Lecture 8 DA 032510

Lecture 8 DA 032510 - OH N O O H 2 O R R = Me Et N O O R HO...

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Unformatted text preview: OH + N O O H 2 O R R = Me, Et N O O R HO Pre-lab quiz ◦ Primary carbons can become a carbocation so long as they are stabilized (Carey – Ch 10) ◦ Primary carbons are therefore not limited only to SN2 or E2 reactions Purity calculations ◦ Used to compare amounts of starting material vs. product ◦ i.e. ferrocene vs acetylferrocene ◦ Don’t calculate purity relative to acetone, water, etc. Did you find this week’s NMR easy to decipher? Did you go to any TA office hours? Did you come ask me about your spectra? Nobel Prize in 1950 ◦ Otto Hermann Diels & Kurt Alder C-C bond formation Concerted reaction – all happens simultaneously Break three π- bonds Two new C-C σ-bonds and one π- bonds Involves a diene and a dienophile [4+2] cycloaddition products ◦ 4 π- orbitals from diene and 2 π- orbitals from dieneophile Best conditions for Diels-Alder ◦ Electron-rich diene ◦ Electron-poor alkene (dienophile) Green Lessons ◦ Highly atom economic reaction + diene dienophile + diene dienophile...
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Lecture 8 DA 032510 - OH N O O H 2 O R R = Me Et N O O R HO...

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