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What is the major bromination product in the following reaction? 
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?

Mohit Rajpoot answered
The correct answer is option c

Thus, a racemic mixture is obtained. A racemic mixture is one that has an equal amount of left and right handed enantiomers of a chiral molecule.

 Propene on ozonolysis forms:
  • a)
    Acetaldehyde
  • b)
    Formaldehyde
  • c)
    Both acetaldehyde and formaldehyde
  • d)
    Acetone
Correct answer is option 'C'. Can you explain this answer?

Raghav Bansal answered
When propene on ozonolysis it yields a new structure called ozonide 
and there cleavage takes place and it yields two products namely 
1.acetaldehyde
2.formaldehyde

Ethylene reacts with HBr to give:
  • a)
    Acetylene
  • b)
    Ethyl alcohol
  • c)
    Acetaldehyde
  • d)
    Ethyl bromide
Correct answer is option 'D'. Can you explain this answer?

Preeti Iyer answered
Ethylene reacts with HBr to form Ethyl bromide. The reaction propagates as follow:-
H2C=CH2  +  HBr → H2C+-CH3 →H2BrC-CH3 
Since π cloud is electron rich, so HBr dissociates into H+ and Br-. H+ attacks on alkene to give a carbocation and then Br- attacks to get ethyl bromide.

 Ethene and ethyne can be distinguished by:
  • a)
    Bromine water
  • b)
    KMnO4 solution
  • c)
    Ammoniacal Cuprous chloride solution
  • d)
    Any of the above
Correct answer is option 'C'. Can you explain this answer?

Nandini Patel answered
The two hydrocarbons can be easily distinguished by simple chemical tests, as ethyne molecule is supposed to have acidic hydrogen.
1. When ethyne is bubbled through ammoniacal silver nitrate solution , a yellow-white precipitate of silver acetylide would be formed.
     C2H2 + 2AgNO3 = Ag2C2 + 2HNO3
2. Similarly, ethyne forms a red precipitate of copper acetylide (Cu2C2) when it is passed through ammoniacal cuprous chloride solution.
Ethene does not react with AgNO3 or Cu2Cl2 solution.

Which of the following reactions can bring about chlorination of cyclohexane?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'A,C'. Can you explain this answer?

Knowledge Hub answered
For SO2Cl2: The reactivity patterns of SO2Cl2 and SOCl2 are quite different. SOCl2 is a good electrophile, and can be thought of as a source of Cl− ions. These ions can go on to react in their typical nucleophilic fashion. SO2Cl2 however is often a Cl2 source, as it readily decomposes giving off sulfur dioxide. Usually, much easier/safer to use this than measuring out (and getting into solution) chlorine gas. The chlorination of simple alkanes by Cl2 gas (or something that makes it in solution) happens by a radical mechanism i.e. Cl⋅ not Cl
For Cl2 and heat/light:
For Cl with AlCl3: It is used for chlorination of compounds like benzene
For HCl: It is used for halogenations of a double bond.

 Cis isomer have:
  • a)
    High boiling point than trans isomer
  • b)
    Lower boiling point than trans isomer
  • c)
    Same boiling point
  • d)
    None of the above
Correct answer is option 'A'. Can you explain this answer?

Rajat Kapoor answered
The cis isomer in this case has a boiling point of 60.3 degC, while the trans isomer has a boiling point of 47.5 degC. In the cis isomer the two polar C-Cl bond dipole moments combine to give an overall molecular dipole, so that there are intermolecular dipole–dipole forces (or Keesom forces), which add to the London.

Which among these is not a structural isomer of the compound C4H8?
  • a)
    But-1-ene
  • b)
    But-2-ene
  • c)
    But-3-ene
  • d)
    2-methylpropene
Correct answer is option 'C'. Can you explain this answer?

Saqib Shabir answered
The answer is c. But-3-ene. But-3-ene is not a structural isomer of C4H8 because it is the same molecule as But-1-ene, just numbered differently. The structural isomers of C4H8 are But-1-ene, But-2-ene, and 2-methylpropene. But-1-ene and But-2-ene are position isomers, differing in the position of the double bond. 2-methylpropene is a branched isomer. But-3-ene is not a distinct isomer because the numbering of the carbon chain starts from the end closest to the double bond, making it identical to But-1-ene.

How many monobromo derivatives exists for anthracene?
  • a)
    2
  • b)
    3
  • c)
    4
  • d)
    5
Correct answer is option 'B'. Can you explain this answer?

Suresh Iyer answered
The correct answer is Option B. 
There are 3 monobromo derivatives exists for anthracene:
1-Chloroanthracene
2-Chloroanthracene
and 9-Chloroanthracene

Which of the following is not a possible termination step in the free radical chlorination of methane?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'A'. Can you explain this answer?

Preeti Iyer answered
Termination is the last step. So there shouldn't be any free radical atom remaining. In first option there is Cl• remaining it can't be termination step.The steps in free radical halogenation are as

Select the true statement about benzene amongst the following [1992]
  • a)
    Because of unsatur a tion benzene easily undergoes addition
  • b)
    There are two types of C – C bon ds in benzene molecule
  • c)
    There is cyclic delocalisation of pi-electrons in benzene
  • d)
    Monosubstitution of benzene gives three isomeric products.
Correct answer is option 'C'. Can you explain this answer?

Anirudh Datta answered
Benzene do not show addition reaction like other unsaturated hydrocarbons. However it show substitution reactions. Due to resonance all the C – C bonds have the same nature, which is possible because of the cycli c del oca lisati on of π-electr on s in benzene. Monosubstitution will give only a single product.

What is the correct order of increasing acidic strength of the following?
  • a)
    Ill < I < IV < II
  • b)
    Ill < IV < II <  I
  • c)
     Ill < II < IV < I
  • d)
    III<IV<I<II
Correct answer is option 'B'. Can you explain this answer?

Lavanya Menon answered
Compound I is having the highest acidic strength due to the -I effect of five CF3 substituents.
Compound II is having less acidic strength than I but more than the rest due to the extremely stable conjugate anion formed after deprrotonation.
So, Option B is correct.

A hydrocarbon A on chlorination gives B which on heating with alcoholic potassium hydroxide changes into another hydrocarbon C. The latter decolourises Baeyer's reagent and on ozonolysis forms formaldehyde only. A is [1998]
  • a)
    Ethane
  • b)
    Butane
  • c)
    Methane
  • d)
    Ethene
Correct answer is option 'A'. Can you explain this answer?

Prisha Singh answered
The hydrocarbon 'a' is ethane.

Ethane on chlorination, gives 1-chloroethane, which reacts with alcoholic KOH to give a dehydro-halogenation product (Ethene). The ethene formed from this undergoes ozonolysis to break the double bond and form two molecules of formaldehyde.

'a' - Ethane
'b' - 1-chloroethane
'c' - Ethene

Arrange the following in increasing order of boiling points.
I. 3 -methyl pentane
II. 3-chloropentane
III. 3-bromopentane
IV. 3,3-dichloropentane
  • a)
    IV < III < II < I 
  • b)
    I < II < IV < III 
  • c)
    I < II < III < IV
  • d)
    II < I < IV < III
Correct answer is option 'C'. Can you explain this answer?

Om Desai answered
For boiling point, we have to consider both branching and Molecular mass. In 4  bromopentane molecular mass is nearly the same as compared to 3 chloro pentane but we have 3,3-dichloropentane extended into 2 directions so the boiling point of 3,3-dichloropentane will be more and the other order will be followed by option C.

 When H+ attacks CH3 – CH = CH2 , carbonation which is more stable is
  • a)
    CH3 – CH2 – CH2
  • b)
    CH2+ – CH2 – CH3
  • c)
    CH3 – CH+ – CH2
  • d)
    CH3 – CH2 – CH2+
Correct answer is option 'C'. Can you explain this answer?

Nitin Khanna answered
CH3 – CH = CH2 → CH3 – CH+ – CH2
The reason for this is only that carbocation is formed which has maximum stability. In this case, we have 6 α-H while for option a, b and d; we have 0, 2 and 2 α-H respectively. So only carbocation in option c forms.

 Which of the following compounds react most readily with Br2(g)?
  • a)
     C2H2
  • b)
     C3H6
  • c)
    C2H4
  • d)
    C4H10
Correct answer is option 'B'. Can you explain this answer?

Siddharth Iyer answered
The compound that reacts most readily with Br(g) is C3H6. Here's why:

Explanation:
When a compound reacts with Br(g), it undergoes a substitution reaction called bromination. In this reaction, a Br atom replaces a hydrogen atom in the compound. The reactivity of a compound towards bromination depends on its structure and the stability of the resulting product.

Comparing the compounds:
Let's compare the given compounds and analyze their structures to determine which one is most reactive towards bromination.

a) C2H2:
C2H2 is an alkyne with a triple bond between two carbon atoms. This triple bond is very strong and stable, making it difficult for Br(g) to break it and substitute a hydrogen atom. Therefore, C2H2 is less reactive towards bromination.

b) C3H6:
C3H6 is an alkene with a double bond between two carbon atoms. The double bond is weaker and less stable than a triple bond. Therefore, it is easier for Br(g) to break the double bond and substitute a hydrogen atom. This makes C3H6 more reactive towards bromination compared to C2H2.

c) C2H4:
C2H4 is also an alkene with a double bond between two carbon atoms, similar to C3H6. It has the same structure as C3H6, but it has fewer carbon atoms. Since the number of carbon atoms does not significantly affect the reactivity towards bromination, C2H4 is also reactive towards bromination, but less reactive compared to C3H6.

d) C4H10:
C4H10 is an alkane with only single bonds between carbon atoms. Alkanes are generally less reactive towards bromination because the single bonds are strong and stable. Breaking a single bond to substitute a hydrogen atom is more difficult for Br(g) compared to breaking a double or triple bond. Therefore, C4H10 is the least reactive towards bromination among the given compounds.

Conclusion:
Based on the structural analysis and the stability of the bonds, C3H6 is the most reactive compound towards bromination among the given options.

Which of the following systems are aromatic?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C,D'. Can you explain this answer?

Pooja Shah answered
The correct answers are Options C and D.
Aromatic compounds are those which follow Huckel's rule i.e, they have (4n+2) π electrons, n must be an integer.
In option C, there are 5 π bonds which means 10 π electrons; so 4n+2 = 10 i.e, n= 2 which is an integer.
In option D, Nitrogen has a lone pair which contains 2 electrons therefore this compound also have 10 π electrons; so n= 2.

How many different monochlorination products would be obtained on free radical chlorination of methyl cyclobutane?
    Correct answer is '8'. Can you explain this answer?

    Riya Banerjee answered
    After free radical halogenation of methyl cyclobutane, we have its 8different isomers. They are as follow:-


    From i) and ii), we get only positional isomers. From iii) we will have 2 isomers, cis and Trans. They won't show a chiral centre.
    In iv) we have 2 chiral centres which will give us 4 isomers.So, in total there would be 4+2+1+1 = 8 isomers.

    The major monobromination product which results when ethyl cyclohexane is subjected to free radical bromination, is
    • a)
    • b)
    • c)
    • d)
    Correct answer is option 'D'. Can you explain this answer?


    Free radical bromination reaction is highly selective, occurs mainly at the carbon where most stable free radical is formed.
    We know that the stability of free radical is in the order,
    Tertiary radical > Secondary radical > Primary radical
    In (a), (b) and (c), the bromination occurs at secondary carbon whereas in (d) the bromination occurs at tertiary carbon. Since, tertiary radicals are more stable than secondary radical the major product of monobromination of ethyl cyclohexane is (d).
    The stability of tertiary radical is due to the higher number of α−Hygrogens which give more hyperconjugation effect than secondary.

    Direction (Q. Nos. 11-15) This section contains 5 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.
    Q. Consider the following compounds.
    The correct statement regarding properties of above mentioned compounds is/are
    • a)
      Both have all their C—C bonds of equal length
    • b)
      I does not decolourises brown colour of bromine water solution but II does
    • c)
      Both are planar molecules
    • d)
      I is not absorbed in cold, dil. H2SO4 but II is absorbed 
    Correct answer is option 'A,B,D'. Can you explain this answer?

    • Both have all their C—C bonds of equal length due to conjugation.
    • I does not decolorises brown colour of bromine water solution but II does as The π bonds in Cyclooctatetraene (Compound II) react as usual for olefins, rather than as aromatic ring systems.
    • I is planar but II is not as it adopts a tub conformation.
    • Cyclooctatetraene shows various other addition reactions including Sulfonation.
    Hence, Option A, B and D are correct.

    When hydrochloric acid gas is treated with propene in presence of benzoyl peroxide, it gives [1993]
    • a)
      2-Chloropropane
    • b)
      Allyl chloride
    • c)
      No reaction
    • d)
      n-Propyl chloride.
    Correct answer is option 'A'. Can you explain this answer?

    Aniket Chawla answered
    Peroxide effect is observed only in case of HBr. Therefore, addition of HCl to propene even in the presence of benzyoyl peroxide occurs according to Markovnikov’s rule :

     When propene reacts with HBr in the presence of peroxide, it gives rise to
    • a)
      Allyl bromide
    • b)
      Isopropyl bromide
    • c)
       n-propyl bromide
    • d)
      3-bromopropane
    Correct answer is option 'C'. Can you explain this answer?

    Saanvi Nair answered
    Propene, also known as propylene, is an unsaturated hydrocarbon with the chemical formula C3H6. When propene reacts with HBr (hydrogen bromide) in the presence of peroxide, it undergoes a radical addition reaction to form n-propyl bromide (n-C3H7Br).

    Here is a detailed explanation of the reaction:

    1. Radical Initiation:
    The presence of peroxide (often represented as ROOR, where R is an alkyl group) initiates the reaction by undergoing homolytic cleavage to produce two alkyl radicals, represented as R•. In this case, the peroxide could be tert-butyl peroxide (C(CH3)3OO•).

    ROOR → 2R•

    2. Radical Propagation:
    The alkyl radical (R•) reacts with propene (C3H6) to form a more stable secondary radical intermediate.

    R• + C3H6 → RCH2CH2•

    The secondary radical intermediate then reacts with HBr to produce the alkyl bromide.

    RCH2CH2• + HBr → RCH2CH2Br

    This reaction step can occur at any position on the propene molecule, resulting in different possible alkyl bromide products.

    3. Radical Termination:
    The reaction can also undergo radical termination steps where two alkyl radicals combine to form a non-radical species. These termination steps play a role in consuming any excess alkyl radicals and stopping the chain reaction.

    R• + R• → R-R

    In the case of propene reacting with HBr in the presence of peroxide, the major product formed is n-propyl bromide (n-C3H7Br). This is because the secondary radical intermediate reacts preferentially with HBr at the terminal carbon of propene, resulting in the formation of n-propyl bromide. The other possible products, such as allyl bromide (C3H5Br), isopropyl bromide (C3H7Br), and 3-bromopropane (C3H7Br), are less favored due to the stability of the radical intermediate and the reactivity of HBr at the terminal carbon.

    In summary, when propene reacts with HBr in the presence of peroxide, the major product obtained is n-propyl bromide (n-C3H7Br). This reaction follows a radical mechanism, initiated by the homolytic cleavage of peroxide and proceeds through radical propagation steps to form the alkyl bromide product.

    What is true regarding the following compound?
    • a)
      It is aromatic compound
    • b)
      It is a heterocyclic compound
    • c)
      It has very high affinity for BF3
    • d)
      It undergo very rapid reduction with NaBH4
    Correct answer is option 'A,B,C'. Can you explain this answer?

    Lavanya Menon answered
    The given compound will turn itself to
    To gain aromaticity, it will transfer the electrons as follow:-

    It is clear that the compound is heterocyclic(the ring constitutes other than C and H). Due to -ve charge on outer O atom, it has high affinity for BF3. However, NaBH4  has no reaction with this. As the compound will turn itself to latter, there is no aldehyde or ketone group present in the compound.

    What is true about the 1,3,5,7-cyclooctatetraene?
    • a)
      It is an aromatic compound
    • b)
      It is an anti-aromatic compound
    • c)
      It on reaction with K metal absorbs two electrons
    • d)
      On refluxing with K metal, it gives off H2 gas
    Correct answer is option 'B,C'. Can you explain this answer?

    Tanishq Unni answered
    1-3-5-7-cyclooctatetraene it has 8 pi electrons, and like stated above, fits the criteria of 4n, to be antiaromatic. to avoid this state of anti-aromaticity (less stable then expected), it becomes non-planar, so it can be more stable then it would be in the antiaromatic state. cyclooctatetraene can do this because it can fold, however other 6 carbon compounds that have 4n electrons and are planar can not and result in an antiaromatic compound.
    Potassium cyclooctatetraene is formed by the reaction of cyclooctatetraene with potassium metal:
    2 K + C8H8 → K2C8H8
    The reaction entails 2-electron reduction of the polyene and is accompanied by a color change from colorless to brown.

    The reaction of C6H5CH = CHCH3 with HBr produces :
    • a)
    • b)
    • c)
    • d)
    Correct answer is option 'A'. Can you explain this answer?

    Raghav Bansal answered
    This is the electrophilic addition reaction in which addition takes place via more stable carbocation according to the Markovnikov's rule.

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