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Out of benzene, m–dinitrobenzene and toluene which will undergo nitration most easily and why? - Chemistry

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प्रश्न

Out of benzene, m–dinitrobenzene and toluene which will undergo nitration most easily and why?

संक्षेप में उत्तर

उत्तर १

The ease of nitration depends on the presence of electron density on the compound to form nitrates. Nitration reactions are examples of electrophilic substitution reactions where an electron-rich species is attacked by a nitronium ion (NO2–).

Now, CH3– group is electron donating and NO2– is electron withdrawing. Therefore, toluene will have the maximum electron density among the three compounds followed by benzene. On the other hand, m– Dinitrobenzene will have the least electron density. Hence, it will undergo nitration with difficulty. Hence, the increasing order of nitration is as follows:

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उत्तर २

CH3 group is electron-donating while—NOgroup is electron-withdrawing. Therefore, maximum electron density will be in toluene, followed by benzene and least in m-dinitrobenzene. Therefore, the ease of nitration decreases in the order: toluene > benzene > m-dinitrobenzene

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Aromatic Hydrocarbons - Electrophilic Substitution Reactions
  क्या इस प्रश्न या उत्तर में कोई त्रुटि है?
अध्याय 13: Hydrocarbons - EXERCISES [पृष्ठ ४०५]

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एनसीईआरटी Chemistry - Part 1 and 2 [English] Class 11
अध्याय 13 Hydrocarbons
EXERCISES | Q 13.23 | पृष्ठ ४०५

संबंधित प्रश्न

Arrange the set of compound in order of their decreasing relative reactivity with an electrophile, EChlorobenzene, 2,4-dinitrochlorobenzene, p-nitrochlorobenzene.


Arrange the set of compound in order of their decreasing relative reactivity with an electrophile, EToluene, p-H3C–C6H4–NO2, p-O2N–C6H4–NO2.


Suggest the name of a Lewis acid other than anhydrous aluminium chloride which can be used during ethylation of benzene.


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(i) deactivates the ring by inductive effect

(ii) deactivates the ring by resonance

(iii) increases the charge density at ortho and para position relative to meta position by resonance

(iv) directs the incoming electrophile to meta position by increasing the charge density relative to ortho and para position.


Why do alkenes prefer to undergo electrophilic addition reaction while arenes prefer electrophilic substitution reactions? Explain.


Why does presence of a nitro group make the benzene ring less reactive in comparison to the unsubstituted benzene ring. Explain.


Assertion (A): Nitration of benzene with nitric acid requires the use of concentrated sulphuric acid.

Reason (R): The mixture of concentrated sulphuric acid and concentrated nitric acid produces the electrophile, \[\ce{NO^{+}2}\].


Choose an INCORRECT statement about the electrophilic substitution reaction mechanism from the following: 


In Friedel-Crafts alkylation of aniline, one gets ______.


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hydrocarbon (X) major product X is:


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Which of the following would not give 2-phenylbutane as the major product in a Friedel-Crafts alkylation reaction?


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