EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 25, Problem 25.27AP
Interpretation Introduction
(a)
Interpretation:
The structure of more reactive enantiomer of sarin is to be drawn.
Concept introduction:
The phosphorous atom in the sarin is the chiral center having three different groups bonded to it. The stereochemistry of at the chiral center can be determined by assigning the priority to the groups attached according to the Cahn Ingold Prelog rules.
Interpretation Introduction
(b)
Interpretation:
The product formed in the reaction of (S)-sarin with serine is to be determined.
Concept introduction:
The enzyme catalyzed substitution reaction of phosphate ester derivate at phosphate proceeds through
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Dichlospiroheptane [(a) does (b) does not] have a plane of symmetry; it is [(a) chiral (b) not chiral]
A. a,a
B. b,b
C. a,b
D. b,a
5. Which of the following compounds is chiral?
D.
A.
B.
Which of the following must be true for an optically active
compound?
the molecular configuration is achiral
O b. the molecular configuration is chiral
O c. the molecular configuration must have two or more
stereogenic centers
d. the compound is a racemic mixture of enantiomers
Chapter 25 Solutions
EBK ORGANIC CHEMISTRY
Ch. 25 - Prob. 25.1PCh. 25 - Prob. 25.2PCh. 25 - Prob. 25.3PCh. 25 - Prob. 25.4PCh. 25 - Prob. 25.5PCh. 25 - Prob. 25.6PCh. 25 - Prob. 25.7PCh. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10P
Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21APCh. 25 - Prob. 25.22APCh. 25 - Prob. 25.23APCh. 25 - Prob. 25.24APCh. 25 - Prob. 25.25APCh. 25 - Prob. 25.26APCh. 25 - Prob. 25.27APCh. 25 - Prob. 25.28APCh. 25 - Prob. 25.29APCh. 25 - Prob. 25.30APCh. 25 - Prob. 25.31APCh. 25 - Prob. 25.32APCh. 25 - Prob. 25.33APCh. 25 - Prob. 25.34APCh. 25 - Prob. 25.35APCh. 25 - Prob. 25.36APCh. 25 - Prob. 25.37APCh. 25 - Prob. 25.38APCh. 25 - Prob. 25.39APCh. 25 - Prob. 25.40AP
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
- I'm confused as to why the chiral centers are the was they are. I understand that the horizontal lines are wedged and vertical are dashed. Wouldn't the first priority be the carboxylic acid, then alcohol, the carbon, and then the hydrogen? The book is saying that one method is to keep two of the straight lines and pick one group to be dashed and one to be wedged. Then switch the last priority group (H) with whatever group you chose to be on the dash. Whatever configuration you get, make it the opposite since you switched groups. And when I use this method I end up getting S when the top one should be R.arrow_forwardThe chiral catalyst (R)-BINAP-Ru is used to hydrogenate alkenes to give alkanes . The products are produced with high enantiomeric excess. An example is the formation of (S)-naproxen, a pain reliever. Q.What kind of isomers are the enantiomers of BINAP?arrow_forwardAn optically active compound is composed of 75% of the (R) enantiomer and 25% of the (S) enantionmer. The enantiomeric excess (ee) is equal to 37.5%. 75%. 50%. 87.5%.arrow_forward
- Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. C. How are ephedrine and pseudoephedrine related? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 825 1S 25arrow_forwardQ1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. c. How are ephedrine and pseudoephedrine related? N, d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 15 2.5arrow_forwardWhich of the following pairs of structures represent a pair of enantiomers? a. b. d. H₂C H NC H₂CH₂C Br HC. H₂N H.... CN COOH Br CH3 CH3 OH COOH H... Br H... HOOC H₂C CN OH HC₂ H₂C H₂N Br CH3 CN CH₂CH3 COOH CHarrow_forward
- Identify the relationship between the two structures. a. Identical b. Enantiomers c. Diastereomers d. Constitutional isomers The molecule to the right has chiral carbon atoms and can have a total of stereoisomers. а. one; two b. two; four c. three; eight d. four; eight с.arrow_forwardThe structure of 4 isomers of an aldotetrose carbohydrate are given. 1) select every structure that is a diastereomer of structure D A, B, or C? 2) select every structure that is a enantiomer of structure C D, B, or A? 3) select every structure that is a stereoisomer of structure D A, B, or Carrow_forwarddetermine the chiral centers in the "Morphine". and draw the stereoisomer of the morphine.arrow_forward
- Is it planar? Is it aromatic?arrow_forwardAre they chiral in nature? Are they enantiomeric?arrow_forward15. Naming Stereoisomers with Two Chiral Carbons Using the RS System The (RR) isomer of methyphenidate (Ritalin) is used to treat attention deficit hyperactivity disorder (ADHD). The (S.S) isomer is an antidepressant. Identify the two chiral carbons in the structure below. Is this the (R.R) or the (S.S) isomer? Draw the other isomer. HN- H. ..arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage LearningMacroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
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
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole