Question

Whether water is added to a reaction synthesizing these compounds determines if they are made in Woodward or Prévost (“PRAY-voes”) conditions. DHQ (15[1])(“D-H-Q”) and DHQD (“D-H-Q-D”) act as chiral auxiliaries in another reaction used to selectively form two different forms of these compounds. NMO (“N-M-O”) acts as a stoichiometric (“stoi-KEE-oh-meh-trick”) oxidant in a reaction used to synthesize a racemic mixture of these compounds named for the Upjohn company. (15[1])A non-oxyamination reaction used to form these compounds, which utilizes (*) osmium tetroxide as a catalyst, (-5[1])is named (-5[1])for Barry Sharpless. Vicinal (“viss-sin-all”) examples of these compounds (10[1])include ethylene glycol. Under acidic conditions, epoxides open up to form these compounds. (-5[1])For 10 points, name these compounds containing two hydroxyl groups. (0[1])■END■ (10[2]0[2])

ANSWER: diols [accept trans diols; accept anti diols; accept vicinal diols; accept dihydroxyls; accept glycols before “ethylene glycol” is read; prompt on alcohols; prompt on hydroxyls until “hydroxyl” is read]
<Kane Nguyen, Chemistry>
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2024 Penn Bowl Chicago11/02/2024Y863%25%38%78.20

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