Transcription of Part 1: Deuterium Exchange in Keto-Enol Tautomerization
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Part 1: Deuterium Exchange in Keto-Enol Tautomerization
Part 1: Deuterium Exchange in Keto-Enol Tautomerization Background reading (required): please read the section on mass spectrometry in your Organic Chemistry text or a spectroscopy text. (An example spectroscopy text is: Silverstein, Bassler, Morrill, "Spectrometric identification of Organic Compounds", Chapter 2, sections I-VIII.) Purpose: Determine which hydrogens are exchanged, if any, during Keto-Enol Tautomerization in acetylacetone, and in Part 2, the enthalpy of sublimation of camphor. Introduction Acetylacetone exists in two tautomeric forms, the keto form (I) and the enol form (IIa), (IIb). C H 3 C C H 2 C C H 3 O O C H 3 C C H C C H 3 O O H C H 3 C C H C C H 3 O O H I IIa IIb The enol form is stabilized by hydrogen bonding and is the favored form in neat acetylacetone at room temperature.
of compound identification afforded by mass spectroscopy. A mass spectrograph can be divided into 3 parts, a source, a mass analyzer, and an ion detector, Figure 1.
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