The following equation shows the reaction of

Chapter 11, Problem 11.24

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The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in benzene to form 2-chloro-1,2-diphenylethanol. trans-2,3-Diphenyloxirane 2-Chloro-1,2- diphenylethanol C6H5 H H C6H5 C C 1 HCl O C6H5CH9CHC6H5 HO Cl (a) How many stereoisomers are possible for 2-chloro-1,2-diphenylethanol? (b) Given that opening of the epoxide ring in this reaction is stereoselective, predict which of the possible stereoisomers of 2-chloro-1,2- diphenylethanol is/are formed in the reaction.

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