CHO CHO -H- H- ČH3 CHO H- но- но- -H Br- -H -Br Br- -H- ČH3 CH3 Y (i) Determine the stereochemistry (R, S – configuration) of the chiral carbons of isomer X. (ii) Establish the relationship between isomer X and Y and between Z and X (i.e, which two are enantiomers and which two are diastereomers). Isomers X and Y are Isomers Z and X are (iii) If we assume isomer X rotates plane polarized light + 13.5° (i.e specific rotation of + 13.5"), what would be the specific rotation of isomer Y (its mirror image)? (iv) What then would be the specific rotation of a 1:1 mixture (racemic mixture of stereoisomers X and Y? I I

CHO CHO -H- H- ČH3 CHO H- но- но- -H Br- -H -Br Br- -H- ČH3 CH3 Y (i) Determine the stereochemistry (R, S – configuration) of the chiral carbons of isomer X. (ii) Establish the relationship between isomer X and Y and between Z and X (i.e, which two are enantiomers and which two are diastereomers). Isomers X and Y are Isomers Z and X are (iii) If we assume isomer X rotates plane polarized light + 13.5° (i.e specific rotation of + 13.5"), what would be the specific rotation of isomer Y (its mirror image)? (iv) What then would be the specific rotation of a 1:1 mixture (racemic mixture of stereoisomers X and Y? I I

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter5: Alkenes: Bonding, Nomenclature, And Properties

Section: Chapter Questions

Problem 5.36P

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