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Reaction mechanism for meso-stilbene dibromide to produce diphenylacetylene?
Wiki User
∙ 14y ago
Its a double elimination.
Since these carbons are secondary they can undergo E1 or E2, depending on the strength of the base used, if the adjacent hydrogen is stericly hindered (blocked by a bulky group).
Using a strong base such as -OH (from K+OH-)
You have the Bromine attack the K+, making a carbocation, then have the H of the adjacent carbon leave (donate) its electron to the carbocation creating a double bond, and have the -OH attach to that leaving Hydrogen; forming water as a result.
This leaves you with a bromine attached to one carbon on the double bond, and a Hydrogen on the other. So you just repeat those steps again. Leaving you with the Diphenlacetlyene.
Which is just PhC(triple bond)CPh + HOH + 2KBr
Wiki User
∙ 14y ago
Wiki User
∙ 13y agoYou have to form a grignard reagent. If you have one bromobenzene react with Mg in ethanol, you will form a grignard reagent that will react with another bromobenzene to form a biphenyl.
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