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Chapter 25, Problem 25.1P
Interpretation Introduction

(a)

Interpretation: The stereogenic centers in the given compound are to be labeled.

Concept introduction: An atom containing four different atoms or groups produces stereoisomers on exchange of any two groups. These centers are known as stereogenic centers.

Expert Solution
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Answer to Problem 25.1P

The stereogenic centers in the given compound are shown in Figure 1.

Explanation of Solution

The stereogenic centers in the given compound are shown below.

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card, Chapter 25, Problem 25.1P , additional homework tip  1

Figure 1

The highlighted nitrogen atom possesses four different groups. Hence, this is a stereogenic center.

Conclusion

The stereogenic centers in the given compound are shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The stereogenic centers in the given compound are to be labeled.

Concept introduction: An atom containing four different atoms or groups produces stereoisomers on exchange of any two groups. These centers are known as stereogenic centers.

Expert Solution
Check Mark

Answer to Problem 25.1P

The stereogenic centers in the given compound are shown in Figure 2.

Explanation of Solution

The stereogenic centers in the given compound are shown below.

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card, Chapter 25, Problem 25.1P , additional homework tip  2

Figure 2

In the given compound, the nitrogen atom does not act as stereogenic center although it is attached to three different groups and lone pair because of the flipping of amine group. The carbon atom marked by star possesses four different groups. Hence, this is a stereogenic center.

Conclusion

The stereogenic centers in the given compound are shown in Figure 2.

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Chapter 25 Solutions

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card

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 - Problem 25.18 Write out steps to show how each of...Ch. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Problem 25.22 Which nitrogen atom in each compound...Ch. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Problem 25.28 Draw the major product formed in...Ch. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Problem 25.31 Devise a synthesis of each compound...Ch. 25 - Prob. 25.32PCh. 25 - Problem 25.33 What starting materials are needed...Ch. 25 - Problem 25.34 (a) What two components are needed...Ch. 25 - Prob. 25.35PCh. 25 - Prob. 25.36PCh. 25 - 25.37 Varenicline (trade name Chantix) is a drug...Ch. 25 - Give a systematic or common name for each...Ch. 25 - Prob. 25.39PCh. 25 - 25.40 How many stereogenic centers are present in...Ch. 25 - 25.41 Rank the compounds in each group in order of...Ch. 25 - 25.42 Decide which atom in each molecule is most...Ch. 25 - 25.43 Explain why pyrimidine is less basic than...Ch. 25 - 25.44 Rank the nitrogen atoms in each compound in...Ch. 25 - 25.45 Explain why nitroaniline is a stronger base...Ch. 25 - 25.46 Explain the observed difference in the...Ch. 25 - 25.47 Why is pyrrole more acidic than...Ch. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50PCh. 25 - 25.51 How would you separate toluene , benzoic...Ch. 25 - 25.52 Draw the products formed when methylaniline ...Ch. 25 - Prob. 25.53PCh. 25 - Prob. 25.54PCh. 25 - 25.55 Draw the organic products formed in each...Ch. 25 - Prob. 25.56PCh. 25 - 25.57 Identify A, B, and C, three intermediates in...Ch. 25 - Prob. 25.58PCh. 25 - Prob. 25.59PCh. 25 - 25.60 A chiral amine A having the configuration...Ch. 25 - 25.61 Draw a stepwise mechanism for each...Ch. 25 - 25.62 Draw a stepwise mechanism for the following...Ch. 25 - Prob. 25.63PCh. 25 - 25.64 Tertiary aromatic amines react with and ...Ch. 25 - 25.65 Devise a synthesis of each compound from...Ch. 25 - Prob. 25.66PCh. 25 - Prob. 25.67PCh. 25 - Prob. 25.68PCh. 25 - Prob. 25.69PCh. 25 - 25.70 Devise a synthesis of each biologically...Ch. 25 - 25.71 Devise a synthesis of each compound from...Ch. 25 - 25.72 Three isomeric compounds A, B, and C, all...Ch. 25 - 25.73 Treatment of compound D with LiAlH4 followed...Ch. 25 - Prob. 25.74PCh. 25 - 25.75 Rank the following compounds in order of...Ch. 25 - Prob. 25.76PCh. 25 - Prob. 25.77PCh. 25 - Prob. 25.78P
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