Benzene is often produced as a side product during Grignard

Ikunupe6v

Ikunupe6v

Answered question

2022-01-11

Benzene is often produced as a side product during Grignard reactions using phenylmagnesium bromide. How can its formation be explained? Give a balanced equation for its formation.

Answer & Explanation

Andrew Reyes

Andrew Reyes

Beginner2022-01-12Added 24 answers

The law of conservation of mass requires that the chemical equations be in balance. According to this law, the mass of the reactant and the mass of the product must be equal. On both sides of the equation, every type of element should be identical. 

The balanced chemical reaction representing the formation of benzene: 
C6H5MgBr+H2OC6H6+MgBr(OH)

alexandrebaud43

alexandrebaud43

Beginner2022-01-13Added 36 answers

It will happen if there is any water in the reaction system. Grignard regents are very reactive towards water.
ArMgBr+H2OArH+HOMgBr
star233

star233

Skilled2022-01-15Added 403 answers

Grignard reagents behave essentially as a carbanion, and are extremely reactive. Therefore they cannot be carried out while acidic hydrogens, or other positive reactive centers are present (carbonyl compounds such as acetone) in the reaction mixture because there is no way to stop the Grignard from reacting with these other compounds rather than the desired reactant. If phenylmagnesium bromide were prepared, and ANY water was present in the reaction mixture phenylmagnesium bromide would not hesitate to react with water stealing one of its hydrogens. This hydrogen would therefore replace the attached MgBr to form benzene.

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