Conjugation Part 1 - Which of the following is the most...

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Unformatted text preview: Which of the following is the most stable radical? Rank the following alkyl radicals in order of increasing stability (least < < <most). 1<3<2<4 What is the product of the following reaction? Predict the product of the following reaction. 1-methylcyclohexene + HBr/H 2 O 2 ? Br Identify the reagent(s) that will promote the following transformation. A) HBr, tetrahydrofuran B) HBr, peroxides C) Br 2 , CCl 4 D) Br 2 , H 2 O → • Conjugation occurs whenever p orbitals can overlap on three or more adjacent atoms. • The four p orbitals on adjacent atoms make a 1,3-diene a conjugated system. • Having three or more p orbitals on adjacent atoms allows p orbitals to overlap and electrons to delocalize . • 1,4-Pentadiene is an isolated diene . • The π bonds in 1,4-pentadiene are too far apart to be conjugated. Which of these compounds have delocalized electron density? ⇒ ⇒ • The allyl carbocation is another example of a conjugated system . • Conjugation stabilizes the allyl carbocation. • Drawing resonance structures for the allyl carbocation is a way to see how to use Lewis structures to illustrate how conjugation delocalizes electrons. • The true allyl cation is a hybrid of the two resonance forms. • In the hybrid, the positive charge is delocalized over the two terminal carbons. • Delocalizing electron density lowers the energy of the hybrid, thus stabilizing the allyl carbocation and making it more stable than a normal 1 ° carbocation. + + What are the resonance structures of these compounds?...
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This note was uploaded on 07/24/2009 for the course CHEM 45434 taught by Professor Michael during the Spring '09 term at Cosumnes River College.

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Conjugation Part 1 - Which of the following is the most...

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