Question

1.Friedel-Crafts acylation of ortho-nitrotoluene with acetyl chloride and aluminum trichloride gives:

A.a mixture of acetophenones with the nitro group always ortho or para to the carbonyl.

B.almost exclusively a single product, 3-nitro-4-methyl-acetophenone.

C.2-methyl-acetophenone by nitro group displacement.

D.no reaction since the nitro group is so deactivating.

2.You decide to make meta-nitrophenol by doing which of the following steps?

A.Reacting phenol with fuming nitric acid in an ice bath.

B.Reacting benzene with fuming nitric acid, then reacting the product with chlorine/iron, and last heating with NaOH in water.

C.Reacting benzene with chlorine/iron, then reacting the product with nitric acid followed by NaOH in water.

D.Reacting benzene with fuming nitric acid to make trinitrobenzene and then with NaOH in water.

3. You acquire a mixture of meta- and para-fluoronitrobenzene and want to react it with a nucleophile. What should you do first?

A.You pick sodium methoxide because it's more reactive than a sulfur anion, sodium hydrosulfide (NaSH).

B.You choose NaCl in ethanol since that's a pretty good nucleophile system.

C.You decide on sodium methoxide dissolved in water to make the para-nitrophenyl methyl ether.

D.You mix NaSH with ethanol and then add the aromatic molecule to make the aryl sulfide.

4.

Aromaticity and Aromatic Substitution 26

HomeworkUnansweredDue in 5 days

You want to make para-hydroxybenzoic acid, so you decide to do both EAS and NAS as follows:

A.You react para-chlorotoulene with hot KMnO4, isolate the product and then react it with hot methanol and HCl catalyst. The product of this you react with neat NaOH in the melt.

B.You react toluene with concentrated NaOH in water at reflux to do NAS formation of the hydroxide, and then oxidize the methyl group with hot permanganate to give the acid.

C.You first react toluene with hot permanganate to make benzoic acid, then react that with chlorine/iron to make the para-chlorobenzoic acid which you heat with NaOH in water.

D.You react benzoic acid with chlorine and iron catalyst, then treat with concentrated NaOH in water and heat.

Answer 1

1). Answer - B almost exclusively a single acetophenone product, 3-nitro-umethys- cas no2 Chicou CH3 NO2 Ald COCH, 2) Answa-B Noz fuming cz/Fe 2-01 HALO) NaOH in H2O Lo hot 3) Answer= d CD) and then add the you mix aromatic Na SH with ethanol molecule to make the caryl sulfide. СН3 соо cool i thot kmnat NaOH ii) hot mcolt, HY Ans: A