Question: Nitro-substituted aromatic compounds that do not bear halide leaving groups react with nucleophiles according to the equation The product of this reaction, as its sodium

Nitro-substituted aromatic compounds that do not bear halide leaving groups react with nucleophiles according to the equation
Nitro-substituted aromatic compounds that do not bear halide leaving groups

The product of this reaction, as its sodium salt, is called a Meisenheimer complex after the German chemist Jacob Meisenheimer, who reported on their formation and reactions in 1902. A Meisenheimer complex corresponds to the product of the nucleophilic addition stage in the addition- elimination mechanism for nucleophilic aromatic substitution.
(a) Give the structure of the Meisenheimer complex formed by addition of sodium ethoxide to 2,4,6-trinitroanisole.
(b) What other combination of reactants yields the same Meisenheimer complex as that of part (a)?

NO2 NO NO2 NO2

Step by Step Solution

3.58 Rating (172 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer
Step: 1 Unlock

a Ethoxide ion adds to the aromatic ring to give a cycl... View full answer

blur-text-image
Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock
Step: 3 Unlock

Document Format (1 attachment)

Word file Icon

924-C-OC-A (1181).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!