Organic Chemistry, Books a la Carte Edition (9th Edition)
Organic Chemistry, Books a la Carte Edition (9th Edition)
9th Edition
ISBN: 9780134160382
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 5, Problem 5.25SP

The following four structures are naturally occurring optically active compounds. Star (*) the asymmetric carbon atoms in these structures.

Chapter 5, Problem 5.25SP, The following four structures are naturally occurring optically active compounds. Star () the

Expert Solution & Answer
Check Mark
Interpretation Introduction

Interpretation: The asymmetric carbon atoms in the given structures are to be marked by star.

Concept introduction: A chiral carbon atom is attached to four different atoms or group of atoms and shows a tetrahedral geometry. The mirror image of a chiral compound is non-super imposable. The two different forms in which a single chiral carbon can exist are referred as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centers.

To determine: The asymmetric carbon atoms in the given structures marked by star.

Answer to Problem 5.25SP

The asymmetric carbon atoms in the given structure have been marked by star.

Explanation of Solution

The given compound is serine. It is attached to COOH group, NH2 group, CH2OH group and hydrogen atom. All the groups are different. Therefore, it is a chiral centre.

The asymmetric carbon atom present in it is marked by star as shown below.

Organic Chemistry, Books a la Carte Edition (9th Edition), Chapter 5, Problem 5.25SP , additional homework tip  1

Figure 1

The given compound is erythrose. There are two chiral centres present in it.

The asymmetric carbon atoms present in it are marked by star as shown below.

Organic Chemistry, Books a la Carte Edition (9th Edition), Chapter 5, Problem 5.25SP , additional homework tip  2

Figure 2

The given compound is menthol. There are three chiral centres present in it.

The asymmetric carbon atoms present in it are marked by star as shown below.

Organic Chemistry, Books a la Carte Edition (9th Edition), Chapter 5, Problem 5.25SP , additional homework tip  3

Figure 3

The given compound is camphor. There are two chiral centres present in it.

The asymmetric carbon atoms present in it are marked by star as shown below.

Organic Chemistry, Books a la Carte Edition (9th Edition), Chapter 5, Problem 5.25SP , additional homework tip  4

Figure 4

Conclusion

The asymmetric carbon atoms in the given structure have been marked by star.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Compounds X and Y both have the formula C7H14. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C₂H₁5Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 7 0▾ ChemDoodleⓇ 146
It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D configuration and what conformation (axial,equatorial) would each of the three ethyl groups be in for the most stable configuration.
4. Draw both geometric isomers of 1-fluoro-2-methylbut-1-ene using skeletal formula. Clearly label the E and Z isomers. [
Knowledge Booster
Background pattern image
Chemistry
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
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Text book image
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Text book image
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Text book image
World of Chemistry
Chemistry
ISBN:9780618562763
Author:Steven S. Zumdahl
Publisher:Houghton Mifflin College Div
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License