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Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions

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Abstract

In this work, we have reported a mild, efficient and selective method for the mononitration of phenolic compounds using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and oxidation of hydroquinones to quinones with TBAD in CH2Cl2. Using this method, high yields of nitrophenols and quinones were obtained under neutral aprotic conditions. Tetrabutylammonium chromate (TBAC) can also be used as oxidant at same conditions.

A mild and efficient mononitration of phenolic compounds was performed under neutral aprotic conditions using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and tetrabutylammonium chromate (TBAC). Also, hydroquinones were easily oxidized to quinones with TBAD and TBAC.

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Acknowledgement

Financial support by Damghan University Research Council is gratefully acknowledged.

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Authors and Affiliations

  1. School of Chemistry, Damghan University, Damghan, 36715/364, Iran

    ALI REZA POURALI & AREZOU GOLI

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  1. ALI REZA POURALI
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  2. AREZOU GOLI
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Correspondence to ALI REZA POURALI.

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POURALI, A.R., GOLI, A. Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions. J Chem Sci 123, 63–67 (2011). https://doi.org/10.1007/s12039-011-0062-y

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  • DOI: https://doi.org/10.1007/s12039-011-0062-y

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