What is the major product of the electrophilic substitution of toluene with brom

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Question: What is the major product of the electrophilic substitution of toluene with bromine in the presence of FeBr3?

Options:

Correct Answer: Bromotoluene

Solution:

Toluene is more reactive than benzene due to the electron-donating methyl group, leading to bromotoluene as the major product.

What is the major product of the electrophilic substitution of toluene with bromine in the presence of FeBr3?

What is the major product of the electrophilic substitution of toluene with bromine in the presence of FeBr3?

Step 1: Identify the starting material, which is toluene (C7H8). Toluene has a benzene ring with a methyl group (CH3) attached.
Step 2: Recognize that toluene is more reactive than benzene because the methyl group donates electrons to the benzene ring, making it easier for the ring to react.
Step 3: Understand that the reaction involves electrophilic substitution, where bromine (Br2) is the electrophile and FeBr3 is a catalyst that helps generate the active bromine species.
Step 4: The electrophilic bromine attacks the benzene ring, replacing one hydrogen atom with a bromine atom. This forms bromotoluene.
Step 5: Determine the major product. Since the methyl group is ortho/para directing, the bromine will most likely attach to the carbon that is either next to the methyl group (ortho position) or directly across from it (para position).
Step 6: Conclude that the major product of the reaction is bromotoluene, specifically the para-bromotoluene, due to steric factors.

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