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Week 7 Post Lab: Amines and Carboxylic Acids Observations: © If-soluble in water, check the pH of the substance © Use the solutions: ©. Water and pH © NaOH dissolves acids © HCI dissolves amines © Hinsberg Test identifies the type of amine (© The neutralization equivalent identifies the molecular weight of the acid. tm Ione layer is present itis primary m= If two layers are present the amine is secondary or tertiary, add HCl and if the layer dissolves it is tertiary. Data/ Results: Compound 5% NaOH | 5% 1,0 + pH | 10% HCI | Hinsberg NaHCO, Test Neutralization Equivalent Butan-2-amine - Primary N-methylaniline - Secondary N-N-dimethylaniline - Primary Benzoie Acid + Unknown: 105 - - - . Secondary pH: NA Calculations: Trial 1: 50 mL - 33.2 mL 16.8 mL Trial 2: 50 mL -34 mL = 16 mL Neutralization Equivalent Discussion: This lab works in identifying whether an amine or carboxylic acid was present in a compound. Six tests were used to identify and confitm the presence of either functional group. The first four tests test the solubility of the compound. 5% NaOH as a base, tests for the presence of a carboxylic acid in a compound as acids and bases react with each other. If the mixture of the compound and sodium hydroxide is soluble the compound is an acid. Next, 5% NaHCO, tests for the presence of an amine in a compound following the same principle as sodium bicarbonate can act as an acid, when soluble the compound will be a base. Water tests for amines with less than five carbons in the compound, The solubility of the compound in 10% HCI tests for the presence of amines, following the same ideal of acid-base reactions as amines are bases and hydrochloric acid is an acid. Hinsberg tests for the particular type of amine whether primary, secondary, or tertiary. And lastly, the neutralization equivalent tests for the amount of NaOH needed to neutralize an acidic compound. Unknown 105 was chosen for this lab and it specifically tested negative for 5% sodium hydroxide, tested negative for 5% sodium bicarbonate, tested negative in water, but tested positive in 10% hydrochloric acid signifying that the unknown was an amine as it reacted with an acid, After the Hinsberg Test, the unknown produced two layers ruling out the ability ofa primary amine being formed, then after the addition of HCI the unknown kept its two layers meaning that unknown 105 was a secondary amine Some errors that may have occurred are that the beakers were not cleaned properly from the previous lab group creating cross-contamination which could lead to potential observational errors in the form of secing a precipitate despite the fact that the compound was actually soluble. References: Keller, Leonard, et al, “The Chemistry of the Functional Groups” Organic Chemistry T & IT Laboratory Manual, Fourth ed., pp. 19-25 “PubChem.” National Center for Biotechnology Information. PubChem Compound Database, U.S. National Library of Medicine, https://pubchem nebi.nlm.nih. gow,

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