Aldehydes & ketones – Flashcards
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What is the purpose of the Iodoform test?
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The iodoform test is one that is specifically designed for ketones - it distinguishes ketones from methyl ketones. The substance will be dissolved in water or ethane, NaOH added along with iodine solution. The iodine solution is a brown colored reagent. If the substance is positive for methyl ketones, the brown reagent will disappear and the yellow iodoform will separate out.
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What is the purpose of the Oxides, Semicarbazones, and 2,4-dinitrophenylhydrazones tests?
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The purpose of these tests are to use these stable imines to convert the unknown compound into a solid derivative to determine the melting point of the compound. Since it can be hard to determine the boiling point of a small amount of liquid, it is far easier to convert it to a solid derivative to determine boiling point.
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What is the purpose of making derivatives of unknowns?
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The derivatives are created to help further identify the compound by determining the melting point of a solid. Since it is hard to determine the boiling point of a small amount of liquid, it is easier to determine the melting point of a solid. This is helpful when you are trying to determine the identity of multiple compounds that are producing the same positive tests and have similar melting points. Turning them into a derivative makes them different than other regular compounds (derivative MP is different than regular MP).
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Why are 2,4-dinitrophenylhydrazones better derivatives than phenylhydrazones?
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The two nitro groups increase the molecular weight of the compound which increases the melting point and makes it distinct. They are usually crystalline compounds/solids which make them better derivatives because you can do melting point with them.
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Using chemical tests, how would you distinguish among 2-pentanone, 3-pentanone, and pentanal?
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Pentanal is an aldehyde so it would produce a positive test, resulting in a silver mirror for the Tollens test. Aldehydes have the ability to oxidize into acids, and will produce a silver mirror. Pentanal would also produce a positive test for the Schiff's test, which goes from colorless liquid to magenta in the presence of an aldehyde. It would be negative in the iodoform test which is a test for methyl ketones. Since both 2-pentanone and 3-pentanone are both ketones, the only way to distinguish them would be through the iodoform test which tests for methyl ketones. Since 2-pentanone is a methyl ketone, it would produce a positive test by removing the brown color of the iodine and forming a dark yellow color.
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