Bromination of E-Stilbene Theory

what happens after you set up the glassware?

• lightly capping the reaction by resting the glass stopper on top of the keck clip.

• Make sure that the reaction is not sealed because you don't want pressure to build during the reaction; air should be able to flow around the stopper. 

When bromine is added to an alkene, the result is…

• an addition reaction with one or more brominated products

the number of brominated products made by an addition reaction depends on

• the structure of the starting alkene

The distribution of the isomers in the reaction depends upon

• the cation intermediate of the reaction. 

what 2 cations can form in the experiement?

• a cyclic bromonium cation and an acyclic carbocation. 

The acyclic carbocation results in… while the cyclic cation results in

• acyclic : 50/50 distribution of meso/d,l

• cyclic = only meso product

functional group

• an atom or group of atoms that governs the chemical and physical properties of a family of compounds

alkenes

• organic compounds possessing a polarizable carbon-carbon double bond, a p-bond, as the functional group.

most common reaction that produces a carbon-carbon pi bond (double bond)

• elimination reactions

most common mode of addition of X–Y across the p-bond of alkenes

involves

• ionic stepwise mechanism

  • an electrophile, E+, first attacks the p-bond, functioning as a nucleophile, to produce a carbocation

markovnikov’s rule

• the electrophile adds to the more substituted carbon of the double bond

alkene halogenation reaction

alkene halogenation product

• vicinal dihalide