<span>So when the chemist combines Ethane (CH3CH3) and Chlorine (Cl2) with the intention of producing Chloroethane (CH3CH2Cl), the other product that's formed in this reaction is 1,2-dichloroethane (ClCH2CH2Cl) also called as Ethylene dichloride with molecular weight of 98.954 g/mol. This is a colorless oily flammable substance that weighs heaver when vaporized.</span>

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Draw the most stable resonance structure for the intermediate in the electrophilic aromatic bromination of aniline, anisole, and

ASHA 777 [7]

Answer:

Here's what I get

Explanation:

(a) Intermediates

The three structures below represent one contributor to the resonance-stabilized intermediate, in which the lone pair electrons on the heteroatom are participating (the + charge on the heteroatoms do not show up very well).

(b) Relative Stabilities

The relative stabilities decrease in the order shown.

N is more basic than O, so NH₂ is the best electron donating group (EDG) and will best stabilize the positive charge in the ring. However, the lone pair electrons on the N in acetanilide are also involved in resonance with the carbonyl group, so they are not as available for stabilization of the ring.

(c) Relative reactivities

The relative reactivities would be

C₆H₅-NH₂ > C₆H₅-OCH₃ > C₆H₅-NHCOCH₃

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