Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 5.16A, Problem 5.24P
Interpretation Introduction

Interpretation: The structure and mirror images of (R)-2-butyl (R,R)-tartrate and (S)-2-butyl (R,R)-tartrate are to be drawn.

Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) aur (S) to (R).

To determine: The structure and mirror images of (R)-2-butyl (R,R)-tartrate and (S)-2-butyl (R,R)-tartrate.

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To show that (R)-2-butyl (R, R)-tartrate and (S)-2-butyl (R, R)-tartrate are not enantiomers, draw and name the mirror images of these compounds.
3) Your results should show that S-mandelic acid rotates light to the right and R-mandelic acid rotates light to the left. Explain the correlation between the R/S configuration and the direction to which light is rotated. 4) Interpret the % ee of your unknown sample. How much of your sample is racemic? How much of your sample is the S enantiomer? How much of your sample is the R enantiomer?
I'm a bit confused on enantiomers, diastereomers, and then a 180 flip meaning being "the same". I know enantiomers are mirror images that can't be placed one on top of the other. I also know diastereomers are non-mirror images. Then when diastereomers are flipped 180 degrees they can be considered "the same". Why couldn't that be said for enantiomers too when flipped 180 degrees?  Thank you!
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