Nicotine is a dibasic alkaloid. A pKa value of 8 is associated with the aliphatic nitrogen in the 5-membered saturated ring, and a pka of 3 is associated with the heterocyclic nitrogen contained within the aromatic 6-membered ring. Nitrogen containing aromatic heterocycles are typically much less basic than are aliphatic or alicyclic amines. Which of the following forms of nicotine is predicted to be most abundant in water solution at pH 6? A. N CH3 B. H÷N¬ CH3 C. H N CH3 D. N* H -N-H CH3
Nicotine is a dibasic alkaloid. A pKa value of 8 is associated with the aliphatic nitrogen in the 5-membered saturated ring, and a pka of 3 is associated with the heterocyclic nitrogen contained within the aromatic 6-membered ring. Nitrogen containing aromatic heterocycles are typically much less basic than are aliphatic or alicyclic amines. Which of the following forms of nicotine is predicted to be most abundant in water solution at pH 6? A. N CH3 B. H÷N¬ CH3 C. H N CH3 D. N* H -N-H CH3
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.64P
Related questions
Question
![Nicotine is a dibasic alkaloid. A pKa value of 8 is associated with the
aliphatic nitrogen
in the 5-membered saturated ring, and a pk of 3 is associated with the heterocyclic
nitrogen contained within the aromatic 6-membered ring. Nitrogen containing aromatic
heterocycles are typically much less basic than are aliphatic or alicyclic amines. Which
of the following forms of nicotine is predicted to be most abundant in water solution at
pH 6?
C.
D.
B.
A.
N
N
-N=H
OR DA ER DE
CH3
CH3
CH3
CH3
`N+
H](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fca0f63c5-9399-4a84-b7ec-fd5c52d6b740%2F15e4f1e9-9de4-449a-bb33-954189a97af1%2Fl4yyhrl_processed.png&w=3840&q=75)
Transcribed Image Text:Nicotine is a dibasic alkaloid. A pKa value of 8 is associated with the
aliphatic nitrogen
in the 5-membered saturated ring, and a pk of 3 is associated with the heterocyclic
nitrogen contained within the aromatic 6-membered ring. Nitrogen containing aromatic
heterocycles are typically much less basic than are aliphatic or alicyclic amines. Which
of the following forms of nicotine is predicted to be most abundant in water solution at
pH 6?
C.
D.
B.
A.
N
N
-N=H
OR DA ER DE
CH3
CH3
CH3
CH3
`N+
H
Expert Solution
![](/static/compass_v2/shared-icons/check-mark.png)
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 3 steps with 1 images
![Blurred answer](/static/compass_v2/solution-images/blurred-answer.jpg)
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.Recommended textbooks for you
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9781305580350/9781305580350_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9781305080485/9781305080485_smallCoverImage.gif)
![Introduction to General, Organic and Biochemistry](https://www.bartleby.com/isbn_cover_images/9781285869759/9781285869759_smallCoverImage.gif)
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](https://www.bartleby.com/isbn_cover_images/9781305580350/9781305580350_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9781305080485/9781305080485_smallCoverImage.gif)
![Introduction to General, Organic and Biochemistry](https://www.bartleby.com/isbn_cover_images/9781285869759/9781285869759_smallCoverImage.gif)
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