JEE Exam > JEE Notes > Chemistry Main & Advanced > JEE Main Previous Year Questions (2025): Haloalkanes and Haloarenes
JEE Main Previous Year Questions (2025): Haloalkanes and Haloarenes
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Page 1 JEE Main Previous Year Questions: Haloalkanes and Haloarenes Q1: Consider the following sequence of reactions: ???? . ???? ???? of chlorobenzene will produce ____ × ???? -?? ???? of product ?? . (Consider the reactions result in complete conversion.) [Given molar mass of ?? , ?? , ?? , ?? and Cl as ???? , ?? , ???? , ???? and ???? . ?? ?? ?????? -?? respectively] JEE Main 2025 (Online) 28th January Morning Shift Ans: 93 Solution: Page 2 JEE Main Previous Year Questions: Haloalkanes and Haloarenes Q1: Consider the following sequence of reactions: ???? . ???? ???? of chlorobenzene will produce ____ × ???? -?? ???? of product ?? . (Consider the reactions result in complete conversion.) [Given molar mass of ?? , ?? , ?? , ?? and Cl as ???? , ?? , ???? , ???? and ???? . ?? ?? ?????? -?? respectively] JEE Main 2025 (Online) 28th January Morning Shift Ans: 93 Solution: 11.25 × 10 -3 112.5 = ?? × 10 -1 × 10 -3 93 ?? × 10 -1 = 93 × 0.1 ?? = 93mg Q2: Consider the above sequence of reactions. 151 g of 2-bromopentane is made to react. Yield of major product ?? is ???? % whereas ?? is ?????? %. Mass of product Q obtained is ____ g. (Given molar mass in ???????? -?? ?? : ?? , ?? : ???? , ?? : ???? , ???? : ???? ) JEE Main 2025 (Online) 2nd April Evening Shift Ans: 184 Solution: Molecular mass of Q = 230 g mol -1 Mass of Q = 0.8 × 230 = 184 g Page 3 JEE Main Previous Year Questions: Haloalkanes and Haloarenes Q1: Consider the following sequence of reactions: ???? . ???? ???? of chlorobenzene will produce ____ × ???? -?? ???? of product ?? . (Consider the reactions result in complete conversion.) [Given molar mass of ?? , ?? , ?? , ?? and Cl as ???? , ?? , ???? , ???? and ???? . ?? ?? ?????? -?? respectively] JEE Main 2025 (Online) 28th January Morning Shift Ans: 93 Solution: 11.25 × 10 -3 112.5 = ?? × 10 -1 × 10 -3 93 ?? × 10 -1 = 93 × 0.1 ?? = 93mg Q2: Consider the above sequence of reactions. 151 g of 2-bromopentane is made to react. Yield of major product ?? is ???? % whereas ?? is ?????? %. Mass of product Q obtained is ____ g. (Given molar mass in ???????? -?? ?? : ?? , ?? : ???? , ?? : ???? , ???? : ???? ) JEE Main 2025 (Online) 2nd April Evening Shift Ans: 184 Solution: Molecular mass of Q = 230 g mol -1 Mass of Q = 0.8 × 230 = 184 g Q3: 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 a primary halide. In the light of the above statements, choose the most appropriate answer from the options given below : JEE Main 2025 (Online) 22nd January Morning Shift Options: A. Both Statement I and Statement II are incorrect B. Both Statement I and Statement II are correct C. Statement I is correct but Statement II is incorrect D. Statement I is incorrect but Statement II is correct Ans: B Solution: CH 3 - O - CH 2 - Cl will undergo S N 1 mechanism because CH 3 - O - C + H 2 is highly stable. Q4 Page 4 JEE Main Previous Year Questions: Haloalkanes and Haloarenes Q1: Consider the following sequence of reactions: ???? . ???? ???? of chlorobenzene will produce ____ × ???? -?? ???? of product ?? . (Consider the reactions result in complete conversion.) [Given molar mass of ?? , ?? , ?? , ?? and Cl as ???? , ?? , ???? , ???? and ???? . ?? ?? ?????? -?? respectively] JEE Main 2025 (Online) 28th January Morning Shift Ans: 93 Solution: 11.25 × 10 -3 112.5 = ?? × 10 -1 × 10 -3 93 ?? × 10 -1 = 93 × 0.1 ?? = 93mg Q2: Consider the above sequence of reactions. 151 g of 2-bromopentane is made to react. Yield of major product ?? is ???? % whereas ?? is ?????? %. Mass of product Q obtained is ____ g. (Given molar mass in ???????? -?? ?? : ?? , ?? : ???? , ?? : ???? , ???? : ???? ) JEE Main 2025 (Online) 2nd April Evening Shift Ans: 184 Solution: Molecular mass of Q = 230 g mol -1 Mass of Q = 0.8 × 230 = 184 g Q3: 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 a primary halide. In the light of the above statements, choose the most appropriate answer from the options given below : JEE Main 2025 (Online) 22nd January Morning Shift Options: A. Both Statement I and Statement II are incorrect B. Both Statement I and Statement II are correct C. Statement I is correct but Statement II is incorrect D. Statement I is incorrect but Statement II is correct Ans: B Solution: CH 3 - O - CH 2 - Cl will undergo S N 1 mechanism because CH 3 - O - C + H 2 is highly stable. Q4 The maximum number of RBr producing 2-methylbutane by above sequence of reactions is ____ . (Consider the structural isomers only) JEE Main 2025 (Online) 22nd January Evening Shift Options: A. 5 B. 3 C. 4 D. 1 Ans: C Solution: RBr ? Mg dry Ether RMgBr ? H 2 O R - H Hence, RBr Can be Total 4 Structural isomers. Q5: Propane molecule on chlorination under photochemical condition gives two di- chloro products, " ?? " and " ?? ". Amongst " ?? " and " ?? ", " ?? " is an optically active molecule. How many tri-chloro products (consider only structural isomers) will be obtained from " ?? " when it is further treated with chlorine under the photochemical condition? JEE Main 2025 (Online) 23rd January Morning Shift Options: A. 4 B. 2 C. 3 D. 5 Ans: C Solution: Page 5 JEE Main Previous Year Questions: Haloalkanes and Haloarenes Q1: Consider the following sequence of reactions: ???? . ???? ???? of chlorobenzene will produce ____ × ???? -?? ???? of product ?? . (Consider the reactions result in complete conversion.) [Given molar mass of ?? , ?? , ?? , ?? and Cl as ???? , ?? , ???? , ???? and ???? . ?? ?? ?????? -?? respectively] JEE Main 2025 (Online) 28th January Morning Shift Ans: 93 Solution: 11.25 × 10 -3 112.5 = ?? × 10 -1 × 10 -3 93 ?? × 10 -1 = 93 × 0.1 ?? = 93mg Q2: Consider the above sequence of reactions. 151 g of 2-bromopentane is made to react. Yield of major product ?? is ???? % whereas ?? is ?????? %. Mass of product Q obtained is ____ g. (Given molar mass in ???????? -?? ?? : ?? , ?? : ???? , ?? : ???? , ???? : ???? ) JEE Main 2025 (Online) 2nd April Evening Shift Ans: 184 Solution: Molecular mass of Q = 230 g mol -1 Mass of Q = 0.8 × 230 = 184 g Q3: 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 a primary halide. In the light of the above statements, choose the most appropriate answer from the options given below : JEE Main 2025 (Online) 22nd January Morning Shift Options: A. Both Statement I and Statement II are incorrect B. Both Statement I and Statement II are correct C. Statement I is correct but Statement II is incorrect D. Statement I is incorrect but Statement II is correct Ans: B Solution: CH 3 - O - CH 2 - Cl will undergo S N 1 mechanism because CH 3 - O - C + H 2 is highly stable. Q4 The maximum number of RBr producing 2-methylbutane by above sequence of reactions is ____ . (Consider the structural isomers only) JEE Main 2025 (Online) 22nd January Evening Shift Options: A. 5 B. 3 C. 4 D. 1 Ans: C Solution: RBr ? Mg dry Ether RMgBr ? H 2 O R - H Hence, RBr Can be Total 4 Structural isomers. Q5: Propane molecule on chlorination under photochemical condition gives two di- chloro products, " ?? " and " ?? ". Amongst " ?? " and " ?? ", " ?? " is an optically active molecule. How many tri-chloro products (consider only structural isomers) will be obtained from " ?? " when it is further treated with chlorine under the photochemical condition? JEE Main 2025 (Online) 23rd January Morning Shift Options: A. 4 B. 2 C. 3 D. 5 Ans: C Solution: Q6: The ascending order of relative rate of solvolysis of following compounds is : JEE Main 2025 (Online) 23rd January Evening Shift Options: A. (C) < (D) < (B) < (A) B. (D) < (A) < (B) < (C) C. (D) < (B) < (A) < (C) D. (C) < (B) < (A) < (D) Ans: B Solution: Solvolysis or S N 1 ? stability of carboccation Stability order Q7: Identify the products [?? ] and [?? ], respectively in the following reaction:Read More
FAQs on JEE Main Previous Year Questions (2025): Haloalkanes and Haloarenes
| 1. What are haloalkanes and how are they classified? |  |
Ans. Haloalkanes, also known as alkyl halides, are organic compounds that contain carbon, hydrogen, and halogen atoms. They are classified based on the number of carbon atoms connected to the halogen atom. The main classifications are primary (1°), secondary (2°), and tertiary (3°) haloalkanes. In primary haloalkanes, the halogen is attached to a carbon atom that is connected to only one other carbon. In secondary haloalkanes, the halogen is bonded to a carbon that is attached to two other carbons. In tertiary haloalkanes, the halogen is attached to a carbon that is connected to three other carbons.
| 2. What are haloarenes and how do they differ from haloalkanes? | |
Ans. Haloarenes are organic compounds that contain a halogen atom bonded to an aromatic ring. The primary difference between haloarenes and haloalkanes lies in their structure: haloalkanes have a saturated carbon framework, while haloarenes involve unsaturated carbon atoms in the context of a benzene ring. This difference in structure affects their reactivity and physical properties. Haloarenes tend to undergo electrophilic substitution reactions, whereas haloalkanes primarily undergo nucleophilic substitution and elimination reactions.
| 3. What is the significance of the reactivity of haloalkanes and haloarenes in organic synthesis? | |
Ans. The reactivity of haloalkanes and haloarenes is crucial in organic synthesis as they serve as intermediates in various chemical reactions. Haloalkanes can be converted to alcohols, amines, and other functional groups through nucleophilic substitution or elimination reactions. Haloarenes, due to their stability and aromatic nature, can be transformed via electrophilic aromatic substitution, allowing for the introduction of different substituents onto the aromatic ring. This versatility makes them important in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.
| 4. How do physical properties like boiling point and solubility vary among haloalkanes and haloarenes? | |
Ans. The physical properties of haloalkanes and haloarenes vary significantly due to their different structures. Generally, haloalkanes have higher boiling points than their corresponding alkanes due to the presence of polar C-X bonds, where X is the halogen. As the size of the halogen increases, the boiling point also increases. Haloarenes, being aromatic compounds, tend to have even higher boiling points due to the additional stability provided by resonance. In terms of solubility, haloalkanes are typically less soluble in water compared to alcohols or carboxylic acids, while haloarenes are generally non-polar and insoluble in water but soluble in organic solvents.
| 5. What are some common reactions of haloalkanes and haloarenes? | |
Ans. Common reactions of haloalkanes include nucleophilic substitution reactions, where a nucleophile replaces the halogen atom, and elimination reactions, where a hydrogen halide is removed, leading to the formation of alkenes. On the other hand, haloarenes primarily undergo electrophilic substitution reactions, where an electrophile replaces a hydrogen atom on the aromatic ring. Examples of these reactions include the formation of an aryl halide from a haloalkane and the nitration or sulfonation of haloarenes, which introduce new functional groups into the aromatic system.
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