Question

agis iWhich of the Sollowsing is the most acidic amange these phonols in increasing onde of ecudity C. D. Sh. 2pts Which of the following is the most reactive in Electrophilic Aromatie Substitution reaction? CH 5c.4pts Which of the following molecules is most stable and least reactive? Explain your choice 5d. 5pts Use the structure of the 2 intermediates shown below to explain why -OCH, is o.p directing and not meta. You may need to draw resonance structures.
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Answer #1

5a. B>A>C>D. Since EWGs(NO2&Cl) increases the acidity. In B two Nitro groups increases the acidity more. And Cl shows both negative Inductive effect and positive Mesomeric effect.

5b. 2>3>1, since EDGs(-CH2COCH3) increases the reactivity towards aromatic Electrophilic substitution reactions. Both F and COCH2CH3 acts as EWGs, hence less reactive.

5c. Compound C is more stable since it is Aromatic (satisfying Huckel's 4n+2 pi electron rule - 6 electrons total). Hence less reactive.

Stability order : C>B>A

Since Aromatic >non Aromatic >anti aromatic

5d. LA CtH C H 0C H CHO 了

In second intermediate, there is no involvement of OCH3 group. Hence it not Meta directing group.

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