1. Draw the line-bond structures of
(a) 9-anthraldehyde
(b) trans-9-2-phenylethenyl) anthracene
2. (a) (E)-or trans-9-(2-phenylethenyl) anthracene and (Z)-or cis-9-(2-phenylethenyl)anthracene constitute a
pair of
(b)The Wittig reaction is a good synthetic route for preparing
3. Draw the two resonance structures of the phosphorous ylide formed in this experiment.
4. Give all steps in the synthesis of trans-9-(2-phenylethenyl) anthracene, starting with benzyl chloride, triphenyl
phosphine, aqueous sodium hydroxide and 9- anthraldehyde.
PPM
The above two doublets, obtained from a 300 MHz NMR spectrometer, represent coupled vinyl protons of an
alkene. The difference in the two peak s of both signals is 0.023 delta. Is this the HNMR spectrum of the cis or
You must show the correct calculations to receive
the trans diastereomer?
credit.