= 20 mL
Based on the computation, 20 mL
of water could dissolve 1 g of the sample.
Since 20 is in the range of 10-30 in the
United States Pharmacopeial designation of
solubility ranges, the description is soluble,
but the solubility of benzoic acid and
derivatives are very low [3], so this means
that there were factors contributed to the
result of the experiment and this might be
the incomplete drying of the filtrate.
Furthermore, carboxylic acids are
soluble in water because its molecules
interact with water molecules by hydrogen
bonding through both the C=O and O-H
groups. Carboxylic acids of four carbon
atoms or fewer are soluble in water in all
proportions [4].
Conclusion
Carboxylic acids are soluble in
water because its molecules and water
molecules interact with each other by
hydrogen bonding, but this rule is applicable
to carboxylic acids with four carbons or
fewer. As the nonpolar portion of
hydrocarbon increases, the solubility of
carboxylic acids in water decreases [4], like
in the case of benzoic acid wherein the six
membered ring with unsaturated
hydrocarbon is attached to carboxylic acid
References
[1] Ma, J., & Hadzija, B. (2013). Basic
physical pharmacy (Philippine Edition ed.,
pp. 80-82). Burlington, MA: Jones &
Bartlett Learning.
[2] Niti S., et al. (2013). Determination and
modeling of aqueous solubility of 4-position
substituted benzoic acid compounds in a
high-temperature solution, Fluid Phase
Equilibria, Volume 338, 25 January 2013,
Pages 217-223, retrieved from
http://dx.doi.org/10.1016/j.fluid.2012.11.023
.
(http://www.sciencedirect.com/science/articl
e/pii/S037838121200547X)
[3] Qing-Zhu, J., et al. (2006). The effect of
temperature on the solubility of benzoic acid
derivatives in water, Fluid Phase Equilibria.
Volume 250(Issues 12), Pages 165-172.
Retrieved form
http://www.sciencedirect.com/science/article
/pii/S0378381206004420
[4] Rodriguez, E. (1997). Basic Principles of
Organic Chemistry (p. 217, 386). Quezon
city: Open University.
[5] Rogers, E., et al. (2000). Solubility.
Retrieved from
http://www.chem.wisc.edu/deptfiles/genche
m/sstutorial/Text11/Tx112/tx112.html