Chem 3222. Handout: Friedel-Crafts Acylation PPA -OCH3 20 g OCH3 ???? 2.4 g 1.6

Question

Chem 3222. Handout: Friedel-Crafts Acylation PPA -OCH3 20 g OCH3 ???? 2.4 g 1.6 g CAUTION: Polyphosphoric acid is corrosive! It is viscous, but may be poured 1. Weight 20 g of HPO3, polyphosphoric acid (PPA) in 125 mL Erlenmeyer flask. Add 2.4g of benzoic acid and 1.6 g of anisole (weight it in a vial, use Pasteur pipet to add anisole). Cover the mouth of flask with aluminum foil 2. Heat the mixture in boiling water for 1 h. Swirl flask frequently or stir in the beginning. Make sure the mixture is homogenous. Observe color change. 3. Cool flask in an ice bath, add 50 mL of water, and swirl vigorously to hydrolyze the PPA-complex. The mixture should become colorless. Extract crude product (a waxy solid), by adding 25 mL of ether. Swirl and warm in water bath to dissolve solid.

Explanation / Answer

Polyphosphoric acid gives off irritating and toxic fumes while boiling so it is necessary to cover the mouth of flash to avoid any hazard.

the ether layer is formed at the bottom because its density is higher due to dissolved crude product.

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