Benzyl position

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Benzyl position in toluene

As the benzyl , and benzyl , is known in the organic chemistry a carbon atom in an alkylated aromatics, with a specific chemical reactivity. At least one hydrogen atom is bonded to the carbon atom in question in the alkyl radical , at the same time this carbon atom is bonded directly to the aromatic ring (e.g. a benzene ring). This hydrogen atom is easily substitutable, e.g. B. by a bromine atom in the radical bromination according to the SSS rule .

In the simplest case, the bromination of toluene produces benzyl bromide via the intermediate stage of a benzyl radical. This benzyl radical is mesomeric stabilized . One can draw four mesomeric boundary structures:

Mesomeric boundary structures of a benzyl radical

Individual evidence

  1. Joachim Buddrus, Bernd Schmidt: Fundamentals of Organic Chemistry , 5th Edition, de Gruyter Verlag, Berlin 2015, ISBN 978-3-11-030559-3 , pp. 423-425.