Trichloroisocyanuric Acid/NaNO2 as a Novel Heterogeneous System for the Selective Mononitration of Phenols under Mild Conditions

Mohammad Ali  Zolfigol; Ezat  Ghaemi; Elaheh  Madrakian

doi:10.1055/s-2003-36791

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Synlett 2003(2): 0191-0194
DOI: 10.1055/s-2003-36791

LETTER

Trichloroisocyanuric Acid/NaNO₂ as a Novel Heterogeneous System for the Selective Mononitration of Phenols under Mild Conditions

Mohammad Ali Zolfigol*, Ezat Ghaemi, Elaheh Madrakian
Chemistry Department, College of Science, Bu-Ali Sina University, Hamadan Zip Code 65174, Post Box No 4135, Iran
Fax: +98(811)8272404; e-Mail: Zolfi@basu.ac.ir;

Further Information

Publication History

Received 22 September 2002
Publication Date:
22 January 2003 (online)

Abstract
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Abstract

Nitrophenols can be obtained via direct nitration of phenols with trichloroisocyanuric acid, NaNO₂ and wet SiO₂ at room temperature in moderate to high yields.

Key words

trichloroisocyanuric acid - nitrophenols - sodium nitrite

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Dichloromethane is the best solvent for the nitration of phenols due to its low boiling point. We know that 4-nitrophenols are very volatile and should be distilled with high boiling point solvents otherwise the yield of reaction will be decreased (due to intramolecular hydrogen bonding).