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Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter27: Amines

Section: Chapter Questions

Problem 10E

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Question

3. Acidity, Resonance, and Hybridization
(a)
For each of the following sets of molecules, circle the molecule that has the lower pKa
for its blue proton.
(i)
OH
OH
(ii)
OH
OH

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Define this : The higher the percent s-character of the hybrid orbital, the morestable the conjugate base.
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Why does the EQ shift right and not left?
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Give detailed Solution with explanation needed with structures. don't give Ai generated solution. avoid handwritten Solution
Decide whether each of the molecules in the table below is stable, in the exact form in which it is drawn, at pH = 12. If you decide at least one molecule is not stable, then redraw one of the unstable molecules in its stable form below the table. (If more than one molecule is unstable, you can pick any of them to redraw.) Please include detailed steps and drawings of why the molecule is unstable or stable, and then a drawing of the new stable molecule from an unstable one. Remember that the pH = 12.
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1. Rank the following molecules in terms of increasing acidity. Explain your rankings in terms of stability of the corresponding conjugate base. OH HO, SH NaNH2 =H HO,
What is the major reason why the first of the following compound pairs is more acidic? Answers may be repeated, Vs Choose.. Choose. inductive effect VS v hybridization electronegativity H30* vs *PH4 size mismatch sterics delocalization of charge EN-H vs Choose.

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