Determining When Molecular Compounds Ionize When Dissolved Into Water

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SUMMARY

This discussion focuses on the ionization of molecular compounds when dissolved in water, specifically examining ethanol (C2H5OH), methane (CH4), and sucrose (C12H22O11). Ethanol can theoretically ionize, but its high pKa of 15.90 indicates that the equilibrium favors the non-ionized form. The discussion clarifies that methane and sucrose do not ionize due to the low electronegativity of carbon in methane and the structural complexity of sucrose, which prevents effective ionization.

PREREQUISITES
  • Understanding of molecular structure and bonding
  • Basic knowledge of acid-base chemistry
  • Familiarity with pKa values and equilibrium concepts
  • Knowledge of electronegativity and its role in acidity
NEXT STEPS
  • Research the concept of pKa and its significance in acid-base chemistry
  • Study the mechanisms of ionization in different molecular compounds
  • Explore the role of electronegativity in determining acidity
  • Investigate the dissociation of alcohols in aqueous solutions
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High school students, chemistry enthusiasts, and anyone interested in understanding the ionization behavior of molecular compounds in water.

Mazurka
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Hello,

This is a matter I have been having some difficulties with for the past few days. My question: How is it that I would go about distinguishing molecular compounds in regards to their capacity to ionize and yield hydrogen ions when dissolved into distilled water?

For example, if ethanol (C2H5OH) was dissolved into water, why couldn't the hydrogen atom in the compound ionize and result in the formation of an acid? Couldn't the -OH bond dissociate and result in the formation of a base? Similarly, why is it that methane (CH4) or sucrose (C12H22O11) cannot ionize and yield hydrogen ions?

This may be common knowledge and I may have been merely mislead. However, I am enrolled in a high school program and I understand that at this level, a lot of details in the sciences are simply left out. I greatly appreciate any clarity or enlightenment anyone can offer me.

Thank you,

Eric.
 
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Mazurka said:
For example, if ethanol (C2H5OH) was dissolved into water, why couldn't the hydrogen atom in the compound ionize and result in the formation of an acid?

It can, but the pKs is 15,90. Thant means the equilibrium C2H5OH + H2O <=> C2H5O- + H3O+ is almost on the left side.

Mazurka said:
Couldn't the -OH bond dissociate and result in the formation of a base?

It can, e.g. C2H5OH + Na -> C2H5ONa + ½ H2

Mazurka said:
Similarly, why is it that methane (CH4) or sucrose (C12H22O11) cannot ionize and yield hydrogen ions?

C in CH4 is not as interested in the electrons of hydrogen as for example Cl in HCl. In simple molecules acidity is mainly caused by the electronegativity. In complex molecules (e.g. with delocalized electrons) there might be other mechanisms too.
 

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