Name_ 3. Reactions Phenylpropyl chloride, which has the formula (CeHs)C3H&CI, has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C and E exist as pairs of enantiomers [(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]. Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. MeONa Ph. A Achiral The product has the molecular formula (Č6H5)C4H9©. Ph The product has S configuration. MeSNa (R)-B DMSO t-Bu©K (S)-B Ph MeONa Ph (R)-C The product has the molecular formula (C6H5)C3H5. KCN (S)-C The product hasRconfiguration. DMF Ph EZ Меон, 60°C The product has the molecular formula (Č§H5)C4H90. Isomer D reacts the fastest of all the (C6H5)C3H6CI isomers under these reaction conditions. Achiral MeONa These twe reactieons give the same product. t-BUOK (R)-E NaN3 (S)-E The product has S configuration. DMF

Name_ 3. Reactions Phenylpropyl chloride, which has the formula (CeHs)C3H&CI, has exactly 8 isomers including stereoisomers. The eight isomers are assigned the letters A-E. Isomers A and D are achiral. Isomers B, C and E exist as pairs of enantiomers [(R)-B + (S)-B, (R)-C + (S)-C, (R)-E + (S)-E]. Below you are provided with information about how these isomers react. Based on this information, draw the correct structures of A-E in the boxes provided on the next page. MeONa Ph. A Achiral The product has the molecular formula (Č6H5)C4H9©. Ph The product has S configuration. MeSNa (R)-B DMSO t-Bu©K (S)-B Ph MeONa Ph (R)-C The product has the molecular formula (C6H5)C3H5. KCN (S)-C The product hasRconfiguration. DMF Ph EZ Меон, 60°C The product has the molecular formula (Č§H5)C4H90. Isomer D reacts the fastest of all the (C6H5)C3H6CI isomers under these reaction conditions. Achiral MeONa These twe reactieons give the same product. t-BUOK (R)-E NaN3 (S)-E The product has S configuration. DMF

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

Problem 58AP: One of the steps in fat metabolism is the hydration of crotonate to yield 3-hydroxybutyrate. This...

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