Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
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.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Identify any chiral centers within the 2 molecules and identify whether each molecule is chiral or archial. If it is chiral, explain whether you expect a single enantiomer or a mixture of enantiomers to be formed.
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?
Chapter 5 Solutions
Organic Chemistry (9th Edition)
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
Knowledge Booster
Similar questions
- Find an example of a chiral molecule in biology whose enantiomers have markedly different functions. Where is the chiral center located, and how can it be identified? Find and include an image of its molecular structure. What function does the active enantiomer play biologically, and how is this function hindered or changed with the other enantiomer? Are there any synthetic considerations for this molecule?arrow_forwardYou have a mixture of equal amounts of (+)-butan-2-ol and (-)-butan-2-ol. Which of the following statement is not correct? The mixture is optically active The mixture is a racemic mixture The mixture is also called (d,l) pair Specific rotation of both the individual compounds will be the same but with opposite sign The mixture consists of two enantiomersarrow_forwardWhere are the chiral centers, the enantiomer and if its r or s configuration please.arrow_forward
- Can you also explain to me why the chiral centers would be R or S?arrow_forward12. Using a suitable example, explain (using structures) what is meant by a meso compound. Draw the mirror image of your meso compound. Can a meso compound have an enantiomer? Explain the reason for your answer||arrow_forwardIndicate whether this is an R or S enantiomer.arrow_forward
- The original definition of meso is “an achiral compound that has chiral diastereomers.” Our working definition of meso is “an achiral compound that has chiral centers (usually asymmetric carbon atoms).” The working definition is much easier to apply because we don’t have to envision all possible chiral diastereomers of the compound. Still, the working definition is not quite as complete as the original definition. See if you can construct a double allene that is achiral, although it has chiral diastereomers, and is, therefore, a meso compound under the original definition. The allene structure is not a chiral center, but it can be a chiral axis.arrow_forward7.(a) Draw and label (a) the enantiomer and (b) a pair of diasteromers of the following compound. OH (c) Will a 50:50 mix of the enantiomers of the compound be optically active (rotate plane polarized light). Explain the reason for your answer d) Will a 50:50 mix of the two diasteriomers you drew in (c) be optically active (rotate plane polarized light). Explain the reason for your answerarrow_forwardWhen a new center of chirality is created, isomers can result. For the reaction below, specify the kinds of isomers that are produced and in what ratio they form. (For reactions you are not already familiar with, products are shown without stereochemistry.) Br2 The product(s) of this reaction is(are)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning