Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 3LGP
Interpretation Introduction
Interpretation:
All the chiral centers in cortisone are to be identified and the appropriate
Concept introduction:
Each center is analyzed separately if the compound contains more than one chirality center.
The designation of each carbon is determined by using the numbers.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Coibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain
parasites
(Org. Lett. 2012, 14, 3878-3881):
(a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B.
(b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL
LETTER of your choice.
A. 2
В. 4
С. 8
D.
16
ANSWERS:
(a) A.
В.
C.
(b)
5:51
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 S
(A) How many chirality centers does the following molecule contain?
(B) How many stereoisomers are possible for this molecule?
(C) Assign R,S designation to each chiral carbon
Chapter 5 Solutions
Organic Chemistry
Ch. 5 - Prob. 1PPCh. 5 - Prob. 2PPCh. 5 - Prob. 3PPCh. 5 - Prob. 4PPCh. 5 - Prob. 5PPCh. 5 - Prob. 6PPCh. 5 - Prob. 7PPCh. 5 - Practice Problem 5.8 Write three-dimensional...Ch. 5 - Prob. 9PPCh. 5 - Prob. 10PP
Ch. 5 - Practice Problem 5.11 List the substituents in...Ch. 5 - Prob. 12PPCh. 5 - Practice Problem 5.13 Tell whether the two...Ch. 5 - Prob. 14PPCh. 5 - Prob. 15PPCh. 5 - Prob. 16PPCh. 5 - Prob. 17PPCh. 5 - Prob. 18PPCh. 5 - Prob. 19PPCh. 5 - Prob. 20PPCh. 5 - Practice Problem 5.21 The following are formulas...Ch. 5 - Practice Problem 5.22 Write three-dimensional...Ch. 5 - Prob. 23PPCh. 5 - Practice Problem 5.24 Give names chat include (R)...Ch. 5 - Prob. 25PPCh. 5 - Prob. 26PPCh. 5 - Prob. 27PPCh. 5 - Prob. 28PPCh. 5 - Practice Problem 5.29 Write formulas for all of...Ch. 5 - Prob. 30PPCh. 5 - Prob. 31PPCh. 5 - Prob. 32PPCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - 5.35 Designate the (R) or (S) configuration at...Ch. 5 - Prob. 36PCh. 5 - (a) Write the structure of...Ch. 5 - Shown below are Newman projection formulas for...Ch. 5 - 5.39 Write appropriate structural formulas...Ch. 5 - Discuss whether each of the following compounds...Ch. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Compound F has the molecular formula C5H8 and is...Ch. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - For the following molecule, draw its enantiomer as...Ch. 5 - 5.49 (Use models to solve this...Ch. 5 - 5.50 (Use models to solve this...Ch. 5 - (Use models co solve this problem.) Write...Ch. 5 - 5.52 Tartaric acid was an important compound in...Ch. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 1LGPCh. 5 - Prob. 2LGPCh. 5 - Prob. 3LGP
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
- Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?arrow_forward) How many chiral centers are present in desosamine? How many stereoisomers are possible for it? How many pairs of enantiomers are possible for it?arrow_forwardOne source defines a meso compound as “an achiral compound with stereocenters.” Why is this a poor definition?arrow_forward
- Below are drawn the different chair conformations of the methyl glycoside of galactose. но он но он оМе OMe но- в A OH он (ii) Give the correct full name of compound A (= B) (ii) The name of the compound does not contain information on conformation (only configuration). Give the accepted conformational description for compound A and for compound B. (iv) Draw the Fischer projections of the open form of the corresponding reducing sugars of compound A (= B).arrow_forwardE For the following Fischer projection: c-oH (a) Determine (R)/(S) configuration at each chiral center; (b) Show all stereoisomers, and based on your assignments from part (a), determine what would be (R) or (S) configuration at all chiral centers; (c) Show all enantiomeric and diastereomeric pairs.arrow_forwardUse the following wedge formula mentioned in attached diagram to answer the following question. Draw one enantiomer and two diastereomers of structure (ii).arrow_forward
- 3. Cinnamic acid (shown) reacts with bromine to give a bromination product. (a) Draw all four possible stereoisomers of this reaction as a Fischer projection. Label each molecule as A, B, C, and D. (b) Identify the pairs of enantiomers (c) Identify the pairs of diastereomers (d) Identify which pair corresponds to addition to trans-cinnamic acid. Briefly explain your reasoning. O OH Br₂ CH₂Cl₂arrow_forwardDetermine whether each of the following compounds is optically active or optically inactive: WRITE ACT if optically active or INA if optically inactive OH Et H Me Me. .CI Me H. HYMe (a) OH (b) H CH3 HO H- OH (c) ČH3 (d) CH,CH3 Но- H- H- OH H- CH3 ČH3 (e) CH,OH (f) (g) (h)arrow_forwardWhich of the following statements regarding optical rotation is not true?arrow_forward
- 7B Compound A shown below is given. OH A Complete the Fischer projection below to represent compound A CH₂CH3 CH₂CH₂CH3arrow_forwardDraw a three-dimensional line structure for the following compound (2R,5S)-5-amino-2-hydroxyhexanal Also draw an enantiomer and a diastereomer for this compoundarrow_forward4arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning