How to prepare biphenyl from benzene diazonium chloride?
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How do you prepare biphenyl from benzene diazonium chloride?
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Natan Filippi
Natan Filippi, MSc. Organic Chemistry & Adsorption, UFSC (2019)
Answered Jan 18, 2019
That is a tricky question. It’s easy with more than one reaction. Since diazonium is a good exit group, you only gotta think of another reactant that has a carbon negatively charged directly bonded to the phenyl ring. Since the charge on the carbanion is stabilized by ressonance, you could think of a Grignard reagent reacting with your diazonium salt. Since the diazonium is often stable and solid, you could prepare, filter it, make the grignard reagent in another flask and add your diazonium (slowly!) to it.
Answer:
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How do you prepare biphenyl from benzene diazonium chloride?
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1 Answer
Natan Filippi
Natan Filippi, MSc. Organic Chemistry & Adsorption, UFSC (2019)
Answered Jan 18, 2019
That is a tricky question. It’s easy with more than one reaction. Since diazonium is a good exit group, you only gotta think of another reactant that has a carbon negatively charged directly bonded to the phenyl ring. Since the charge on the carbanion is stabilized by ressonance, you could think of a Grignard reagent reacting with your diazonium salt. Since the diazonium is often stable and solid, you could prepare, filter it, make the grignard reagent in another flask and add your diazonium (slowly!) to it.