EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
expand_more
expand_more
format_list_bulleted
Question
Chapter 16, Problem 16.68AP
Interpretation Introduction
(a)
Interpretation:
An explanation as to why the given compound is chiral is to stated.
Concept introduction:
Chiral compounds are those whose mirror images are not superimposable to each other. Enantiomers of the chiral compounds are the mirror image of each other. A compound can be chiral due to the presence of an asymmetric carbon or the chiral axis.
Interpretation Introduction
(b)
Interpretation:
An explanation as to why the given compound is chiral and it racemizes when heated is to stated.
Concept introduction:
Chiral compounds are those whose mirror images are not superimposable to each other. Enantiomers of the chiral compounds are the mirror image of each other. A compound can be chiral due to the presence of an asymmetric carbon or the chiral axis.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
There are four dimethylcyclopropane isomers.
(a) Write three-dimensional formulas for these isomers.
(b) Which of the isomers are chiral?
(c) If a mixture consisting of 1 mol of each of these isomers were subjected to simple gas
chromatography, how many fractions would be obtained and which compounds would each
fraction contain?
(d) How many of these fractions would be optically active?
tod o ors
brie
page 10 of 17
(c) Explain, using mechanisms, why the (S)-enantiomer of ibuprofen (E) undergoes
racemisation under acidic conditions in the body.
(E)
(S) CO₂H
(a)
For each of the following structures A-D, indicate whether it is chiral or not. Explain your answers.
H₂N
OH
A
OH
NH₂
B
PPh₂
PPh ₂
C
Ph.
C=C=C=C
D
Ph
Chapter 16 Solutions
EBK ORGANIC CHEMISTRY
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Prob. 16.3PCh. 16 - Prob. 16.4PCh. 16 - Prob. 16.5PCh. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Prob. 16.8PCh. 16 - Prob. 16.9PCh. 16 - Prob. 16.10P
Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Prob. 16.16PCh. 16 - Prob. 16.17PCh. 16 - Prob. 16.18PCh. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Prob. 16.35APCh. 16 - Prob. 16.36APCh. 16 - Prob. 16.37APCh. 16 - Prob. 16.38APCh. 16 - Prob. 16.39APCh. 16 - Prob. 16.40APCh. 16 - Prob. 16.41APCh. 16 - Prob. 16.42APCh. 16 - Prob. 16.43APCh. 16 - Prob. 16.44APCh. 16 - Prob. 16.45APCh. 16 - Prob. 16.46APCh. 16 - Prob. 16.47APCh. 16 - Prob. 16.48APCh. 16 - Prob. 16.49APCh. 16 - Prob. 16.50APCh. 16 - Prob. 16.51APCh. 16 - Prob. 16.52APCh. 16 - Prob. 16.53APCh. 16 - Prob. 16.54APCh. 16 - Prob. 16.55APCh. 16 - Prob. 16.56APCh. 16 - Prob. 16.57APCh. 16 - Prob. 16.58APCh. 16 - Prob. 16.59APCh. 16 - Prob. 16.60APCh. 16 - Prob. 16.61APCh. 16 - Prob. 16.62APCh. 16 - Prob. 16.63APCh. 16 - Prob. 16.64APCh. 16 - Prob. 16.65APCh. 16 - Prob. 16.66APCh. 16 - Prob. 16.67APCh. 16 - Prob. 16.68AP
Knowledge Booster
Similar questions
- (a) Write the structures of the following compounds and mark them as chiral or achiral. 4 (i) 2-Bromopentane (ii) 3-Bromopentane (iii) 1-Bromo-2-methylbutane (iv) 2-Chloro-3-methylbutane (b) Identify the asymmetric carbon in the chiral compounds. (c) Write the structure of the other enantiomer of the chiral compounds.arrow_forward1. Briefly define the following terms (b) enantiomers. (d) diastereomers. (e) meso-compound 2. Predict the product(s) for the following reactions: (a) (CH3)2CHCH₂CH₂ CH NaBH4 CH3CH₂OHarrow_forwardWhich is the enantiomer of this molecule? NH2 (A) (C) B NH2 デ NH2 H- さ NH, (B) (D) H2N- Harrow_forward
- a）Draw all other stereoisomers of the molecule, labelling meso forms (if any), and assign descriptors to chiral carbon atoms. (b) Including molecule, label pairs of enantiomers and pairs of diastereomers. (c) If you were to distill a mixture of all the isomers, how many fractions could be obtained, and what would in each fraction?arrow_forwardWhich one of the following stereoisomers is not chiral? (a) (b) (a) 1 (b) 2 10. What is the index of hydrogen deficiency of this compound? (c) 3 O (c) (d) 4 A (d) all are chiralarrow_forwardCalculate the degree of unsaturation in each of the following formulas (a) Cholesterol, C27H46o (b) DDT, C14HgC15 (c) Prostaglandin E1, C2oH3405 (d) Caffeine, C8H10N402 (e) Cortisone, C21H28O5 (f) Atropine, C17H23NO3arrow_forward
- (a) Identify type of molecules either chiral, achiral, or meso for each compound shown below and (b) Indicate the number of chiral centers in each molecule.arrow_forward5:51 Draw examples of the following: (a) A meso compound with the formula C8H18 (b) A meso compound with the formula C9H20 (c) A compound with two chirality centers, one R and the other Sarrow_forwardcould you identify C?arrow_forward
- Which of the following compounds are capable of being resolved into enantiomers?(a) N-ethyl-N-methylaniline (b) 2-methylpiperidine (c) 1-methylpiperidine (d) 1,2,2-trimethylaziridinearrow_forwardProvide an example of a molecule that has 4 chirality centres, but does not have 16 stereoisomers. Why doesn’t this molecule have 2n stereoisomers? Explain.arrow_forwardDraw the structures of the following.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 ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning