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Structural Isomerism - JEE Main Previous Year Questions with Solutions

Structural isomerism in JEE Main covers chain, position, functional group, and metamerism sub-types, while stereoisomerism covers geometrical and optical forms. Between 2009 and 2014, NTA/CBSE set 9+ questions from this topic in AIEEE and JEE Main. Mastering these PYQs with solutions gives a predictable 4–8 mark advantage on exam day.
Structural Isomerism - JEE Main Previous Year Questions with Solutions

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JEE Main Previous Year Papers Questions of Chemistry With Solutions are available at eSaral.   Simulator Previous Years AIEEE/JEE Mains Questions

Q. The alkene that exhibits geometrical isomerism is :- (1) 2–butene (2) 2–methyl–2–butene (3) Propene (4) 2–methyl propene [AIEEE-2009]
Ans. (1)
Q. The number of stereoisomers possible for a compound of the molecular formula CH3–CH=CH–CH(OH)–Me is :- (1) 4             (2) 6              (3) 3             (4) 2 [AIEEE-2009]
Ans. (1) exhibits both geometrical as well as optical isomerism. Cis – R Trans – R Cis – S Trans – S
Q. Out of the following, the alkene that exhibits optical isomerism is : (1) 2-methyl-2-pentene (2) 3-methyl-2-pentene (3) 4-methyl-1-pentene (4) 3-methyl-1-pentene [AIEEE-2010]
Ans. (4)
Q. Identify the compound that exhibits tautomerism :- (1) 2-Pentanone (2) Phenol (3) 2-Butene (4) Lactic acid [AIEEE-2011]
Ans. (1)
Q. The IUPAC name of the following compounds is : (1) (Z) – 5 – hepten – 3 – yne (2) (Z) – 2 – hepten – 4 – yne (3) (E) – 5 – hepten – 3 – yne (4) (E) – 2 – hepten – 4 – yne [JEE-Main-2012]
Ans. (4)
Q. Dipole moment is shown by :- (1) trans-2, 3-dichloro- 2-butene (2) 1, 2-dichlorobenzene (3) 1, 4-dichlorobenzene (4) trans-1, 2-dinitroethene [JEE-Main 2012]
Ans. (2)
Q. Maleic acid and fumaric acids are :- (1) Tautomers (2) Chain isomers (5) Geometrical isomers (4) Functional isomers [JEE-Main 2012]
Ans. (3)
Q. Monocarboxylic acids are functional isomers of : (1) Esters (2) Amines (3) Ethers (4) Alcohols [JEE-Main 2013]
Ans. (1) Monocarboxylic acid and Esters $(-\mathrm{COO}-)$ has same general $(-\mathrm{COOH}) .$ Formula $\left[\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}} \mathrm{O}_{2}\right]$ but different FG, so are called functional group isomer.
Q. Arrange in the correct order of stability (decreasing order) for the following molecules: [JEE-Main 2013]
Ans. (3)
Q. For which of the following molecule significant $\mu \neq 0$ [JEE-Main 2014]
Ans. (2) Due to presence of $\ell . \mathrm{p}_{(\mathrm{s})}$ on oxygen and sulphur atom which are out of plane hence
 

Frequently Asked Questions

Find answers to common questions.

Which alkene shows geometrical isomerism?

An alkene shows geometrical isomerism only when each carbon of the C=C double bond carries two different substituents. 2-Butene (CH₃–CH=CH–CH₃) qualifies because each sp² carbon has –H and –CH₃. 2-Methylpropene does not qualify because one sp² carbon has two identical –CH₃ groups.

How many types of isomerism are asked in JEE Main?

JEE Main questions cover structural isomerism (chain, position, functional group, metamerism) and stereoisomerism (geometric/E-Z and optical). Conformational isomerism (chair conformations of cyclohexane) also appears occasionally. Based on PYQs from 2009–2023, geometrical and optical isomerism together account for roughly 60% of isomerism questions.

What is structural isomerism in JEE Main chemistry?

Structural isomerism (also called constitutional isomerism) is when two or more compounds share the same molecular formula but differ in the order or manner in which atoms are connected. JEE Main tests four sub-types: chain, position, functional group, and metamerism. Questions typically ask you to identify or count isomers for a given formula.

Why does 1,2-dichlorobenzene have a dipole moment but 1,4-dichlorobenzene does not?

In 1,4-dichlorobenzene (para), the two C–Cl bond dipoles point in exactly opposite directions and cancel completely, giving μ = 0. In 1,2-dichlorobenzene (ortho), the bond dipoles are at approximately 60° to each other and do not cancel, resulting in a net dipole moment μ ≠ 0. This is a direct application of vector addition of bond dipoles.

How do you count stereoisomers for a JEE Main question?

First, count chiral centres (n) in the molecule — these give 2ⁿ optical isomers. Then check if the molecule also has a C=C with restricted rotation — this adds a factor of 2 (cis and trans). Multiply both. For CH₃–CH=CH–CH(OH)–CH₃: 1 chiral centre × 1 double bond = 2 × 2 = 4 stereoisomers

What is the difference between maleic acid and fumaric acid?

Maleic acid and fumaric acid are both butenedioic acids (molecular formula C₄H₄O₄). Maleic acid is the cis isomer (both –COOH groups on the same side of the double bond) and fumaric acid is the trans isomer. They are geometrical isomers of each other, not tautomers or functional isomers.

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Comments

kabir singh
Sept. 17, 2025, 3:30 p.m.
good for revision
Muhammad Faraaz
Aug. 13, 2025, 8:15 a.m.
Very useful and beginner friendly, thank you brothers from Esaral
aarab
March 11, 2024, 6:35 a.m.
thanks
Jitendra Kumar
July 16, 2022, 10:37 p.m.
Thank you for ur support to students.
Venkateswarlu
June 11, 2021, 7 p.m.
Questions are well but answers for the questions also provided then it is very easy to correction and checking
Ritik Ranjan
Feb. 8, 2021, 9:34 p.m.
Dang..These questions don't even require pen. Guys try out advanced pyqs of isomerism..It's literally worth it..
Feb. 3, 2021, 11:12 p.m.
Please show the solution for the questions
Answer NEEDED
Nov. 9, 2020, 11:10 a.m.
ANS OF QUESTION 9 ........................................................................................................................................................ ........................................................................................................................................................ ........................................................................................................................................................ ........................................................................................................................................................ ........................................................................................................................................................ ........................................................................................................................................................
Lakshit
May 27, 2023, 6:35 a.m.
In 3rd option both methyl are at equitorial. So,that structure is most stable
technical team
Sept. 1, 2020, 6:08 p.m.
please give scheme to download it
raghavendra
Aug. 29, 2020, 10:52 a.m.
very nice questions
alok
Aug. 23, 2020, 9:45 a.m.
tha best
Sahithi
June 26, 2020, 12:02 p.m.
It's good
Expert
June 18, 2020, 7:48 a.m.
I m in class 9 but still I can solve alll of the above questions
Sumit
Aug. 29, 2023, 6:35 a.m.
Halwa hai na
sk sukil roy
May 16, 2020, 4:28 p.m.
some what good but very less questions for online very basic but really good to increases your confidence soo
Namo
April 23, 2020, 12:32 p.m.
Very less questions available here for doing online questions
Aryan nambiar
April 11, 2020, 1:01 a.m.
Good way to practice but do increase the level a bit ... It is not comparable to jee main difficulty ...
Allu Arjun
April 9, 2020, 7:01 p.m.
good ; useful but it's somewhat low level
Allu Arjun
April 9, 2020, 7:01 p.m.
good ;useful but it's somewhat low level
Prince pavan
Dec. 28, 2019, 4:03 p.m.
This type of experience (combination of all papers in one topic)is very useful to preparation of jee. Thanks for giving this type of experience.
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