JEE Advanced General Organic Chemistry and Isomerism questions with solutions
Electronic effects, acidity and basicity, reaction mechanisms, and structural and stereoisomerism including chirality. 38 questions from our 2016–2025 JEE Advanced pattern papers, from the Class 11 Chemistry syllabus. Each has the answer and a full solution.
Also practise: General Organic Chemistry and Isomerism for JEE Main
JEE Advanced 2025
- But-2-yne (X) is converted in two ways. Route 1: (i) Na/liq. NH3; (ii) Br2/CCl4; (iii) one equivalent of alcoholic KOH (E2, anti-periplanar…
- Match each reaction in List-I with the description of its major organic product in List-II. List-I (P) 2,3-Dimethylbutane-2,3-diol heated with dilute…
- But-2-yne is converted into P by (H2, Lindlar catalyst) followed by Br2 in CCl4, and into Q by (Na, liquid NH3) followed by Br2 in CCl4. Which…
- The compound hepta-2,5-dien-4-ol, CH3CH=CH-CH(OH)-CH=CHCH3, can exist in several stereoisomeric forms because of its two double bonds and its…
JEE Advanced 2024
- Three reactions are carried out on the butenes: (X) cis-but-2-ene is treated with CH3CO3H and then with aqueous H3O^+; (Y) trans-but-2-ene is treated…
- Considering regiochemistry, stereochemistry and rearrangements in the reactions of alkenes, phenol and acetophenone, choose the correct statement(s).
- The total number of stereoisomers (counting each enantiomer separately) possible for the compound CH3CH=CH-CH(OH)-CH=CHCH3 is
- Four reactions of the butene isomers are carried out: (I) (Z)-but-2-ene with OsO4 followed by NaHSO3; (II) (E)-but-2-ene with m-CPBA followed by…
JEE Advanced 2023
- 2-Methylcyclohexanone is converted into P by LDA in THF at -78^circC followed by CH3I, and into Q by NaOEt in EtOH at room temperature followed by…
- Free-radical monochlorination of 2-methylbutane gives a mixture of monochloro products. The total number of distinct monochloro compounds formed…
- Match the transformation in List-I with the correct statement about its product in List-II. List-I: (P) Benzamide treated with Br2 and aqueous NaOH…
- Choose the correct statement(s).
- All the alkenes of molecular formula C5H10 (counting each geometrical isomer separately) are treated with D2 over a platinum catalyst, which adds one…
JEE Advanced 2022
- The total number of stereoisomers (counting each enantiomer separately, and counting constitutional isomers as different compounds) of all aldehydes…
- (s) regarding nucleophilic substitution and elimination reactions.
- Cyclohexane-1,2,3,4,5,6-hexol (inositol), C6H12O6, has six OH groups, one on each ring carbon of a planar-represented cyclohexane ring. Counting each…
- Toluene is oxidised by hot alkaline KMnO4 (then acidified) to A. A is treated with SOCl2, then excess NH3 to give B. B is warmed with Br2/KOH to give…
- (s) about acidity and basicity of organic compounds (aqueous solution, 298 K).
JEE Advanced 2021
- Hex-3-yne is reduced with Na/liq. NH3 to give X. X is treated with Br2/CCl4 to give Y, and one equivalent of Y is then heated with alcoholic KOH (a…
- (s) about the number of stereoisomers (including optical isomers) or optical activity.
- The two geometric isomers of but-2-ene are treated separately with (i) Br2 in CCl4 (anti addition through a bromonium ion) or (ii) cold dilute…
- The total number of stereoisomers (counting enantiomers and geometric isomers separately) of the compound CH3CH(Cl)CH=CHCH(Cl)CH3 is ______.
JEE Advanced 2020
- Only the isomers of C5H10 (acyclic alkenes and cycloalkanes, counting stereoisomers separately wherever they exist) are considered.
- The compound CH3CH=CH-CH(OH)-CH=CH-CH3 (hepta-2,5-dien-4-ol) is considered with all its possible configurational stereoisomers, counting enantiomers…
- Number of stereoisomers (including enantiomers and meso forms) is/are correct?
JEE Advanced 2019
- The number of stereoisomers (counting enantiomers separately) of the compound CH3CH=CH-CH(OH)-CH=CH-CH3 (hepta-2,5-dien-4-ol) is
- A single pure stereoisomer is called a meso compound if it has stereocentres but is optically inactive because of an internal plane of symmetry.…
- Paragraph 2: List-I lists four compounds, each written without any stereochemical descriptor, and List-II lists six numbers. Count stereoisomers as…
JEE Advanced 2018
- Consider the addition reactions of the two isomeric but-2-enes.
- The compound CH3CH(Br)CH=CHCH(Br)CH3 (2,5-dibromohex-3-ene) can exist in several stereoisomeric forms because of its two stereocentres and the double…
- Methylcyclobutane undergoes free-radical monochlorination at every distinct type of hydrogen. The total number of different monochloro products…
JEE Advanced 2017
JEE Advanced 2016
- Consider all isomers of molecular formula C5H10.
- Free-radical monochlorination of 2-methylbutane is carried out and every possible constitutional isomer of C5H11Cl is formed. What is the total…
- Free-radical monochlorination of 3-methylpentane with Cl2/hnu is carried out. Counting every constitutional isomer and every stereoisomer…
- Comparisons regarding acid/base strength is (are) correct?
Other Chemistry topics
Alcohols, Phenols, Ethers and Haloalkanes 11Atomic Structure 9Biomolecules and Polymers 8Carbonyl Compounds, Carboxylic Acids and Amines 20Chemical Bonding and Molecular Structure 17Chemical Equilibrium 12Chemical Kinetics 24Chemical Thermodynamics 21Coordination Compounds 23Electrochemistry 22Hydrocarbons 12Ionic Equilibrium 20Mole Concept and Stoichiometry 6Qualitative and Practical Chemistry 7Redox Reactions and Titrations 15Solutions, Solid State and Surface Chemistry 26d- and f-Block Elements and Metallurgy 11s-Block, p-Block Elements and Hydrogen 29