Ch.12 - SolutionsWorksheetSee all chapters
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Ch.1 - Intro to General Chemistry
Ch.2 - Atoms & Elements
Ch.3 - Chemical Reactions
BONUS: Lab Techniques and Procedures
BONUS: Mathematical Operations and Functions
Ch.4 - Chemical Quantities & Aqueous Reactions
Ch.5 - Gases
Ch.6 - Thermochemistry
Ch.7 - Quantum Mechanics
Ch.8 - Periodic Properties of the Elements
Ch.9 - Bonding & Molecular Structure
Ch.10 - Molecular Shapes & Valence Bond Theory
Ch.11 - Liquids, Solids & Intermolecular Forces
Ch.12 - Solutions
Ch.13 - Chemical Kinetics
Ch.14 - Chemical Equilibrium
Ch.15 - Acid and Base Equilibrium
Ch.16 - Aqueous Equilibrium
Ch. 17 - Chemical Thermodynamics
Ch.18 - Electrochemistry
Ch.19 - Nuclear Chemistry
Ch.20 - Organic Chemistry
Ch.22 - Chemistry of the Nonmetals
Ch.23 - Transition Metals and Coordination Compounds

Solution: Structure and solubilitySuppose the hydrogens on the OH groups in glucose (refer the figure) were replaced with methyl groups, CH3.Would you expect the water solubility of the resulting molecule to be

Problem


Cyclohexane, C6H12, which has no polar OH groups, is essentially insoluble in water. Cyclohexane is a six-membered ring with carbon as all of its vertices. Each carbon is also single bonded out of the ring to two H atoms. Glucose is also a six-membered ring, but it has carbon at five of its vertices and O as the final vertex. Attached to the ring are five OH groups, which are hydrogen-bonding sites. In glucose, the OH groups enhance the aqueous solubility because of their ability to hydrogen bond with H2O.


Structure and solubility


Suppose the hydrogens on the OH groups in glucose (refer the figure) were replaced with methyl groups, CH3.


Would you expect the water solubility of the resulting molecule to be higher than, lower than, or about the same as the solubility of glucose?