Identify the correct prochiral hydrogen which has been replaced by Br in the ketone shown below.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

Identify the correct prochiral hydrogen which has been replaced by Br in the ketone shown below.

The image is a chemical reaction diagram. It shows a transformation of a compound on the left into a compound on the right.

- **Left Compound:**
  - Structure: The compound is a ketone with a benzene ring (phenyl group) attached to a carbon that is also connected to a carbonyl group (C=O) and a methyl group (CH3). 
  - Notation: There are two hydrogen atoms attached to the central carbon. The diagram indicates stereochemistry with a wedge bond (a bond pointing out of the plane towards the viewer) for one hydrogen.
  - Label: The compound is labeled as "pro-R or pro-S," indicating that it can be a precursor (prochiral) to either R or S stereoisomers.

- **Right Compound:**
  - Structure: The compound is similar but with a chlorine atom (Cl) replacing one of the hydrogen atoms that was attached to the central chiral carbon.
  - Notation: The new chlorine atom is indicated with a wedge bond, suggesting it has a specific stereochemistry.

- **Arrow and Reaction:**
  - An arrow points from the left to the right compound, showing the transformation.
  - The reaction shows a stereochemical change with the introduction of the chlorine atom.

This represents a stereospecific reaction where a prochiral center is converted to a chiral center by substituting a hydrogen with chlorine.
Transcribed Image Text:The image is a chemical reaction diagram. It shows a transformation of a compound on the left into a compound on the right. - **Left Compound:** - Structure: The compound is a ketone with a benzene ring (phenyl group) attached to a carbon that is also connected to a carbonyl group (C=O) and a methyl group (CH3). - Notation: There are two hydrogen atoms attached to the central carbon. The diagram indicates stereochemistry with a wedge bond (a bond pointing out of the plane towards the viewer) for one hydrogen. - Label: The compound is labeled as "pro-R or pro-S," indicating that it can be a precursor (prochiral) to either R or S stereoisomers. - **Right Compound:** - Structure: The compound is similar but with a chlorine atom (Cl) replacing one of the hydrogen atoms that was attached to the central chiral carbon. - Notation: The new chlorine atom is indicated with a wedge bond, suggesting it has a specific stereochemistry. - **Arrow and Reaction:** - An arrow points from the left to the right compound, showing the transformation. - The reaction shows a stereochemical change with the introduction of the chlorine atom. This represents a stereospecific reaction where a prochiral center is converted to a chiral center by substituting a hydrogen with chlorine.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps with 7 images

Blurred answer
Knowledge Booster
Aromatic Compounds
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.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY