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All questions of General Organic Chemistry (GOC) for JEE Exam

Nitration of benzene is:
  • a)
    Free radical substitution reaction
  • b)
    Nucleophilic addition reaction
  • c)
    Nucleophilic substitution reaction
  • d)
    Electrophilic substitution reaction
Correct answer is option 'D'. Can you explain this answer?

Arun Khanna answered
Nitration and sulfonation of benzene are two examples of electrophilic aromatic substitution. The nitronium ion (NO2+) and sulfur trioxide (SO3) are the electrophiles and individually react with benzene to give nitrobenzene and benzenesulfonic acid respectively.

Organic compounds are broadly classified as
  • a)
    alicyclic compounds and acyclic compounds
  • b)
    Open chain compounds and linear chain compounds
  • c)
    Cyclic compounds and alicyclic compounds
  • d)
    Open chain compounds and closed compounds
Correct answer is option 'D'. Can you explain this answer?

Arpita Nambiar answered
The correct answer is option D
Organic compounds are broadly classified into open chain and closed chain compounds. Explanation: open chain compounds or acyclic compounds are otherwise called as aliphatic compounds.

Which among the following is not an aromatic compound(in specific)
  • a)
    Naphthalene
  • b)
    Aniline
  • c)
    Pyridine
  • d)
    Tropolone
Correct answer is option 'C'. Can you explain this answer?

Sai Mishra answered
Pyridine is heterocyclic aromatic compound. Whereas naphthalene and aniline are benzenoid aromatic compounds and tropolone is a non-benzenoid aromatic compound.

Which of the following correctly ranks the cycloalkanes in order of increasing ring strain per methylene group? 
  • a)
    Cyclopropane < Cyclobutane < Cyclopentane < Cyclohexane 
  • b)
    Cyclohexane < Cyclopentane < Cyclobutane < Cyclopropane 
  • c)
    Cyclohexane < Cyclobutane < Cyclopentane < Cyclopropane 
  • d)
    Cyclopropane < Cyclopentane < Cyclobutane < Cyclohexane  
Correct answer is option 'B'. Can you explain this answer?

Rajesh Gupta answered
The correct answer is Option B.

The C-C-C bond angles in cyclopropane (60o) and cyclobutane (90o) are much different than the ideal bond angle of 109.5o.This bond angle causes cyclopropane and cyclobutane to have a high ring strain. However, molecules, such as cyclohexane and cyclopentane, would have a much lower ring strain because the bond angle between the carbons is much closer to 109.5o.

 Rate of reaction of alkanes with halogens is:
  • a)
    Br2> I2>F2>Cl2
  • b)
    Cl2> Br2> I2>F2
  • c)
    F2>Cl2> Br2> I2
  • d)
    Cl2> Br2>F2> I2
Correct answer is option 'C'. Can you explain this answer?

Krishna Iyer answered
The correct answer is option C
The reactivity of the halogens decreases in the following order: F2​>Cl2​>Br2​>I2
fluorine is so explosively reactive it is difficult to control, and iodine is generally unreactive. Chlorination and bromination are normally exothermic.

 Addition of dihydrogen to propyne forms:
  • a)
    Ethanal
  • b)
    Carbocation
  • c)
    Propene
  • d)
    carbanion
Correct answer is option 'C'. Can you explain this answer?

Rahul Bansal answered
Propene, also known as propylene or methyl ethylene, is an unsaturated organic compound having the chemical formula . It has one double bond, and is the second simplest member of the alkene class of hydrocarbons.

 Identify the odd one among the following
  • a)
    Indene
  • b)
    Anthracene
  • c)
    o,m,p-xylene
  • d)
    Azulene
Correct answer is option 'D'. Can you explain this answer?

Saumya Ahuja answered
Azulene is a non- benzenoid compound. Whereas, Indene, anthracene, and o,m,p-Xylene are examples of benzenoid aromatic compounds.

The correct statement regarding cyclopropane is/are
  • a)
    It has the highest angle strain among cycloalkanes
  • b)
    It has smaller heat of hydrogenation per mole of —CH2— than cyclohexane
  • c)
    It has large torsional strain due to all eclipsed C—H bonds on adjacent carbons
  • d)
    Conformations in cyclopropane is due to flipping of bonds 
Correct answer is option 'A,C'. Can you explain this answer?

Puja Pillai answered
The correct answers are Options A and C. 
In cyclopropane the angle strain is maximum. Hence, it is a highly strained molecule and consequently most unstable.In cyclopropane, the adjacent CH2 groups are also eclipsed. Unlike in ethane, this strain cannot be relieved through rotation (the ring is too rigid).  In other words, the CH2 groups are locked in the eclipsed conformation, which results in torsional strain – much like a propeller that has been wound up but held in position.
 

Find the odd one among the following:
  • a)
    Alicyclic compounds
  • b)
    Heterogeneous compounds
  • c)
    Branched chain compounds
  • d)
    Aromatic compounds
Correct answer is option 'C'. Can you explain this answer?

Shruti Ahuja answered
Branched chain compound is a classification of open-chain compounds. Whereas, alicyclic, aromatic and heterogeneous compounds are sub-classifications of cyclic compounds.

The correct statement concerning various conformers of 2-fluoroethanol is/are
  • a)
    Anti-conformer is the most stable conformer
  • b)
    There is intramolecular H-bonding in its most stable conformer
  • c)
    The most stable conformer has greater steric strain than 2nd most stable conformer
  • d)
     Dissolving, in water lower the percentage of most stable conformer 
Correct answer is option 'B,C,D'. Can you explain this answer?

Naveen Chavan answered
Conformers of 2-Fluoroethanol:

Conformers are different arrangements of atoms that can be achieved by rotating around single bonds. For 2-fluoroethanol, there are three different conformers possible:

1) Anti-conformer
2) Gauche-conformer
3) Syn-conformer

Statement Analysis:

a) Anti-conformer is the most stable conformer - This statement is incorrect. The most stable conformer of 2-fluoroethanol is the gauche-conformer.

b) There is intramolecular H-bonding in its most stable conformer - This statement is correct. In the most stable gauche-conformer, there is intramolecular hydrogen bonding between the hydroxyl (-OH) group and the fluorine atom.

c) The most stable conformer has greater steric strain than 2nd most stable conformer - This statement is incorrect. The most stable gauche-conformer has the least steric strain among all three conformers.

d) Dissolving in water lowers the percentage of the most stable conformer - This statement is correct. Dissolving in water disrupts the intramolecular hydrogen bonding in the most stable gauche-conformer, leading to a decrease in its percentage.

Therefore, the correct statements concerning various conformers of 2-fluoroethanol are B, C, and D.

 In Friedel crafts alkylation and acylation the attacking reagent is an:
  • a)
    Electrophile
  • b)
    Nucleophile
  • c)
    Radical
  • d)
    Ionic species
Correct answer is option 'A'. Can you explain this answer?

A Friedel-Crafts alkylation reaction is an electrophilic aromatic substitution reaction in which a carbocation attacks an aromatic ring with the net result that one of the aromatic protons is replaced by an alkyl group. vinyl and aryl halides cannot be used to form carbocations.

 Halogenation proceeds via:
  • a)
    Addition process
  • b)
    Combustion
  • c)
    Termination
  • d)
    Free radical chain mechanism
Correct answer is option 'D'. Can you explain this answer?

Puja Pillai answered
Understanding Halogenation
Halogenation is a chemical reaction where halogens (such as fluorine, chlorine, bromine, or iodine) are added to organic compounds, particularly alkanes and alkenes.
Free Radical Chain Mechanism
The correct answer to how halogenation proceeds is through the free radical chain mechanism. This process can be broken down into three main stages:
  • Initiation: This stage involves the formation of free radicals. For example, when chlorine gas (Cl2) is exposed to heat or light, it dissociates into two chlorine radicals (Cl•). These radicals are highly reactive.
  • Propagation: In this stage, the chlorine radicals react with the alkane molecules. A radical abstracts a hydrogen atom from the alkane, forming hydrochloric acid (HCl) and a new alkyl radical. This new radical can further react with another chlorine molecule, generating more chlorine radicals and continuing the chain reaction.
  • Termination: This final stage occurs when two radicals combine to form a stable product, effectively stopping the chain reaction. Termination can happen in various ways, such as the combination of two chlorine radicals or the combination of an alkyl radical and a chlorine radical.

Characteristics of Free Radical Mechanism
  • Chain Reaction: The process is characterized by a series of reactions that can propagate rapidly.
  • Temperature and Light Sensitivity: The initiation phase often requires heat or light, making it sensitive to environmental conditions.
  • Radical Stability: The stability of radicals influences the reaction pathway, affecting which products are formed.

In summary, halogenation primarily occurs through the free radical chain mechanism, involving initiation, propagation, and termination stages.

The number of structural isomers for C6H12 is:
  • a)
    4
  • b)
    3
  • c)
    6
  • d)
    5
Correct answer is option 'D'. Can you explain this answer?

Tanvi Iyer answered
Understanding Structural Isomers of C6H12
The molecular formula C6H12 represents an alkane or a cycloalkane. Structural isomers are compounds with the same molecular formula but different arrangements of atoms. For C6H12, we can have various structural isomers based on the type of carbon chain and branching.
Types of Isomers for C6H12
- Straight-chain Alkanes:
- Hexane (n-hexane) is the straight-chain form.
- Branched Alkanes:
- 2-Methylpentane
- 3-Methylpentane
- 2,2-Dimethylbutane
- 2,3-Dimethylbutane
- 3,3-Dimethylbutane
- Cycloalkanes:
- Cyclohexane is another form, which is a cyclic structure.
Total Count of Isomers
- Counting the Isomers:
- There are 5 branched-chain isomers from the straight-chain hexane.
- Adding cyclohexane gives a total of 6 structural isomers.
Conclusion
Thus, the total number of structural isomers for C6H12 is 5 branched isomers plus 1 cyclic isomer, totaling 6 structural isomers. Therefore, the correct answer is option 'D', which states that there are 5 branched isomers.
This comprehensive understanding of structural isomers showcases the diversity of organic compounds even with the same molecular formula.

Which among the following is not a class of organic compound
  • a)
    Carbonyl compound
  • b)
    Nitro compound
  • c)
    Amides
  • d)
    Electro compounds
Correct answer is option 'D'. Can you explain this answer?

Ishani Mehta answered
Classes of organic compounds are those which involves organic compounds such as carbon, hydrogen and oxygen. Hence, electro compounds is not a class of organic compounds.

For the separation of two miscible liquids which method is used?
  • a)
    Chromatography
  • b)
    Fractional column
  • c)
    Fractional distillation
  • d)
    Separating funnel
Correct answer is option 'C'. Can you explain this answer?

Simran Gupta answered
Understanding Fractional Distillation
Fractional distillation is a crucial method used for separating two miscible liquids based on their differing boiling points. This technique is particularly effective when the boiling points of the components are close to each other.
How Fractional Distillation Works
- Heating the Mixture: The liquid mixture is heated in a distillation flask. As the temperature rises, the component with the lower boiling point vaporizes first.
- Vaporization and Cooling: The vapor travels up a fractionating column, where it cools and condenses. The column is designed to provide a large surface area for repeated vaporization and condensation, enhancing separation.
- Collection of Distillate: The condensed vapor is then collected as a distillate in a receiving flask. The process can be repeated to maximize purity.
Advantages of Fractional Distillation
- Efficiency: It allows for the effective separation of liquids with boiling points that are very close together, typically within 25°C.
- Purity: The method can yield highly pure components, which is essential in chemical processes and industries.
Applications
- Petrochemical Industry: Used extensively to separate different hydrocarbons in crude oil.
- Alcohol Production: Employed in distilling alcoholic beverages to separate ethanol from water and other components.
In summary, fractional distillation is the preferred method for separating miscible liquids due to its ability to exploit differences in boiling points efficiently, thereby allowing for the collection of pure substances.

Which of the following cycloalkanes exhibits the greatest molar heat of combustion per —CH2 — group?
  • a)
    Methylcyclobutane
  • b)
    Cyclopentane
  • c)
    Cyclobutane
  • d)
    Cyclopropane 
Correct answer is option 'D'. Can you explain this answer?

Nishanth Verma answered
Cyclopropane is a cycloalkane molecule with the molecular formula C3H6, consisting of three carbon atoms linked to each other to form a ring, with each carbon atom bearing two hydrogen atoms resulting in D3h molecular symmetry. The small size of the ring creates substantial ring strain in the structure.

Which of the following amines can be resolved into two enantiomers?
  • a)
    I,IV
  • b)
    I, II
  • c)
    I, III, IV
  • d)
    III, IV
Correct answer is option 'D'. Can you explain this answer?

Tarun Kaushik answered
Most of the simple amines those having smaller alkyl (groups) can't be resolved, although they may contain three different alkyl groups.

 Majority of the reactions of alkynes are the examples of:
  • a)
    Optical isomerism
  • b)
    Displacement reactions
  • c)
    Homolytic cleavage
  • d)
    Addition reaction
Correct answer is option 'D'. Can you explain this answer?

Aravind Kapoor answered
Addition reactions are limited to chemical compounds that have multiple bonds, such as molecules with carbon–carbon double bonds (alkenes), or with triple bonds (alkynes). Two non-polar addition reactions exist as well, called free-radical addition and cycloadditions.

Select the correct statement(s) regarding conformers of 1,2-dimethyl cyclohexane.
  • a)
    In the most stable conformation, cis-isomer has methyl groups at both axial and equatorial position 
  • b)
    In the most stable conformation, cis-isomer has methyl groups at equatorial positions only 
  • c)
    In the most stable conformation, trans-isomer has both methyl groups at axial positions only 
  • d)
    In the most stable conformation, trans-isomer has both methyl groups at equatorial positions only 
Correct answer is option 'A,D'. Can you explain this answer?

Ananya Sarkar answered
Conformers of 1,2-dimethyl cyclohexane:

1,2-dimethyl cyclohexane has two possible conformations: cis and trans.

Cis-isomer:

- In the most stable conformation, the cis-isomer has one methyl group in the axial position and the other in the equatorial position.
- This conformation is more stable because it reduces steric hindrance between the two methyl groups.
- The axial methyl group experiences more steric hindrance than the equatorial methyl group. Therefore, it is preferable to have the axial methyl group to be smaller.

Trans-isomer:

- In the most stable conformation, the trans-isomer has both methyl groups in the equatorial position.
- This conformation is more stable because it reduces steric hindrance between the two methyl groups.
- If both methyl groups were in the axial position, it would result in a high energy conformation due to steric hindrance.
- The equatorial position is preferred because it allows the methyl groups to be farther apart from each other, reducing steric hindrance.

Therefore, the correct statements are:

a) In the most stable conformation, cis-isomer has methyl groups at both axial and equatorial position
d) In the most stable conformation, trans-isomer has both methyl groups at equatorial positions only.

Which of the following numberings is correct?
  • a)
    A
  • b)
    B
  • c)
  • d)
Correct answer is option 'D'. Can you explain this answer?


The highest priority functional group is the double bond, and the carbon chain must be numbered such that this functional group is given the lowest number carbon. This is then followed by the lowest numbering of both halogen groups. Therefore, (D) is the correct numbering.

What is relationship between the following Fischer Projections?
  • a)
    Enantiomers
  • b)
    Conformers
  • c)
    Diastereomers
  • d)
    Structural Isomers
Correct answer is option 'C'. Can you explain this answer?

Mohit Rajpoot answered
The Fischer Projections represent different types of stereoisomers. Here’s a breakdown of their relationships:
  • Enantiomers: These are mirror images of each other and are not superimposable.
  • Conformers: These are different spatial orientations of the same molecule, resulting from rotation around single bonds.
  • Diastereomers: These are stereoisomers that are not mirror images of one another. They have different physical properties.
  • Structural Isomers: These differ in the connectivity of their atoms, leading to different compounds.
The correct relationship for the given Fischer Projections is diastereomers.

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