ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
4th Edition
ISBN: 9781119761105
Author: Klein
Publisher: WILEY
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Chapter 3.3, Problem 5ATS
Interpretation Introduction

Interpretation:  For given compound the most acidic proton to be determined.

Concept Introduction

There are two ways to identify the acidity of the compounds,

  1. 1) Via comparing pKa values of the given compounds (quantitative approach)
  2. 2) Via study the structures of the acid (qualitative approach)

However, herein we consider only comparing pKa values.

PKa Value: The pKa value computes the acidity of an acid. This value depends upon the chemical property and identity of the compound.

pKa = - log Ka

Where,

Ka is the measure of strength of an acid. If the acid is strong means Ka on the order of 1010 and weak means Ka on the order of 1050. Strong acid means pKa value is low value and Weak acid means pKa value is high.

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."
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