MASTERINGCHEM FOR ORGANIC CHEM STANDAL
13th Edition
ISBN: 9781269517553
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
Chapter 4, Problem 100P
Interpretation Introduction
Interpretation:
The configuration of the given structure of Tamiflu has to be given.
Concept introduction:
Asymmetric center is a stereocenter which arises to a compound if any atom is bonded to four different groups.
According to Cahn-Ingold-Prelog system,
The group attached to asymmetric center should be ranked based on the
Check the direction of arrow drawn in the direction of decreasing priority. If the arrow points clockwise direction, then the compound has R configuration. If the arrow points counterclockwise direction, then the compound has S configuration. If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Why are some chiral drugs are sold as a mixture of enantiomers and why some are not? How enantiomers affect the biological activity of the drugs? Explain.
What defines a compound as optically active/inactive? What is the purpose of determining a compound’s optical activity?
Consider alanine
a. How many chiral centers?
b. How many stereoisomers?
c. Draw the fischer projection for each stereoisomer and determine the absolute configuration for each chiral center.
Chapter 4 Solutions
MASTERINGCHEM FOR ORGANIC CHEM STANDAL
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Assign relative priorities to each set of...Ch. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:
Ch. 4.2 - Draw the Z isomer of an alkene that has a CH3 and...Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Prob. 18PCh. 4.8 - Prob. 20PCh. 4.8 - Prob. 22PCh. 4.8 - Prob. 23PCh. 4.8 - Prob. 24PCh. 4.8 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - What is the configuration of the following...Ch. 4.9 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.10 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.11 - Prob. 35PCh. 4.11 - Prob. 36PCh. 4.12 - Prob. 38PCh. 4.12 - Prob. 39PCh. 4.12 - The stereoisomer of cholesterol found in nature is...Ch. 4.12 - Prob. 41PCh. 4.13 - 1-Bromo-2-methylcyclopentane has four pairs of...Ch. 4.13 - Prob. 43PCh. 4.13 - Draw all possible stereoisomers for each of the...Ch. 4.13 - Prob. 45PCh. 4.13 - Of all the possible cyclooctanes that have one...Ch. 4.13 - Prob. 47PCh. 4.13 - Prob. 48PCh. 4.14 - Which of the following compounds has a...Ch. 4.14 - Draw all the stereoisomers for each of the...Ch. 4.15 - Prob. 52PCh. 4.15 - Name the isomers you drew in Problem 52.Ch. 4.15 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.15 - Draw a perspective formula for each of the...Ch. 4.15 - Name the following:Ch. 4.15 - Prob. 57PCh. 4.15 - Prob. 59PCh. 4.15 - Convert the perspective formula to a skeletal...Ch. 4.15 - Prob. 62PCh. 4.16 - Prob. 63PCh. 4.17 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Assign relative priorities to each set of...Ch. 4 - Prob. 73PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 75PCh. 4 - Name the following:Ch. 4 - Which of the following has an achiral...Ch. 4 - Using skeletal structures, draw the stereoisomers...Ch. 4 - Prob. 79PCh. 4 - Citrate synthase, one of the enzymes in the series...Ch. 4 - Prob. 81PCh. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - Prob. 85PCh. 4 - Prob. 86PCh. 4 - Prob. 87PCh. 4 - Prob. 88PCh. 4 - Prob. 89PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 91PCh. 4 - Prob. 92PCh. 4 - Draw structures for the following: a....Ch. 4 - For each of the following structures, draw the...Ch. 4 - Prob. 95PCh. 4 - Prob. 96PCh. 4 - Prob. 97PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 99PCh. 4 - Prob. 100PCh. 4 - Prob. 101PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 103PCh. 4 - Is the following compound optically active?Ch. 4 - Prob. 105P
Knowledge Booster
Similar questions
- A mixture of equal amounts of two enantiomers... a) is optically inactive (does not rotate the beam of plane-polarized light) b) is called a racemic mixture c) is a meso compound d) both a and barrow_forwardAssign an R or S configuration to each chiral centerarrow_forward(Part 2 says Diastereomers or Enantiomers)arrow_forward
- The figure can rotate the plane of polarized light by 4.52 counterclockwise, 1. what is its configuration based on optical activity, 2. what is the absolute and relative configuration of the figure and 3. what is the angle of rotation of the plane-polarized light of its ENANTIOMERarrow_forwardSome sugar substitutes are made from derivatives of sucrose. Sucralose™ is a sweetener found in soft drinks and low-calorie foods such as yogurt. The structure of Sucralose is shown in both 2D and 3D representations. How many chirality centers are present?arrow_forwardWhat is the configuration of the two chirality centers?arrow_forward
- What are diastereomers? a. Constitutional isomers. b. Molecules with only one chiral center. c. Stereoisomers that are not mirror images of one another and are non-superimposable on one another. d. Stereoisomers that are mirror images of one another.arrow_forwardDoes lactic acid have enantiomers or stereoisomers?And explain why ...arrow_forwardMolnupiraviris a promising drug candidate that is discovered to treat patients with Covid-19. The drug is more advantageous than Remdesivir because it is administered orally. The structure of Molnupiraviris drawn below: *Figure in the screenshot* a. How many chirality centers exist on this drug? b. How many maximum numbers of stereoisomers with respect to chiral centers exist? c. Determine R/S configuration of each chiral centeronMolnupiravirby pointing to each chiral center with an arrow on the structure above d. Draw the enantiomer of Molnupiraviracross from it above e. MolnupiravirdestroysCorona virus by introducing error during viral RNA replication. If you were a physician, would you administer a pill that consists of a racemic mixture of Molnupiravirand its enantiomer to a covid positive patient? What would be your expectations? Give your reasons.arrow_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
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher: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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning