Rank each of the following compounds in decreasing order of reactivity towards Friedel-Crafts alkylation. Most reactive = 1; if a compound will not react, rank it as "non" rather than assigning a numerical value. Compound A: iodobenzene Compound B: bromobenzene Compound C: fluorobenzene Compound D: benzoic acid

Respuesta :

Answer:

see explanation below

Explanation:

First, let's remember the principle of a friedel crafts alkylation. This kind of reaction are often used to alkylate an aromatic ring like bencene, or a mono substitued bencene. This reactions often involves reactions with alkyl halides or alkenes and aluminum or iron halides.

Now, in this case we have Iodobenzene, bromobenzene, fluorobenzene and benzoic acid.

First, the reactivity order always raise with the polarization of the C - X bond. Therefore, the one with the most polar bond, will react first. In this case, with the halides, the reactivity order would be RI > RBr > RCl >> RF

In the case of the benzoic acid, the COOH is a very strong deactivating group by resonance, therefore, the benzene it's really weak to do a reaction of alkylation, so this will most likely to not react.

In conclude, we have the following order:

Compound A: Iodobencene (1)

Compound B: Bromobencene (2)

Compound C: Fluorobencene (3)

Compound D: Benzoic acid (non)

Otras preguntas