Question 1 Use the following wedge formula diagram to answer the following questions: OH Br Et HO Ph H3C H3C СООН Et (i) (ii) a) Convert the wedge formula diagram for structures (i) and (ii) to Fisher formula. b) Determine the stereochemistry (R, S – configuration) of the chiral carbons of isomers (i) and (ii). c) Draw one enantiomer and two diastereomers of structure (ii). d) If we assume structure (ii) rotates plane polarized light + 13.5° (i.e specific rotation of + 13.5°), what would be the specific rotation of its mirror image)? e) What would be the specific rotation of a 1:1 mixture (racemic mixture of stereoisomers of structure (ii) and its enantiomer Y?

Question 1 Use the following wedge formula diagram to answer the following questions: OH Br Et HO Ph H3C H3C СООН Et (i) (ii) a) Convert the wedge formula diagram for structures (i) and (ii) to Fisher formula. b) Determine the stereochemistry (R, S – configuration) of the chiral carbons of isomers (i) and (ii). c) Draw one enantiomer and two diastereomers of structure (ii). d) If we assume structure (ii) rotates plane polarized light + 13.5° (i.e specific rotation of + 13.5°), what would be the specific rotation of its mirror image)? e) What would be the specific rotation of a 1:1 mixture (racemic mixture of stereoisomers of structure (ii) and its enantiomer Y?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 10E

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