General, Organic, and Biochemistry
General, Organic, and Biochemistry
10th Edition
ISBN: 9781260506198
Author: Denniston, Katherine
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Chapter 13, Problem 13.15QP
Interpretation Introduction

Interpretation:

The relationship between the carbon chain length and water solubility of aldehydes or ketones has to be explained.

Expert Solution & Answer
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Explanation of Solution

The smaller aldehydes and ketones are freely water-soluble but the solubility falls with the chain length.  For example, methanal, ethanal and propanone are miscible with water.  The reason for the solubility is that the aldehydes and ketones cannot form hydrogen bond with themselves but they can form hydrogen bond with water molecules.

As the carbon chain length increases, the hydrocarbon tails of the molecules start to get in the way.  They break the relative strong hydrogen bonds between water molecules without replacing them instead, they force themselves between the molecules of water.  This makes the process energetically less profitable, and so solubility decreases.

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Chapter 13 Solutions

General, Organic, and Biochemistry

Ch. 13.2 - Prob. 13.7QCh. 13.2 - Write the condensed formula for each of the...Ch. 13.3 - Draw the structure of the aldehyde synthesized...Ch. 13.3 - Prob. 13.10QCh. 13.4 - Prob. 13.5PPCh. 13.4 - Prob. 13.6PPCh. 13.4 - Prob. 13.7PPCh. 13.4 - Prob. 13.8PPCh. 13.4 - Prob. 13.11QCh. 13.4 - Prob. 13.12QCh. 13.4 - Identify each of the following structures as a...Ch. 13.4 - Identify each of the following structures as a...Ch. 13.4 - Prob. 13.9PPCh. 13 - Prob. 13.15QPCh. 13 - Prob. 13.16QPCh. 13 - Prob. 13.17QPCh. 13 - Prob. 13.18QPCh. 13 - Prob. 13.19QPCh. 13 - Prob. 13.20QPCh. 13 - Prob. 13.21QPCh. 13 - Why do hydrocarbons have lower boiling points than...Ch. 13 - Prob. 13.23QPCh. 13 - Prob. 13.24QPCh. 13 - Prob. 13.25QPCh. 13 - Prob. 13.26QPCh. 13 - Prob. 13.27QPCh. 13 - Prob. 13.28QPCh. 13 - Draw each of the following using condensed...Ch. 13 - Prob. 13.30QPCh. 13 - Prob. 13.31QPCh. 13 - Prob. 13.32QPCh. 13 - Prob. 13.33QPCh. 13 - Prob. 13.34QPCh. 13 - Prob. 13.35QPCh. 13 - Prob. 13.36QPCh. 13 - Prob. 13.37QPCh. 13 - Prob. 13.38QPCh. 13 - Give the IUPAC name for each of the following...Ch. 13 - Give the IUPAC name for each of the following...Ch. 13 - Prob. 13.41QPCh. 13 - Prob. 13.42QPCh. 13 - Prob. 13.43QPCh. 13 - Prob. 13.44QPCh. 13 - Prob. 13.45QPCh. 13 - Prob. 13.46QPCh. 13 - Prob. 13.47QPCh. 13 - Prob. 13.48QPCh. 13 - Prob. 13.49QPCh. 13 - Prob. 13.50QPCh. 13 - Prob. 13.51QPCh. 13 - Prob. 13.52QPCh. 13 - Prob. 13.53QPCh. 13 - Prob. 13.54QPCh. 13 - Prob. 13.55QPCh. 13 - Prob. 13.56QPCh. 13 - Prob. 13.57QPCh. 13 - Prob. 13.58QPCh. 13 - Prob. 13.59QPCh. 13 - Prob. 13.60QPCh. 13 - Prob. 13.61QPCh. 13 - An unknown has been determined to be one of the...Ch. 13 - Prob. 13.63QPCh. 13 - Prob. 13.64QPCh. 13 - Prob. 13.65QPCh. 13 - Prob. 13.66QPCh. 13 - Which of the following compounds would be expected...Ch. 13 - Write an equation representing the reaction of...Ch. 13 - Prob. 13.69QPCh. 13 - Prob. 13.70QPCh. 13 - Prob. 13.71QPCh. 13 - Prob. 13.72QPCh. 13 - Prob. 13.73QPCh. 13 - Prob. 13.74QPCh. 13 - Prob. 13.75QPCh. 13 - Prob. 13.76QPCh. 13 - Prob. 13.77QPCh. 13 - Prob. 13.78QPCh. 13 - Prob. 13.79QPCh. 13 - Prob. 13.80QPCh. 13 - Prob. 13.81QPCh. 13 - Prob. 13.82QPCh. 13 - Prob. 13.83QPCh. 13 - Prob. 13.84QPCh. 13 - Prob. 1MCPCh. 13 - Prob. 2MCPCh. 13 - Prob. 3MCPCh. 13 - Prob. 4MCPCh. 13 - Prob. 6MCPCh. 13 - Prob. 7MCPCh. 13 - Prob. 8MCPCh. 13 - Design a synthesis for each of the following...Ch. 13 - Prob. 10MCPCh. 13 - Prob. 12MCP
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