Organic ChemistryMain MenuLecture 1: Introduction to Molecular OrbitalsLecture 10: Intermolecular Forces and Intro to ReactivityLecture 11: Alkenes as Nucleophiles ILectures 12 and 13: Alkenes II & IIILecture 14: Benzenes as Nucleophiles ILecture 15 objectives and skillsLecture 2: Molecular Orbitals in Organic StructuresLecture 3: Molecular Orbitals and ResonanceLecture 4: Molecular Orbitals and AromaticityLecture 5: Nomenclature and IR SpectroscopyLecture 6: Stereochemistry ILecture 7: Stereochemistry IILecture 8: Newman and Fisher ProjectionsLecture 9: Conformations and Cyclohexane RingsJulio Terra2fb22914f73f9e5a767bf7fb83987dca0e153e4a
SOLUTION E4.3
12020-02-01T13:49:40-08:00Julio Terra2fb22914f73f9e5a767bf7fb83987dca0e153e4a359921plain2020-02-01T13:49:40-08:00Julio Terra2fb22914f73f9e5a767bf7fb83987dca0e153e4aAlthough structure 1 has a Huckel number of p-electrons is it not planar. The hydrogens attached to the middle carbons bump into each other, pushing the molecule out of a plane making the molecule non-aromatic. Structure 2 is kept planar owing to the carbon bridge that replaces the hydrogens. As a result it is planar and it is aromatic.
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12020-02-01T13:50:08-08:00EXTRA Problem 4.3: Polycyclics and Ring Shapes1plain2020-02-01T13:50:08-08:00Structure 1 is not aromatic, but structure 2 is aromatic. Explain the difference. SOLUTION