Which of the following explains why alpha-amino acids, the building blocks of proteins, are nearly 1000 times more acidic than aliphatic carboxylic acids? H3N, R OH OH R An a-amino acid An aliphatic acid pk, = 5 pK, = 2 O Inductive effects of the aliphatic group destabilize the conjugate base. O Inductive effects of the amino group help stabilize the conjugate base. O Inductive effects of the aliphatic groups help stbilize the conjugate base. O Inductive effects of the amino group destabilize the conjugate base.

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
Section23.6: Reactions With Acids
Problem 23.8P
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Which of the following explains why alpha-amino acids, the building blocks of proteins, are nearly 1000 times more acidic than
aliphatic carboxylic acids?
H3N.
R.
An a-amino acid
An aliphatic acid
pK, 5
pKa = 2
O Inductive effects of the aliphatic group destabilize the conjugate base.
O Inductive effects of the amino group help stabilize the conjugate base.
O Inductive effects of the aliphatic groups help stbilize the conjugate base.
O Inductive effects of the amino group destabilize the conjugate base.
Transcribed Image Text:Which of the following explains why alpha-amino acids, the building blocks of proteins, are nearly 1000 times more acidic than aliphatic carboxylic acids? H3N. R. An a-amino acid An aliphatic acid pK, 5 pKa = 2 O Inductive effects of the aliphatic group destabilize the conjugate base. O Inductive effects of the amino group help stabilize the conjugate base. O Inductive effects of the aliphatic groups help stbilize the conjugate base. O Inductive effects of the amino group destabilize the conjugate base.
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