Chemical Structure / July 5, 2018 / Gabriela Rodriquez
Acetyl chloride undergoes reaction with decalin and aluminum trichloride to afford a tricyclic enol ether. It promotes the cyclopropanation of alkene with dibromomethane or diiodomethane in the presence of Zn dust and copper chloride in ether. Friedel-Crafts reaction of acetyl chloride with benzene in the presence of MCl3 (M = Al or Fe) in the ionic liquid 1-butyl-3-methylimidazolium chloride affords MCl3 adducts of the acetyl chloride, the acetylium ion [CH3CO]+[MCl4] and the MCl3 adduct of acetophenone
Pure avobenzone is a whitish to yellowish crystalline powder with a weak odor, dissolving in isopropanol, decyl oleate, capric acidcaprylic acid triglycerides and other oils. Avobenzone is a dibenzoylmethane derivative. Avobenzone exists in the ground state as a mixture of the enol and keto forms, favoring the chelated enol. This enol form is stabilized by intramolecular hydrogen-bonding within the β-diketone. Its ability to absorb ultraviolet light over a wider range of wavelengths than many other sunscreen agents has led to its use in many commercial preparations marketed as "broad spectrum" sunscreens. Avobenzone has an absorption maximum of 357 nm.
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