Transformation of the fungicide chlorothalonil by Fenton reagent

Jong Woo Park; Sung Eun Lee; In Koo Rhee; Jang Eok Kim

doi:10.1021/jf025772o

Transformation of the fungicide chlorothalonil by Fenton reagent

Jong Woo Park, Sung Eun Lee, In Koo Rhee, Jang Eok Kim

School of Applied Bioscience

Kyungpook National University

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

A modified Fenton reagent (Fe³⁺/H₂O₂) transformed the fungicide chlorothalonil within 60 min in aqueous solution at unadjusted pH. Transformation varied with ferric salt. Transformation was greatest with ferric nitrate and least when ferric sulfate was used. UV irradiation enhanced the transformation of chlorothalonil. The transformation of chlorothalonil was enhanced, which increased with ferric ion or hydrogen peroxide concentration. Maximum transformation was achieved at 2 mM ferric ion and 100 mM hydrogen peroxide. Additionally, chlorothalonil was more dechlorinated in the UV irradiation condition. The proposed reaction pathway includes reduction of chlorothalonil to trichloroisophthalonitrile, dichloroisophthalonitrile, and monochloroisophthalonitrile; oxidation of trichloroisophthalonitrile to trichloro-3-cyanobenzoic acid and 3-carbamyltrichlorobenzoic acid; and oxidation of hydroxychlorothalonil to trichloro-3-cyanohydroxybenzoic acid and trichlorocyanophenol.

Original language	English
Pages (from-to)	7570-7575
Number of pages	6
Journal	Journal of Agricultural and Food Chemistry
Volume	50
Issue number	26
DOIs	https://doi.org/10.1021/jf025772o
State	Published - 18 Dec 2002

Keywords

Chlorothalonil
Fenton reagent
Transformation
UV irradiation

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10.1021/jf025772o

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title = "Transformation of the fungicide chlorothalonil by Fenton reagent",

abstract = "A modified Fenton reagent (Fe3+/H2O2) transformed the fungicide chlorothalonil within 60 min in aqueous solution at unadjusted pH. Transformation varied with ferric salt. Transformation was greatest with ferric nitrate and least when ferric sulfate was used. UV irradiation enhanced the transformation of chlorothalonil. The transformation of chlorothalonil was enhanced, which increased with ferric ion or hydrogen peroxide concentration. Maximum transformation was achieved at 2 mM ferric ion and 100 mM hydrogen peroxide. Additionally, chlorothalonil was more dechlorinated in the UV irradiation condition. The proposed reaction pathway includes reduction of chlorothalonil to trichloroisophthalonitrile, dichloroisophthalonitrile, and monochloroisophthalonitrile; oxidation of trichloroisophthalonitrile to trichloro-3-cyanobenzoic acid and 3-carbamyltrichlorobenzoic acid; and oxidation of hydroxychlorothalonil to trichloro-3-cyanohydroxybenzoic acid and trichlorocyanophenol.",

keywords = "Chlorothalonil, Fenton reagent, Transformation, UV irradiation",

author = "Park, {Jong Woo} and Lee, {Sung Eun} and Rhee, {In Koo} and Kim, {Jang Eok}",

year = "2002",

month = dec,

day = "18",

doi = "10.1021/jf025772o",

language = "English",

volume = "50",

pages = "7570--7575",

journal = "Journal of Agricultural and Food Chemistry",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Transformation of the fungicide chlorothalonil by Fenton reagent

AU - Park, Jong Woo

AU - Lee, Sung Eun

AU - Rhee, In Koo

AU - Kim, Jang Eok

PY - 2002/12/18

Y1 - 2002/12/18

N2 - A modified Fenton reagent (Fe3+/H2O2) transformed the fungicide chlorothalonil within 60 min in aqueous solution at unadjusted pH. Transformation varied with ferric salt. Transformation was greatest with ferric nitrate and least when ferric sulfate was used. UV irradiation enhanced the transformation of chlorothalonil. The transformation of chlorothalonil was enhanced, which increased with ferric ion or hydrogen peroxide concentration. Maximum transformation was achieved at 2 mM ferric ion and 100 mM hydrogen peroxide. Additionally, chlorothalonil was more dechlorinated in the UV irradiation condition. The proposed reaction pathway includes reduction of chlorothalonil to trichloroisophthalonitrile, dichloroisophthalonitrile, and monochloroisophthalonitrile; oxidation of trichloroisophthalonitrile to trichloro-3-cyanobenzoic acid and 3-carbamyltrichlorobenzoic acid; and oxidation of hydroxychlorothalonil to trichloro-3-cyanohydroxybenzoic acid and trichlorocyanophenol.

AB - A modified Fenton reagent (Fe3+/H2O2) transformed the fungicide chlorothalonil within 60 min in aqueous solution at unadjusted pH. Transformation varied with ferric salt. Transformation was greatest with ferric nitrate and least when ferric sulfate was used. UV irradiation enhanced the transformation of chlorothalonil. The transformation of chlorothalonil was enhanced, which increased with ferric ion or hydrogen peroxide concentration. Maximum transformation was achieved at 2 mM ferric ion and 100 mM hydrogen peroxide. Additionally, chlorothalonil was more dechlorinated in the UV irradiation condition. The proposed reaction pathway includes reduction of chlorothalonil to trichloroisophthalonitrile, dichloroisophthalonitrile, and monochloroisophthalonitrile; oxidation of trichloroisophthalonitrile to trichloro-3-cyanobenzoic acid and 3-carbamyltrichlorobenzoic acid; and oxidation of hydroxychlorothalonil to trichloro-3-cyanohydroxybenzoic acid and trichlorocyanophenol.

KW - Chlorothalonil

KW - Fenton reagent

KW - Transformation

KW - UV irradiation

UR - http://www.scopus.com/inward/record.url?scp=0037132514&partnerID=8YFLogxK

U2 - 10.1021/jf025772o

DO - 10.1021/jf025772o

M3 - Article

C2 - 12475272

AN - SCOPUS:0037132514

SN - 0021-8561

VL - 50

SP - 7570

EP - 7575

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 26

ER -

Transformation of the fungicide chlorothalonil by Fenton reagent

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