acid-base equilibria
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Car-Cdr Recursion Problem that Returns the Sum of Every Element in a List of Integers, How Scheme Checks Type During Run-Time Rather than Compilation, Recursive Implementation of the Fibonacci Function in Scheme, Example that Illustrates Runtime Error/Type Checking Vs. Compile-Time Error/Type Checking, Writing a Recursive Flatten Function that Removes All the Intervening Parentheses from a List, Using a Cond Structure to Branch Over the Va...more
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This lecture completes the first half of the semester by analyzing three functional groups in terms of the interaction of localized atomic or pairwise orbitals. Many key properties of biological polypeptides derive from the mixing of such localized orbitals that we associate with "resonance" of the amide group. The acidity of carboxylic acids and the aggregation of methyl lithium into solvated tetramers can be understood in analogous terms...more
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This lecture continues the discussion of the HOMO/LUMO view of chemical reactivity by focusing on ways of recognizing whether a particular HOMO should be unusually high in energy (basic), or a particular LUMO should be unusually low (acidic). The approach is illustrated with BH3, which is both acidic and basic and thus dimerizes by forming unusual "Y" bonds. The low LUMOs that make both HF and CH3F acidic are analyzed and compared underlin...more
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Determination of the actual atomic arrangement in tartaric acid in 1949 motivated a change in stereochemical nomenclature from Fischer's 1891 genealogical convention (D, L) to the CIP scheme (R, S) based on conventional group priorities. Configurational isomers can be interconverted by racemization and epimerization. Pure enantiomers can be separated from racemic mixtures by resolution schemes based on selective crystallization of conglome...more
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After discussing the statistical basis of the law of mass action, the lecture turns to developing a framework for understanding reaction rates. A potential energy surface that associates energy with polyatomic geometry can be realized physically for a linear, triatomic system, but it is more practical to use collective energies for starting material, transition state, and product, together with Eyring theory, to predict rates. Free-radical...more
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Nucleophilicity vs. Basicity . The difference between what it means to be a nucleophile and a base.
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Acids and Bases: Arrhenius, Bronsted-Lowry, and Lewis Definitions, Acid Strength and pH
MIT / Chemistry
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We first play and then analyze wars of attrition; the games that afflict trench warfare, strikes, and businesses in some competitive settings. We find long and damaging fights can occur in class in these games even when the prizes are small in relation to the accumulated costs. These could be caused by irrationality or by players' having other goals like pride or reputation. But we argue that long, costly fights should be expected in these...more
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This lecture begins a series describing the development of organic chemistry in chronological order, beginning with the father of modern chemistry, Lavoisier. The focus is to understand the logic of the development of modern theory, technique and nomenclature so as to use them more effectively. Chemistry begins before Lavoisier's "Chemical Revolution," with the practice of ancient technology and alchemy, and with discoveries like those of ...more
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Despite cautions from their conservative elders, young chemists like Paternó and van't Hoff began interpreting molecular graphs in terms of the arrangement of a molecule's atoms in 3-dimensional space. Benzene was one such case, but still more significant was the prediction, based on puzzling isomerism involving "optical activity," that molecules could be "chiral," that is, right- or left-handed. Louis Pasteur effected the first artificial...more
