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Topic: The products given by acetophenone bromination  (Read 4372 times)

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Offline kanonsviel

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The products given by acetophenone bromination
« on: September 26, 2010, 02:30:05 AM »
What products should it give under acidic and basic condition respectively? and why?
According to Google searching results it seems that under acidic condition substitution to the benzene ring is predominant, is that correct?
And what product is given under a basic condition... ???

Offline g-bones

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Re: The products given by acetophenone bromination
« Reply #1 on: September 26, 2010, 05:14:55 AM »
It depends on the specific conditions you are talking about.  typically stirring up a ketone with an acid and molecular halogen lead to monohalogenation via the enol tautomer:

http://www.chem.ucalgary.ca/courses/351/Carey/Ch18/ch18-3-1.html

Basic conditions tend to lead to over halogenation and can even lead to formation of a carboxylic acid via the haloform reaction:

http://en.wikipedia.org/wiki/Haloform_reaction

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