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NEET CHEMISTRYHydrocarbonsMedium

Question

A compound among the following that does not undergo Friedel-Craft's reaction easily is:

A

Cumene

B

Xylene

C

Nitrobenzene

D

Toluene

Step-by-Step Solution

Friedel-Crafts reaction is an electrophilic aromatic substitution reaction. For this reaction to occur easily, the benzene ring must be relatively electron-rich. In nitrobenzene, the nitro group (-NO2\text{-NO}_2) is a strongly deactivating group due to its strong electron-withdrawing nature (-I\text{-I} and -R\text{-R} effects). It drastically reduces the overall electron density on the benzene ring, making further electrophilic substitution difficult . On the other hand, the alkyl groups in cumene, xylene, and toluene are electron-donating (activating) groups, which increase the electron density on the ring and facilitate electrophilic attack . Therefore, nitrobenzene does not undergo Friedel-Crafts reactions.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Hydrocarbons. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYHydrocarbonscompoundfollowingundergofriedelcraftsreaction

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Phenylacetylene undergoes a reaction with dilute $\text{H}_2\text{SO}_4$ in the presence of $\text{HgSO}_4$ to yield:

A.Option 1 (Structure missing)
B.Option 2 (Structure missing)
C.Option 3 (Structure missing)
D.Option 4 (Structure missing)
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The reaction among the following that proceeds through an electrophilic substitution reaction is:

A.(Option 1 Structure Missing)
B.(Option 2 Structure Missing)
C.4
D.(Option 4 Structure Missing)
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The order of decreasing reactivity towards an electrophilic reagent for the following compounds is: (i) Benzene (ii) Toluene (iii) Chlorobenzene (iv) Phenol

A.(i) > (ii) > (iii) > (iv)
B.(ii) > (iv) > (i) > (iii)
C.(iv) > (iii) > (ii) > (i)
D.(iv) > (ii) > (i) > (iii)
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X and Y in the above-mentioned reaction are respectively:

A.X = 2–Butyne; Y = 3–Hexyne
B.X = 2-Butyne; Y = 2-Hexyne
C.X = 1-Butyne; Y = 2-Hexyne
D.X = 1-Butyne; Y = 3–Hexyne
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Match the bond line structures of hydrocarbons given in List-I with the corresponding boiling points given in List-II. List-II (Boiling point in K): (i) 300.9 (ii) 282.5 (iii) 309.1 (iv) 341.9 Choose the correct answer from the options given below:

A.(a)-(i), (b)-(iv), (c)-(iii), (d)-(ii)
B.(a)-(iii), (b)-(i), (c)-(iv), (d)-(ii)
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D.(a)-(iv), (b)-(i), (c)-(ii), (d)-(iii)
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The dihedral angle of the least stable conformer of ethane is:

A.$60^{\circ}$
B.$0^{\circ}$
C.$120^{\circ}$
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Phenanthrene is an aromatic compound and follows Hückel's $(4n+2)\pi$ electron rule. The value of $n$ is:

A.0
B.1
C.2
D.3
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The correct statement regarding the comparison of staggered and eclipsed conformations of ethane is:

A.The eclipsed conformation of ethane is more stable than staggered conformation because eclipsed conformation has no torsional strain.
B.The eclipsed conformation of ethane is more stable than staggered conformation even though the eclipsed conformation has a torsional strain.
C.The staggered conformation of ethane is more stable than eclipsed conformation because staggered conformation has no torsional strain.
D.The staggered conformation of ethane is less stable than eclipsed conformation because staggered conformation has a torsional strain.
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