Multiple Choice

When nitrobenzene is treated with $$Br_{2}$$ in the presence of $$FeBr_{3}$$, the major product formed is m-bromonitrobenzene. Choose the statement(s) which is/are related to obtain meta isomer.

AElectron density on meta carbon is more than that on ortho or para carbons.
Correct Answer
BAromaticity is lost when $$Br^{+}$$ attacks at the ortho or para positions and not at meta position.
CIntermediate carbocation formed after initial attack of $$Br^{+}$$ at the meta position is least destabilized.
Correct Answer
D$$H^{+}$$ ion is easily removed to regain aromaticity from meta position than from ortho or para position.

Solution

Nitro group is an electron withdrawing and deactivating group towards electrophilic attack. It reduces the electron density from ortho and para positions to a greater extent than from meta positions. Hence, electron density on meta carbon is more than that on ortho or para carbons. Due to this, the intermediate carbocation formed after initial attack of $$Br^+$$ at the meta position is least destabilized.

SIMILAR QUESTIONS

Organic Compounds Containing Nitrogen

Complete the following:

Organic Compounds Containing Nitrogen

Complete the following:

Organic Compounds Containing Nitrogen

Complete the following: $$ PhN_{2}Cl+\underset{Formaldoxime}{CH_{2}=N.OH} \xrightarrow{H_{3}O^{\oplus}} \ (A)$$

Organic Compounds Containing Nitrogen

Complete the following:

Organic Compounds Containing Nitrogen

Complete the following:

Organic Compounds Containing Nitrogen

Complete the reaction:

Organic Compounds Containing Nitrogen

$$PhCO{NH}_{2}\xrightarrow [ KOBr ]{ } (B)\xrightarrow [ MeOH ]{ } (C)$$ Product $$(C)$$ is:

Organic Compounds Containing Nitrogen

The following reaction gives two products. Write the structures of these products $${CH}_{3}CONH{C}_{6}{H}_{5}\xrightarrow [ ]{ { Br }_{ 2 }/Fe } $$

Organic Compounds Containing Nitrogen

What would be the major product in the given reactions?

Organic Compounds Containing Nitrogen

Identify the above compounds:

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