a) Which of the following sulfonic acids is the strongest? H3C-S-OH 3C-S-OH -OH A B

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.35AP: The sec-butyl cation can react as both a Brnsted-Lowry acid (a proton donor) and a Lewis acid (an...
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Sulfonic acids are the "organic versions" of sulfuric acid: they are really acidic, but are more soluble in organic
solvents, making them better suited for organic acid/base reactions. Sulfonic acids have pka values from 0
down to -15!
a) Which of the following sulfonic acids is the strongest?
ofor
H3C-S-OH
F3C-S-OH
-S-OH
F3C-
A
B
b) In ONE WORD, name the effect (not the property) that causes the acidity difference across this
series of sulfonic acids
c) Draw the acid/base reaction between the weakest of the pictured acids and triethylamine (NET3).
Include curved arrows to show the electron-flow
Transcribed Image Text:Sulfonic acids are the "organic versions" of sulfuric acid: they are really acidic, but are more soluble in organic solvents, making them better suited for organic acid/base reactions. Sulfonic acids have pka values from 0 down to -15! a) Which of the following sulfonic acids is the strongest? ofor H3C-S-OH F3C-S-OH -S-OH F3C- A B b) In ONE WORD, name the effect (not the property) that causes the acidity difference across this series of sulfonic acids c) Draw the acid/base reaction between the weakest of the pictured acids and triethylamine (NET3). Include curved arrows to show the electron-flow
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