE Mains Mock Test to evaluate speed, accuracy and reaction recall under exam conditions. Maintain a reaction chart covering reagents, conditions, intermediates and major products for faster revision.

List of JEE Hydrocarbons PYQs

The questions below cover alkanes, alkenes, alkynes and aromatic hydrocarbons. Attempt them as a timed chapter-wise test without checking the answers.

Review every incorrect, guessed or skipped question after the test. Revise the relevant concept or mechanism and reattempt the problem to build lasting understanding.

Question 1

3-Methyl-pent-2-ene on reaction with HBr in presence of peroxide forms an addition product. The number of possible stereoisomers for the product is

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Question 2

Which compound would give 5-keto-2-methyl hexanal upon ozonolysis?

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Question 3

One mole of a symmetrical alkene on ozonolysis gives two moles of an aldehyde having a molecular mass of $$44$$ u. The alkene is


Question 4

An organic compound 'A' C$$_4$$H$$_8$$ on treatment with KMnO$$_4$$/H$$^+$$ yields compound 'B' C$$_3$$H$$_6$$O. Compound 'A' also yields compound 'B' on ozonolysis. Compound 'A' is:

Show Answer Explanation

Question 5

A chloro compound "A".
(i) forms aldehydes on ozonolysis followed by the hydrolysis.
(ii) when vaporized completely 1.53 g of A, gives 448 mL of vapour at STP. The number of carbon atoms in a molecule of compound A is _________

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Question 6

The number of possible isomeric products formed when 3-chloro-1-butene reacts with HCl through carbocation formation is _______

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Question 7

on mercuration-demercuration produces the major product:

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Question 8

The number of acyclic structural isomers (including geometrical isomers) for pentene are ___.

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Question 9

The reaction of propene with HOCl ($$Cl_2 + H_2O$$) proceeds through the intermediate:

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Question 10

Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R).
Assertion (A): Treatment of bromine water with propene yields 1-bromopropan-2-ol.
Reason (R): Attack of water on bromonium ion follows Markovnikov rule and results in 1-bromopropan-2-ol.
In the light of the above statements, choose the most appropriate answer from the options given below:

Show Answer Explanation

Question 11

The correct order of reactivity in electrophilic substitution reaction of the following compounds is:

image

Question 12

Consider the following two reactions A and B.

image
image



Numerical value of [ molar mass of x + molar mass of y] is __


Question 13

Polysubstitution is a major drawback in:

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Question 14

Among the following four aromatic compounds, which one will have the lowest melting point?

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Question 15

Consider the polycyclic aromatic compound, 1-phenylnaphthalene, whose structure is shown below. The various unique carbon positions on the aromatic rings are numbered from (1) to (4) as marked:

image

When this compound is subjected to mild electrophilic aromatic substitution (EAS) conditions,at which of the labeled positions will the electrophilic attack predominantly occur to form the major kinetic product? Write answer in integer [1 /2 /3 /4]

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Question 16

Which among the following is the strongest acid?


Question 17

The major product obtained from the following reaction is:

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Question 18

Which one of the following reactions will not result in the formation of carbon-carbon bond?

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Question 19

Which one of the following compounds is non-aromatic?


Question 20

Consider the following reactions. Total number of electrons in the $$\pi$$ bonds and lone pair of electrons in the product (X) is :

image

Question 21

In a set of reactions p-nitrotoluene yielded a product E.


The product E would be:

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Question 22

image

Which compound is formed as the major product?

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Question 23

An alkane (Y) requires 8 moles of oxygen for complete combustion and on chlorination with Cl$$_2$$/h$$\nu$$, (Y) gives only one monochlorinated product (Z). The total number of primary carbon atoms in (Y) is __________.


Question 24

Number of bromo derivatives obtained on treating ethane with excess of Br$$_2$$ in diffused sunlight is ______


Question 25

Given below are two statements regarding the conformations of ethane.

Statement I: The rotation about the carbon-carbon single bond $$\mathrm{(C-C)}$$ in ethane is not completely free and is hindered by a small energy barrier.

Statement II: This energy barrier is primarily caused by strong steric hindrance between the hydrogen atoms of adjacent methyl groups.

Choose the most appropriate answer from the options given below.

Show Answer

Question 26

According to IUPAC nomenclature rules, which of the following represents the correct decreasing order of priority for the given principal functional groups?

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Question 27

Consider the isomers of hydrocarbon with molecular formula C$$_5$$H$$_{10}$$. These isomers do not decolourise KMnO$$_4$$ solution. These isomers are subjected to chlorination with chlorine in presence of light to give monochloro compounds. The total number of monochloro compounds (structural isomers only) formed is __________.


Question 28

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

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Question 29

Which of the following alkane isomers has the lowest boiling point?

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Question 30

Consider the following sequence of reactions to give the major product $$(X)$$:

image

$$P$$ g of the major product $$(X)$$ formed is reacted with $$\text{NaHCO}_3$$ solution to liberate a gas which occupied 11.2 dm³ at STP. $$P$$ = _____ g.
( Given molar mass in g $$mol^{-1} H:1,C:12,O:16,Cl:35.5$$)


Question 31

During Kolbe’s electrolytic method, an aqueous solution of sodium propanoate $$\mathrm{(CH_3CH_2COONa)}$$ is electrolyzed. Which pair of gases is evolved as the major product at the anode?

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Question 32

The hydration of propyne results in formation of


Question 33

The reagent needed for converting:

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Question 34

Which of the following reactions will yield $$2, 2-$$dibromopropane?


Question 35

image

In the given reaction, the product 'A' is


Question 36

Consider the following reactions:

'A' is:


Question 37

image

Compound (X) is subjected to the sequence of reactions as shown above:
Molar mass of the major product (Y) formed is ______ g mol$$^{-1}$$.
(Given molar mass in g mol$$^{-1}$$ C:12, H: 1, O: 16)


Question 38

But-2-yne and hydrogen (one mole each) are separately treated with (i) Pd/C and (ii) Na/ liq. NH3 to give the products X and Y respectively.

67


Identify the incorrect statements.
A. X and Y are stereoisomers.
B. Dipole moment of X is zero.
C. Boiling point of X is higher than Y.
D. X and Y react with $$O_{3}/Zn+H_{2}O$$ to give different products.
Choose the correct answer from the options given below :

Show Answer Explanation

Question 39

The least acidic compound, among the following is:

image

Question 40

1,2-dibromocyclooctane is treated with

image


'P' is :

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