K. E. Salvador / Chemistry 31.

1 (2023) Page |1

Solubility of Organic Compounds

Kirk Bryn E. Salvador
a
Institute of Chemistry, University of the Philippines-Diliman, Quezon City, Metro Manila, Philippines
Performed 15 September 2023; Submitted 04 October 2023

ANSWERS TO QUESTIONS

1. Account for the solutes that dissolved in the given solvent by identifying the intermolecular forces of attraction
involved.
- Phenol in NaOH = Hydrogen-bonding
- Benzoic Acid in NaOH = London/Dispersion
- Benzoic Acid in NaHCO3 = London/Dispersion
- Sucrose in H2O = Hydrogen-bonding
- Ethanol in Water = Hydrogen bonding and London/Dispersion
- Ethanol in diethyl ether = London/Dispersion
- Aniline in HCl = London/Dispersion
- Benzaldehyde in Conc. H2SO4 = London/Dispersion

Libretexts. 13.3: Intermolecular Forces and the Solution Process.https://chem.libretexts.org/Bookshelves/General_

Chemistry/Map%3A_General_Chemistry_(Petrucci_et_al.)/133A_Solutions_and_their_Physical_Properties/13.03
3A_Intermolecular_Forces_and_the_Solution_Process (accessed 2023-10-04).

2. Write the balanced equations involved for solutes that dissolved with the given solvent. Draw the organic
compounds using bond-line structures.
- C6H5OH + NaOH → NaC6H5O + H2O

- NaOH + C6H5COOH → NaC6H5COO + H2O

- NaHCO3 + C6H5COOH → NaC6H5COO + H2O + CO2

*Corresponding author. Mobile: 09062510901

E-mail address: justinbirdwell@yahoo.com
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- C12H22O11 + H2O → C6H12O6 + C6H12O6

- C2H5OH + H2O → C2H5OH(aq)

- C2H5OH + (C2H5)2O →

- C6H5NH2 + HCl → C6H5NH3Cl

- C6H5CHO + H2SO4 → C6H5CHOSO3H + H2O

Smith, J. G. General, Organic, & Biological Chemistry; McGraw-Hill Education, 2022.

3. Determine the best solvent to differentiate the following pairs of compounds based on their predicted solubility.
a. CH3NH2 and CH3(CH2)5NH2
b. phenol and CH3(CH2)5COOH
c. p-xylene and benzaldehyde
d. chloroform and tert-butanol
e. glucose and n-butanol

- a. H2O
- b. NaHCO3
- c. H2SO4
- d. H2O
- e. diethyl ether

Seidell, A. Solubilities of Organic Compounds: A Compilation of Quantitative Solubility Data from the Periodical
Literature, Third ed.; Van Nostrand, 1941; Vol. II.
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