CHEM 2261 Chapter : Chap05

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15 Mar 2019
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Hydration & dehydration examples of addition and elimination reactions involving alkenes in previous chapter. Bromonium or chloronium ion hogs all of the space on one side of both carbons. Forces bromide anion to approach from opposite side of double bond. Often cannot tell from product that bromonium intermediate was formed. Example cyclohexane reacting with bromine (next page). ion. Trans addition to double bond makes trans product (diequatorial). Carbocations like to have lots of carbons around them just like double bond carbons do. They like to be attached to other carbons, especially if they are slightly unstable (double or triple bonds) or very unstable (carbon intermediates). Exception: carbanions are the antisocial beings of the carbon world. They don"t like having carbons bonded to them. Exception to this exception: all carbon atoms including carbanions like to be bonded to double bonds or benzene rings. Double bonds will be discussed later in this chapter in sections 5. 4 and 5. 5 on resonance.

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