The aromatic compounds bromobenzene, toluene, phenol, aniline, nitrobenzene and p-bromotoluene are to be ranked in the expected order of their reactivity towards Friedal-Crafts alkylation. Which of them are unreactive is also to be stated. Concept introduction: Aromatic compounds that contain an ortho and para directing substituent groups (except halogens) are more reactive than benzene and that contain a meta directing substituent group are less reactive than benzene. Halogens are ortho & para directing yet deactivating groups. Hence the halogen substituted benzenes are less reactive than benzene. As an exception, the aromatic rings that are either substituted by a strongly electron-withdrawing groups such as carbonyl or basic amino group that can be protonated do not react in Friedal crafts reaction, as they deactivate the ring. To rank: The aromatic compounds bromobenzene, toluene, phenol, aniline, nitrobenzene and p-bromotoluene in the expected order of their reactivity towards Friedal-Crafts alkylation. Further to state which of them are unreactive.

Question

||| 7:47 ull 57% ← Problem 19 of 48 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the product of this carbocation rearrangement. Include all lone pairs and charges as appropriate. H 1,2-alkyl shift +

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Chapter 16.SE, Problem 52AP

Interpretation Introduction

Interpretation:

The aromatic compounds bromobenzene, toluene, phenol, aniline, nitrobenzene and p-bromotoluene are to be ranked in the expected order of their reactivity towards Friedal-Crafts alkylation. Which of them are unreactive is also to be stated.

Concept introduction:

Aromatic compounds that contain an ortho and para directing substituent groups (except halogens) are more reactive than benzene and that contain a meta directing substituent group are less reactive than benzene. Halogens are ortho & para directing yet deactivating groups. Hence the halogen substituted benzenes are less reactive than benzene.

As an exception, the aromatic rings that are either substituted by a strongly electron-withdrawing groups such as carbonyl or basic amino group that can be protonated do not react in Friedal crafts reaction, as they deactivate the ring.

To rank:

The aromatic compounds bromobenzene, toluene, phenol, aniline, nitrobenzene and p-bromotoluene in the expected order of their reactivity towards Friedal-Crafts alkylation. Further to state which of them are unreactive.

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