Protiumdeuterium exchange of styrenes in dilute acid at elevated temperatures

A modified high temperature – dilute acid method is used to synthesize phenylethene-2,2-d 2 ("styrene-2,2-d 2 ") (1b), 2-phenylpropene-1,1,3,3,3-d 5 ("α-trideuteriomethylstyrene-2,2-d 5 ") (2b), and E-1-phenylpropene-2-d ("trans-β-methylstyrene-2-d") (3b) from phenylethene ("styrene") (1a), 2-phenylpropene ("α-methylstyrene") (2a), and E-1-phenylpropene ("trans-β-methylstyrene") (3a), respectively. The deuteriated substitution product …