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110A Exam 1 Review Sheet-Fall Semester 2016 Review Session
110A Exam 1 Review Sheet-Fall Semester 2016 Review Session

... 2. Be able to explain Wohler’s and Kolbe’s contribution to the demise of vitalism. 3. Be able to explain Couper, Kekule, and Butlerov’s contributions to the structural theory of organic molecules. 4. Be able to list the usual valences of H, O, N, S, P, F, Cl, Br, I, and C, and to know examples of ca ...
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... with same R groups on N: Treat alkyl groups attached to nitrogen as substituents. For same substituents, use “di” and “tri.” 2°, 3° amines with different R groups on N: Parent amine is the one with largest R group; name other groups as substituents, starting with N-. [Ions derived from a ...
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... carbonyl compounds using La(NO3)3.6H2O as a catalyst under solventfree conditions A mild and efficient 1, 4-addition of thiols to α, β-unsaturated carbonyl compounds in the presence of La(NO3)3.6H2O under solvent-free conditions at room temperature in excellent yields is described. The 1,4-addition ...
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Preface (PDF, 24 Pages, 5.7 MB)

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fundamentals of structure and reactivity of organic compounds
fundamentals of structure and reactivity of organic compounds

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Handout 7

... establishment of an equilibrium between the two and a new compound called “hemiacetal”. The essential structure features of a hemiacetal are an –OH and –OR groups attached to the same carbon atom (and since this carbon atom came from an aldehyde, this carbon also has one hydrogen atom attached to it ...
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Homoaromaticity



Homoaromaticity in organic chemistry refers to a special case of aromaticity in which conjugation is interrupted by a single sp3 hybridized carbon atom. Although this sp3 center disrupts the continuous overlap of p-orbitals, traditionally thought to be a requirement for aromaticity, considerable thermodynamic stability and many of the spectroscopic, magnetic, and chemical properties associated with aromatic compounds are still observed for such compounds. This formal discontinuity is apparently bridged by p-orbital overlap, maintaining a contiguous cycle of π electrons that is responsible for this preserved chemical stability.The concept of homoaromaticity was pioneered by Saul Winstein in 1959, prompted by his studies of the “tris-homocyclopropenyl” cation. Since the publication of Winstein's paper, much research has been devoted to understanding and classifying these molecules, which represent an additional “class” of aromatic molecules included under the continuously broadening definition of aromaticity. To date, homoaromatic compounds are known to exist as cationic and anionic species, and some studies support the existence of neutral homoaromatic molecules, though these are less common. The 'homotropylium' cation (C8H9+) is perhaps the best studied example of a homoaromatic compound.
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