Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: azncuzin202 on November 30, 2012, 10:04:07 AM
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Can someone help me propose a mechanism for this reaction? I can't seem to figure out how to form a third benzene group? Do i have to break a bond to make the benzene? (http://)
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http://en.wikipedia.org/wiki/Heck_reaction
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Yeah I got that far but how do you form the benzene ring?
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With great difficulty I would imagine, you have a 5 valent carbon in your structure!
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Does the benzene solvent help?
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With great difficulty I would imagine, you have a 5 valent carbon in your structure!
You still have a 5 valent carbon in your structure.
Benzene will not help the 5 valent carbon.
Please draw the product you want, without a 5 valent carbon.
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The product is in the picture?
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The product has a carbon atom linked to 5 other carbon atoms. The last time I looked carbon could only bond to 4 other atoms!
So what is the correct structure of your product?
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Yeah I got that far but how do you form the benzene ring?
Form a benzene ring? No benzene rings are being formed.
Can you follow the Heck to the formation of stilbene? That seems pretty straight forward in the wikipedia mechanism.
@Disco, I presume he simply drew the double bond in the wrong direction. I think this is still a Heck, but double.
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Ok lets change that double bond up so that the carbon-carbon bond above is a double instead. Does that change things? I'm of course referring to the product.
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Form?
@Disco, I presume he simply drew the double bond in the wrong direction. I think this is still a Heck, but double.
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Yeah sorry about the wrong position of the double bond. I don't believe this happens in one step though?
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What happens if you have an excess of bromobenzene?.
Look at the link Orgopete provided you with after intensive searching of the internet and giving Prof. Google a headache.