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Chapter 18: 37 P (page 721)

Draw the products formed when each compound is treated withCH3CH2COCl,AlCl3

Short Answer

Expert verified

a. No reaction

b. No reaction

c.

Step by step solution

01

Friedel-Craft acylation reaction

Treatment of substituted benzene with RCOCl in the presence of the aluminum trichloride results in substitution in the aromatic ring.

02

Product formation in a, b, and c

a. 2-Methyl-1-phenylpropan-1-one does not react with CH3CH2COCl,AlCl3 .

b. N, N-Dimethylaniline does not react with CH3CH2COCl,AlCl3 .

c. The reaction of N-phenylacetamide withCH3CH2COCl,AlCl3 is shown below.

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Most popular questions from this chapter

Draw all products formed when m-chlorotoluene is treated with KNH2inNH3

What product is formed when benzene is treated with each organic halide in the presence of AlCl3.

Question: Explain the reactivity and orientation effects observed in each heterocycle.

a. Pyridine is less reactive than benzene in electrophilic aromatic substitution and yields 3-substituted products.

b. Pyrrole is more reactive than benzene in electrophilic aromatic substitution and yields 2-substituted products.

Question: The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown.

a. Explain why electrophilic substitution occurs on the ring without the N atom for quinoline, but occurs on the ring with the N atom in indole.

b. Explain why electrophilic substitution occurs more readily at C8 than C7 in quinoline.

c. Explain why electrophilic substitution occurs more readily at C3 rather than C2 of indole.

In Step [2] of Mechanism 18.1, loss of a proton to form the substitution product was drawn using one resonance structure only. Use curved arrows to show how the other two resonance structures can be converted to the substitution product (PhE) by removal of a proton with: B.
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