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All questions of Hydrocarbons and Nomenclature for EmSAT Achieve Exam

How many different isomeric alkynes on catalytic hydrogenation gives the same 3-ethyl hexane?
  • a)
    2
  • b)
    3
  • c)
    4
  • d)
    6
Correct answer is option 'C'. Can you explain this answer?

Divya Menon answered
Isomeric Alkynes and Catalytic Hydrogenation

Concept: Isomers are molecules that have the same molecular formula but different structural arrangements. Alkynes are hydrocarbons having at least one triple bond between two carbon atoms. Catalytic hydrogenation is the addition of hydrogen to an unsaturated organic compound in the presence of a catalyst. Catalytic hydrogenation of alkynes involves the addition of two hydrogen atoms across the triple bond, resulting in an alkane.

Explanation:

The given compound is 3-ethylhexane. The molecular formula of 3-ethylhexane is C8H18. The possible isomeric alkynes of C8H18 are:

1. Octyne-1
2. Octyne-2
3. Octyne-3
4. Octyne-4
5. Octyne-5
6. Octyne-6

Catalytic hydrogenation of octyne-1 and octyne-5 would result in the formation of the same product, i.e., 3-ethylhexane. Similarly, catalytic hydrogenation of octyne-2 and octyne-4 would also result in the formation of 3-ethylhexane. However, catalytic hydrogenation of octyne-3 and octyne-6 would result in the formation of different products.

Therefore, the total number of different isomeric alkynes that on catalytic hydrogenation gives the same 3-ethylhexane is 4.

Answer: The correct option is (C) 4.

Which of the following statements correctly describes the general reactivity of alkynes?
  • a)
    Alkynes are more reactive than alkenes
  • b)
    Alkynes reacts as an electrophile
  • c)
    Unlike alkenes, alkynes do not undergo electrophilic addition reaction
  • d)
    An alkene is electron rich molecule, therefore react as a nucleophile
Correct answer is option 'D'. Can you explain this answer?

Preeti Khanna answered
The correct answer is option D
The clouds of electrons surrounding the sigma bond makes an alkyne an electron-rich molecule. They are therefore nucleophiles that react with electrophiles. Thus alkynes, like alkenes, undergo electrophilic addition reactions because of their weak pi bonds. When a proton adds to an alkyne, a vinylic cation is formed.
 

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

When vicinal dibromide is heated with KOH in ethanol (~ 200°C), double dehydrohalogenation takes place giving alkyne. Which of the following fails to give alkyne according to this procedure?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?

Rajesh Gupta answered
The correct answer is option C
CH³)²BrC*–CHBr–CH²–CH³
C* has no H attached to it hence the next Bromine cannot perform dehydrohalogenation using this Carbon. Therefore, triple bond formation is not possible in this compound.

How many different heptenes result by partial hydrogenation of all possible, unbranched heptynes?
    Correct answer is '5'. Can you explain this answer?

    Neha Joshi answered
    The correct answer is 5.
    C=C-C-C-C-C-C , no geometrical isomerism so 1
    C-C=C-C-C-C-C 2 , geometrical cis trans
    C-C-C=C-C-C-C , cis trans again so 2
    ∴ 2+2+1=5

    Direction (Q. Nos. 1 - 8) This section contains 8 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE option is correct.
    Q. How many different alkenes are formed when 2 -chlorobutane is treated with ethanolic solution of KOH? 
    • a)
      1
    • b)
      3
    • c)
      2
    • d)
      4
    Correct answer is option 'B'. Can you explain this answer?

    Arya Dasgupta answered
    The reaction of 2-chlorobutane with ethanolic solution of KOH is an example of an elimination reaction known as dehydrohalogenation. In this reaction, a hydrogen atom and a halogen atom are removed from adjacent carbon atoms to form a double bond.

    The possible alkenes that can be formed are:

    1. Butene
    2. But-2-ene
    3. But-1-ene
    4. Isobutene

    The number of different alkenes formed depends on the position of the double bond. In the case of 2-chlorobutane, the chlorine atom is attached to the second carbon atom, so the double bond can form between the first and second carbon atoms or between the second and third carbon atoms.

    Hence, the correct answer is option (b) 2.

    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.

    The correct statement(s) regarding 1,2-butadiene(l) and 1,3-butadiene, (II) is/are
    • a)
      I has perpendicular pi planes while II has parallel pi planes
    • b)
      Both gives the same product on adding 1.0 equivalent at HBr of -80° C
    • c)
      I gives 2, 2-dibromobutane while II gives 2, 3-dibromobutane, when reacted with excess of HBr at very low temperature
    • d)
      Both have same length of C = C double bonds
    Correct answer is option 'A,C'. Can you explain this answer?

    Vivek answered
    Adjacent hybrid orbitals are perpendicular to each other irrespective of the type of the hybridization. In 1,2-butadiene, adjacent 2× bonds are perpendicular to each other while in 1,3-butadiene, 2× bond and
    1× bond are adjacent to each other and the compound is a straight chain, so, the single bone and a double bond are perpendicular to each other and this is true for both the pairs of single and double bonds. Thus , both the pi orbitals in 1,3-butadiene are parallel to each other.

    I hope it helps. If u still have any doubt, u can discuss with me.

    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?

    Lohit Matani 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

    Can you explain the answer of this question below:

    Consider the following transformations.

    Q. Which reaction sequence will bent bring about the above transformation?

    • A:

    • B:

    • C:

    • D:

    The answer is b.

    Hansa Sharma answered
    On addition of H2/Pd/CaCO3
    we get H-CH=C-CH2-CH2-CH3 
    H-CH=C-CH2-CH2-CH3 + NBS/CCl4   →   H-CH=C-CHCl-CH2-CH3  (NBS adds Br to carbon at next alternate to double bond)
    H-CH=C-CHCl-CH2-CH3 + KOH/EtOH  →  H2C=C-CH=CH-CH3
    (by E2 elimination)

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

    Pooja Shah answered

    Note that  H2SO4, ­H3PO4 and KHSO4 are dehydrating agents with rearrangement possible. While P25, P­4O10, ThO2, POCl3 and Al2O3 are dehydrating agents without any possibility of rearrangement. 

    During free radical bromination of isobutane, an alkene is produced as by product via disproportionation of the intermediate alkyl free radical. What is this alkene?
    • a)
      1-butene
    • b)
      2-butene
    • c)
      2-methyl propene
    • d)
      Both ‘b’ and ‘c’
    Correct answer is option 'C'. Can you explain this answer?

    Ishani Pillai answered
    The alkene produced as a byproduct during the free radical bromination of isobutane is 2-methyl propene (option c). Let's understand the process in detail:

    1. Free Radical Bromination:
    During free radical bromination, isobutane (C4H10) reacts with a bromine radical (Br•) to form a primary alkyl radical (C4H9•). This reaction is initiated by the presence of light or heat.

    C4H10 + Br• → C4H9• + HBr

    2. Disproportionation of the Intermediate Alkyl Free Radical:
    The intermediate alkyl free radical (C4H9•) can undergo different reactions, including abstraction of a hydrogen atom from another isobutane molecule or rearrangement. However, in this case, it undergoes disproportionation to form a new alkene.

    C4H9• → Alkene + Alkane

    3. Formation of 2-Methyl Propene:
    The disproportionation of the C4H9• radical leads to the formation of 2-methyl propene. This alkene is obtained when the alkyl radical undergoes a β-scission, resulting in the formation of a double bond.

    C4H9• → 2-methyl propene + Alkane

    Hence, during the free radical bromination of isobutane, 2-methyl propene is produced as a byproduct through the disproportionation of the intermediate alkyl free radical.

    To summarize:
    - Isobutane reacts with a bromine radical to form a primary alkyl radical.
    - The primary alkyl radical can undergo various reactions, but in this case, it undergoes disproportionation.
    - The disproportionation of the alkyl radical leads to the formation of 2-methyl propene as a byproduct.

    An optically active hydrocarbon X has molecular formula C6H12. X on catalytic hydrogenation gives optically inactive C6H14. X could be
    • a)
      3-methyl-1-pentene
    • b)
      3-methyl-2-pentene
    • c)
      4-methyl-2-pentene
    • d)
      2-ethyl-1 -butene
    Correct answer is option 'A'. Can you explain this answer?

    Pritam Kapoor answered
    The optically active C6H1 2 hydrocarbon is 3-Methylpent-1-ene, having one chiral carbon shown in fig A.
    On catalytic hydrogenation , the compound obtained is shown in fig B, and the molecule does not have chiral carbon.
    The reaction is C6H1 2 → C6H1 4 and this reaction takes place inthe presence of H2 and Pd.

    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.

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

    Pranavi Chopra answered
    For option a
    12 = [Ne]3s2 , 20 = [Ar]4s2 , 4 = [He]2s2 , 88 = [Ra]7s2.
    For option b
    8 = [He]2s22p4 , 16 = [Ne]3s23p4 , 34 = [Ar]4s23d104p4 , 2 = 1s2
    We can see that only in option a, the last electrons enter in similar group. So, option a is correct.
    Similarly we can check for option c and d as done above. However they won't fall in the same group.

    Which of the following reagent(s) can be used to distinguish between 1-hexyne and 2-hexyne?
    • a)
      Ammoniacal AgNO3 solution
    • b)
      Ammoniacal solution of Cu(11) tartarate
    • c)
      Cold, dilute and alkaline KMnO4
    • d)
      H2SO4/HgSO4
    Correct answer is option 'A,B'. Can you explain this answer?

    Raghav Bansal answered
    The correct answers are Options A and B. 
    AgNO3 is called Tollen's reagent. 
    It reacts with terminal alkynes (1-hexyne) but not with alkenes (1-hexene).
               
    2CH≡CCH2CH2CH3 + 2AgNO3 + 2NH4OH——› 
               1-hexyne
    2CH≡CCH2CH2CH3Ag + 2NH4NO3 + 2H2O
    Terminal alkynes (hex-1-yne) react with ammoniacal 
    Cu2Cl2 solution. Tollens reagent, etc.

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