Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 4.11, Problem 37P
(a)
Interpretation Introduction
Interpretation:
Diastereomer for the given compound has to be drawn.
Concept introduction:
Chiral center: A chiral center is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic center.
Diastereomers: These are stereoisomers that are not enantiomers of one another; they are not mirror objects of each other. They have different physical properties so that they are viewed as different chemical substances.
(b)
Interpretation Introduction
Interpretation:
Diastereomer for the given compound has to be drawn.
Concept introduction:
Chiral center: A chiral center is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic center.
Diastereomers: These are stereoisomers that are not enantiomers of one another; they are not mirror objects of each other. They have different physical properties so that they are viewed as different chemical substances.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw a diastereomer of the following compound.
О :0
OH OH
1
A) I only
B) Il only
C) III only
D) I and II
E) III and IV
НО
он
до он дон он хо
OH OH
OH
OH
II
III
IV
Which of the following represents a
hemiacetal? Et =ethyl
H
HO OH
A
x
CH3O
OCH3
B
H
HO OEt
C
D
Which of the following statements is correct with regard to the structure of retinol? Retinol is a vitamin that plays an important
role in eye function. The structure of retinol is shown below.
H3C CH3
CH3
CH3
CH3
Select one:
O Retinol is a diastereoisomer
O Retinol is a chiral compound
O Retinol is a meso compound
O Retinol is an achiral compound
OH
Next page
Chapter 4 Solutions
Essential Organic Chemistry, Global Edition
Ch. 4.1 - Draw the cis and trans isomers for the following:...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Prob. 6PCh. 4.2 - Prob. 7PCh. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:Ch. 4.2 - Draw the structure of (Z)-2,3-dimethyl-3-heptene.
Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Assign relative priorities to the groups or atoms...Ch. 4.7 - Name the following:Ch. 4.7 - Prob. 22PCh. 4.7 - Draw a perspective formula for each of the...Ch. 4.8 - Prob. 24PCh. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - Prob. 29PCh. 4.9 - Prob. 30PCh. 4.10 - Prob. 31PCh. 4.10 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.11 - Prob. 34PCh. 4.11 - a. Draw the stereoisomers of...Ch. 4.11 - Prob. 37PCh. 4.11 - Prob. 38PCh. 4.12 - Which of the following compounds has a...Ch. 4.12 - Draw all the stereoisomers for each of the...Ch. 4.12 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Which of the following have an asymmetric center?...Ch. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Of all the possible cyclooctanes that have one...Ch. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Draw the stereoisomers of 2,4-dichlorohexane....Ch. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Prob. 62PCh. 4 - Draw structures for each of the following: a....Ch. 4 - Prob. 64PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Chloramphenicol is a broad-spectrum antibiotic...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 18-18 Propanoic acid and methyl acetate are constitutional isomers, and both are liquids at room temperature. One of these compounds has a boiling point of 141°C; the other has a boiling point of 57°C. Which compound has which boiling point? Explain.arrow_forward16-58 Following is a structural formula of desosamine, a sugar component of several macrolide antibiotics, including the erythromycins. The configuration shown here is that of the natural product. Erythromycin is produced by a strain of Streptomyces erythreus originally found in a soil sample from the Philippine Archipelago. ch3 T Desosamine Name all the functional groups in desosamine. (Chapter 10) How many stereocenters are present in desosamine? How many stereoisomers are possible for it? How many pairs of enantiomers are possible for it? Draw the alternative chair conformations for desosamine and label which groups are equatorial and which are axial. (d > Which of the alternative chair conformations for desosamine is more stable?arrow_forward17-54 Following is the structure of immunosuppressant FK-506, a molecule shown to disrupt calcineurin-mediated signal transduction in T-lymphocytes. (a) There are three carbon—carbon double bonds present in this molecule. Which of the three has the potential for cis/trans isomerism? Assign a cis or trans con?guration to each carbon-carbon double bond that has this possibility. (b) How many stereocenters are present in this molecule? How many stereoisomers are possible for it? (c) Are there any aromatic components in this molecule? (d) Consider the two carbon atoms marked with asterisks. Assign an R or S con?guration of each stereocenter. (e) Because of the presence of a 21-member ring, this molecule is described as a macrocycle. This ring is fashioned by three types of bonds, several carbon-carbon bonds, one ester, one hemiacetal, and one amide. Locate the ester and the hemiacetal. (f) Draw the structural formula of the long chain compound that would result if the hemiacetal were to be cleaved to an alcohol and a carbonyl group.arrow_forward
- Identify the relationship between the following compounds. H H H3C Br H3C Br H3C Br Br CH3 H H O constitutional isomer identical Odiastereomers enantiomers compounds with different molecular formulasarrow_forwardName the following compound. O 2 -{N(CH₂)₂ Not aromatic O cyclohexanoyldimethylamine O dimethylaminocyclohexylketone N,N-dimethylcyclohexane lactam O dimethylaminooxocyclohexane O N,N-dimethylcarboxamidearrow_forwardClassify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each. H ÷ ||I The correct IUPAC names are: || J k CI same compound enantiomers diastereomers constitutional isomers not isomeric Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3S)-2,3-dichloropentane Compound I: (2S, 3S)-2,3-dichloropentane, Compound II: (2S, 3S)-2,3-dichloropentane Compound I: (2S, 3R)-2,3-dichloropentane, Compound II: (2S, 3R)-2,3-dichloropentane Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3R)-2,3-dichloropentanearrow_forward
- How many kinds of chemically non-equivalent hydrogens are there in each of the following compounds? a b CH₂01 OH The number of chemically non-equivalent hydrogens is [ 3-Bromapropene The number of chemically non-equivalent hydrogens isarrow_forwardHow many stereocenters are present in the following.arrow_forwardClassify the pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each. H Br Br CH3 H H3C Br H Br Br Br Compound 1 Compound 2 The compounds are identical diastereomers not isomeric constitutional isomers enantiomers The correct IUPAC names are: Compound 1: (2R,3R)-1,2,3-tribromobutane, Compound 2: (2R,3R)-1,2,3-tribromobutane Compound 1: (2R,3S)-1,2,3-tribromobutane, Compound 2: (2S,3S)-1,2,3-tribromobutane Compound 1: (2S,35)-1,2,3-tribromobutane, Compound 2: (2R,3S)-1,2,3-tribromobutane Compound 1: (2R,3R)-1,2,3-tribromobutane, Compound 2: (2S,3R)-1,2,3-tribromobutanearrow_forward
- What is the IUPAC name for the following compound? CH₂CH₂CH -N–CHỊCH,CHỊCH, CH₂CH₂CH₂CH₂CH₂CH, Propylheptylcyclobutylamine Dibutylheptylamine None of the answers are true ON-cyclobutyl-N-heptyl-1-butanamine O N-butyl-N-cyclobutyl-1-heptanaminearrow_forwardConsider the following pairs of structures. Identify the relationship between them by describing them as representing enantiomers, diastereomers, constitutional isomers, or two molecules of the same compound. H H3C" CH3 Br Hitm Br enantiomers constitutional isomers diastereomers H B H F F two molecules of the same compound CH3 H Ba CH3arrow_forwardWhich of the following structures contains a hemiacetal group? OH H₂C, OCH3 O Option A O Option B C6H5-CH O Option C OCH3 OCH3 OH HỌC–C—CH, T OCH3 O Option Darrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning