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Enols and Enolates - Reactivity, Halogenation, and Alkylation: Crash Course Organic Chemistry #43

2022-01-13

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You may know that cows produce methane, which is a big concern when it comes to global heating, but did you know that organic chemistry provides a potential solution to this problem? Feeding cows small amounts of red seaweed can greatly reduce methane emissions, in part due to organic chemicals called enols! In this episode of Crash Course Organic Chemistry, we’ll learn all about enols and enolates, their reactivity, and reactions we can do with them including halogenation and alkylation.

Episode Sources:

Cortney, C.H. and Krishnan, V.V., 2020. Keto–Enol Tautomerization of Acetylacetone in Mixed Solvents by NMR Spectroscopy. A Physical Chemistry Experiment on the Application of the Onsager-Kirkwood Model for Solvation Thermodynamics. Journal of Chemical Education, 97(3), pp.825-830.

Machado, L., Magnusson, M., Paul, N.A., de Nys, R. and Tomkins, N., 2014. Effects of marine and freshwater macroalgae on in vitro total gas and methane production. PLoS One, 9(1), p.e85289.

Machado, L., Magnusson, M., Paul, N.A., Kinley, R., de Nys, R. and Tomkins, N., 2016. Identification of bioactives from the red seaweed Asparagopsis taxiformis that promote antimethanogenic activity in vitro. Journal of Applied Phycology, 28(5), pp.3117-3126.

Series Sources:

Brown, W. H., Iverson, B. L., Ansyln, E. V., Foote, C., Organic Chemistry; 8th ed.; Cengage Learning, Boston, 2018.

Bruice, P. Y., Organic Chemistry, 7th ed.; Pearson Education, Inc., United States, 2014.

Clayden, J., Greeves, N., Warren., S., Organic Chemistry, 2nd ed.; Oxford University Press, New York, 2012.

Jones Jr., M.; Fleming, S. A., Organic Chemistry, 5th ed.; W. W. Norton & Company, New York, 2014.

Klein., D., Organic Chemistry; 1st ed.; John Wiley & Sons, United States, 2012.

Louden M., Organic Chemistry; 5th ed.; Roberts and Company Publishers, Colorado, 2009.

McMurry, J., Organic Chemistry, 9th ed.; Cengage Learning, Boston, 2016.

Smith, J. G., Organic chemistry; 6th ed.; McGraw-Hill Education, New York, 2020.

Wade., L. G., Organic Chemistry; 8th ed.; Pearson Education, Inc., United States, 2013.

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Alkyne Reactions & Tautomerization: Crash Course Organic Chemistry #18 by CrashCourse
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Substitution Reactions - SN1 and SN2 Mechanisms: Crash Course Organic Chemistry #21 by CrashCourse
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Introduction
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Addition Reactions
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Enols
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Enolates
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Halogenation
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Alkylation Reaction
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Resonance Hybrids
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Acetoacetic Ester
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