Dolbier HW Solutions 266

Dolbier HW Solutions 266 - 260 ARENES AND AROMATICITY (b)...

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( b ) The constitution of 1-phenyl-1-butene is C 6 H 5 CH ? CHCH 2 CH 3 . The E stereoisomer is The two higher ranked substituents, phenyl and ethyl, are on opposite sides of the double bond. ( c ) The constitution of 2-phenyl-2-butene is . The Z stereoisomer is The two higher ranked substituents, phenyl and methyl, are on the same side of the double bond. ( d ) 1-Phenylethanol is chiral and has the constitution . Among the substituents attached to the stereogenic center, the order of decreasing precedence is HO . C 6 H 5 . CH 3 . H In the R enantiomer the three highest ranked substituents must appear in a clockwise sense in proceeding from higher ranked to next lower ranked when the lowest ranked substituent is di-
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