Experiment: Friedel-Craft Acylation 1. True or False: Both aluminum chloride and

Question

Experiment: Friedel-Craft Acylation

1. True or False: Both aluminum chloride and acetyl chloride shold be weighed in a hood.

a. true

b. false

2. True or False: The product produced will have substitution at the meta postion.

a. true

b. false

3. What region of a 1H-NMR will help you deteremine the if your product has ortho, para or meta substitution?

a. 0 ppm to 2 ppm

b. above 12 ppm

c. 2 ppm to 4 ppm

d. 6 ppm to 8 ppm

4. True or False: The C-H out of plane bending modes found between 900 and 690 cm-1 often allow us to determine the type of ring substitution.

a. true

b. false

5. What region of the 13C-NMR will be most helpful to identify the substitution on your aromactic ring?

a. above 150 ppm

b. 0 ppm to 10 ppm

c. 120ppm to 130 ppm

d. 50 ppm to 80 ppm

0 -CH CH:O Aromatic If benzene (R H) were used as the substrate, the product would be a ketone, on one of the following compounds: Toluene Ethylberuzene o-Xylene (12-dimethylbenzene) m-Xylene (1,3-dimethybenzene) p-Xylene (1,4-dimethylbenzene) Pseudocuene(12,4-trimethylbenzene) Anisole (methoxybenzene) Mesitylene (13,5-trimethylbenczene Hemellitol (1,23-trimethylbenzene, gives two products) Except for the last one listed, each of these substrates will give a single product, ture by infrared and NMR spectroscopy. That is, you are to determine at which position of the original compound the new acetyl group becomes attached.

Explanation / Answer

1. True: Both aluminum chloride and acetyl chloride shold be weighed in a hood. Botha are highly hygroscopic in nature and possess health hazard risks.

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2. True: The product produced will have substitution at the meta postion. Since -COR group is electron withdrawing group.

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3. What region of a 1H-NMR will help you deteremine the if your product has ortho, para or meta substitution?

a. 0 ppm to 2 ppm, these are very small couplings.

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4. False: The C-H out of plane bending modes found between 900 and 690 cm-1 often allow us to determine the type of ring substitution. The actual region for sp3 C-H bending mode is between 1350-1480 cm-1.

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5. What region of the 13C-NMR will be most helpful to identify the substitution on your aromactic ring?

c. 120ppm to 130 ppm, alkene carbons also appear at in this region.

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Hope this helped you!

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