Experiment 2

Experiment 2 - Vanessa Chew Chem 3AL Experiment 2...

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Vanessa Chew Chem 3AL September 26, 2010 Experiment 2: Investigating Solubility and Acid-Base Reactions Discussion In Part 1, Et 2 O, EtOAc, DCM and acetone formed DID interactions with hexane and dissolved. But EtOH and water have strong hydrogen bonding in addition to their dipoles. Thus, any possible DID interactions between the polar solutes and non-polar hexane could not overcome the strong H- bonding in either EtOH or water. In Part 2, the possible DD or DID interactions of Et 2 O, EtOAc, DCM and toluene could not overcome the strong H-bonding in water. Acetone, being smaller, disrupted the H-bonding in water to form DD interactions more easily than the other, larger molecules, therefore dissolving. EtOH has an extra proton for H-bonding with water; hence it dissolved easily as well. In Part 3, EtOH dissolved readily with water, as explained above. Though 1-PrOH is larger than EtOH, it is still relatively small and has an extra proton for H-bonding with water. As the hydrophobic chain length increases, hydrophobic interactions between solute molecules begin to outweigh H-bonding between the hydroxyl group and water, until the mixture completely stops dissolving and instead forms two layers. This happened at the 10-drop mark for 1-butanol; 1- pentanol did not dissolve at all. In Part 4, benzoic acid did not dissolve when mixed with water. Benzoic acid tends to stay associated with itself through hydrophobic interactions between its phenyl groups rather than form
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This note was uploaded on 11/29/2010 for the course CHEM 3AL taught by Professor Li during the Fall '08 term at Berkeley.

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Experiment 2 - Vanessa Chew Chem 3AL Experiment 2...

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