Organic Chemistry
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In comparison to simple alkyl anion intermediates, benzylic anions are more stable. Draw resonance forms to show the delocalization (over four carbon atoms) of the negative charge of the following benzyl anion.
Given that the polarization of a C=O group can be exhibited as a pair of resonance structures, which of the following ketones is relatively unstable, immediately undergoing a Diels-Alder dimerization? Also, provide an explanation of why that is so.
Two pairs of compounds are shown and compared below in terms of acidity and ionizability. In each case, state whether it is true or false, and provide an explanation of why it is such.
Which resonance structure contributes more to the resonance hybrid of 7-(cyclohexa-2,5-dien-1-ylidene)cyclohepta-1,3,5-triene, A or B?
Identify the direction of the dipole moment in the structure shown below. Provide a brief explanation.
Copper iodide (CuI) precipitates when 3-iodocycloprop-1-ene is treated with copper tetrafluoroborate (CuBF4). The organic product formed can be obtained as a solid substance that dissolves readily in polar solvents like ethanol but does not dissolve in non-polar solvents like hexane. 3-iodocycloprop-1-ene gets regenerated when this solid substance is dissolved in ethanol containing potassium iodide (KI). Provide the structure of this solid substance and write down equations for its formation and reaction.
The following organic compound has a surprisingly high dipole moment. What factors could contribute to this high dipole moment?