Connect 1-Semester Access Card for General, Organic, and Biochemistry
Connect 1-Semester Access Card for General, Organic, and Biochemistry
9th Edition
ISBN: 9781259815096
Author: Katherine J Denniston, Joseph J Topping, Dr Danae Quirk Dorr
Publisher: McGraw-Hill Education
Question
Book Icon
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
Check Mark

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.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Chapter 13 Solutions

Connect 1-Semester Access Card for 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. 1CPCh. 13 - Prob. 2CPCh. 13 - Design a synthesis for each of the following...Ch. 13 - Prob. 4CPCh. 13 - Prob. 6CP
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY