Triptycene via Benzyne

Prelab Exercise Outline the preparation of triptycene, writing balanced equations for each reaction, including the reactions that are used to remove excess anthracene. 

Test dimethoxyethane for peroxides. Carry out reaction in hood. 

CH3OCH2CH2OCH2 Triethylene glycol dimethyl ether (triglyme) Miscible with water 

Collect the solid on a small Buchner funnel and wash it with the chilled solvent to remove brown mother liquor. Transfer the moist, nearly colorless solid to a tared 125-mL round-bottomed flask and evacuate on the steam bath until the weight is constant the anthracene-triptycene mixture (mpabout 190-230°C) weighs 2.1 g.Addl gofmaleic anhydride and 20 mL of triethylene glycol dimethyl ether ( triglyme, bp 222°C), heat the 

Practical grade anthracene and anthranilic acid are satisfactory. 

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