CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 28.9, Problem 9P
Interpretation Introduction

Interpretation:

The structural formula for the carbanion formed by addition of hydroxide ion to methyl-2-cyanoacrylate is to be drawn. This structural formula has to be accompanied by a contributing resonance structure that shows delocalization of the negative charge to oxygen, and another to nitrogen.

Concept introduction:

A way of describing the delocalized electrons present in certain molecules is termed as resonance.

The bonding in these cases cannot be expressed by a single Lewis structure. Efficient termination processes are absent in living polymerizations.

These processes are terminated by the addition of substances which react with carbanions.

For example: carbon dioxide or alcohol. In methyl-2-cyanoacrylate, a carbonyl group and a cyano group is attached to the same carbon.

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A small artisanal cheesemaker is testing the acidity of their milk before it coagulates. During fermentation, bacteria produce lactic acid (K₁ = 1.4 x 104), a weak acid that helps to curdle the milk and develop flavor. The cheesemaker has measured that the developing mixture contains lactic acid at an initial concentration of 0.025 M. Your task is to calculate the pH of this mixture and determine whether it meets the required acidity for proper cheese development. To achieve the best flavor, texture and reduce/control microbial growth, the pH range needs to be between pH 4.6 and 5.0. Assumptions: Lactic acid is a monoprotic acid H H :0:0: H-C-C H :0: O-H Figure 1: Lewis Structure for Lactic Acid For simplicity, you can use the generic formula HA to represent the acid You can assume lactic acid dissociation is in water as milk is mostly water. Temperature is 25°C 1. Write the K, expression for the dissociation of lactic acid in the space provided. Do not forget to include state symbols.…
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