Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Most common amines (RNH2) exhibit pKa values between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pKa is found to be drastically lower: H H Incorrect. 人 R N H PK = 35-45 N N H PK = = 17 (a) Explain why the presence of the cyano group so drastically impacts the pKa. ○ When R is a cyano group, the acidic proton is on an sp-hybridized atom. ○ When R is a cyano group, the conjugate base is destabilized by resonance. ○ When R is a cyano group, the conjugate base is destabilized by inductive effects. ● When R is a cyano group, the conjugate base is stabilized by resonance.

Most common amines (RNH2) exhibit pKa values between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pKa is found to be drastically lower: H H Incorrect. 人 R N H PK = 35-45 N N H PK = = 17 (a) Explain why the presence of the cyano group so drastically impacts the pKa. ○ When R is a cyano group, the acidic proton is on an sp-hybridized atom. ○ When R is a cyano group, the conjugate base is destabilized by resonance. ○ When R is a cyano group, the conjugate base is destabilized by inductive effects. ● When R is a cyano group, the conjugate base is stabilized by resonance.

Organic Chemistry
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
Chapter3: Stereoisomerism And Chirality
Section3.8: The Significance Of Chirality In The Biological World
Problem DQ
See similar textbooks
icon
Related questions
Question
Most common amines (RNH2) exhibit pKa values between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pKa is found to be drastically lower: H H Incorrect. 人 R N H PK = 35-45 N N H PK = = 17 (a) Explain why the presence of the cyano group so drastically impacts the pKa. ○ When R is a cyano group, the acidic proton is on an sp-hybridized atom. ○ When R is a cyano group, the conjugate base is destabilized by resonance. ○ When R is a cyano group, the conjugate base is destabilized by inductive effects. ● When R is a cyano group, the conjugate base is stabilized by resonance.
Transcribed Image Text:Most common amines (RNH2) exhibit pKa values between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pKa is found to be drastically lower: H H Incorrect. 人 R N H PK = 35-45 N N H PK = = 17 (a) Explain why the presence of the cyano group so drastically impacts the pKa. ○ When R is a cyano group, the acidic proton is on an sp-hybridized atom. ○ When R is a cyano group, the conjugate base is destabilized by resonance. ○ When R is a cyano group, the conjugate base is destabilized by inductive effects. ● When R is a cyano group, the conjugate base is stabilized by resonance.
Expert Solution
steps

Step by step

Solved in 2 steps

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Introduction to General, Organic and Biochemistry
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
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole
SEE MORE TEXTBOOKS