Photochemistry of halogenated benzene derivatives. Part IX. environmental aquatic phototransformation of bromoxynil (3,5-dibromo-4-hydroxybenzonitrile)
Photochemistry of the herbicide 3,5‐dibromo‐4‐hydroxybenzonitrile (bromoxynil) (I) was investigated by irradiating at approximately 313 nm. Aqueous phase photoreactions of 0.078–7.800 × 10−5m solutions of I were carried out at different pH values. Quantum yields for the loss of I in buffered solutio...
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| Veröffentlicht in: | Pesticide Science 1990, Vol.28 (1), p.69-81 |
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| creator | Kochany, Jan Choudhry, Ghulum Ghaus Webster, G. R. Barrie |
| description | Photochemistry of the herbicide 3,5‐dibromo‐4‐hydroxybenzonitrile (bromoxynil) (I) was investigated by irradiating at approximately 313 nm. Aqueous phase photoreactions of 0.078–7.800 × 10−5m solutions of I were carried out at different pH values. Quantum yields for the loss of I in buffered solutions were 0.008 (±0.0004), 0.048 (±0.0024), and 0.044 (±0.0022) at pH 2.6, 7.0, and 11.0, respectively. In neutral and basic conditions, I absorbed more strongly at wavelengths > 290 nm, an environmentally significant region. Phototransformation of I was monitored by HPLC and UV‐VIS spectrometry. All photoreactions of I gave rise to the generation of two products, 3‐bromo‐4‐hydroxybenzonitrile and 4‐hydroxybenzonitrile. The former photoproduct was tentatively identified from its mass spectral data. The photoproducts can be accounted for with a proposed mechanism involving free radicals. |
| doi_str_mv | 10.1002/ps.2780280109 |
| format | Article |
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Part IX. environmental aquatic phototransformation of bromoxynil (3,5-dibromo-4-hydroxybenzonitrile)</title><source>Wiley Online Library Journals Frontfile Complete</source><source>Periodicals Index Online</source><creator>Kochany, Jan ; Choudhry, Ghulum Ghaus ; Webster, G. R. Barrie</creator><creatorcontrib>Kochany, Jan ; Choudhry, Ghulum Ghaus ; Webster, G. R. Barrie</creatorcontrib><description>Photochemistry of the herbicide 3,5‐dibromo‐4‐hydroxybenzonitrile (bromoxynil) (I) was investigated by irradiating at approximately 313 nm. Aqueous phase photoreactions of 0.078–7.800 × 10−5m solutions of I were carried out at different pH values. Quantum yields for the loss of I in buffered solutions were 0.008 (±0.0004), 0.048 (±0.0024), and 0.044 (±0.0022) at pH 2.6, 7.0, and 11.0, respectively. In neutral and basic conditions, I absorbed more strongly at wavelengths > 290 nm, an environmentally significant region. Phototransformation of I was monitored by HPLC and UV‐VIS spectrometry. All photoreactions of I gave rise to the generation of two products, 3‐bromo‐4‐hydroxybenzonitrile and 4‐hydroxybenzonitrile. The former photoproduct was tentatively identified from its mass spectral data. 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R. Barrie</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photochemistry of halogenated benzene derivatives. Part IX. environmental aquatic phototransformation of bromoxynil (3,5-dibromo-4-hydroxybenzonitrile)</atitle><jtitle>Pesticide Science</jtitle><addtitle>Pestic. Sci</addtitle><date>1990</date><risdate>1990</risdate><volume>28</volume><issue>1</issue><spage>69</spage><epage>81</epage><pages>69-81</pages><issn>0031-613X</issn><issn>1526-498X</issn><eissn>1096-9063</eissn><abstract>Photochemistry of the herbicide 3,5‐dibromo‐4‐hydroxybenzonitrile (bromoxynil) (I) was investigated by irradiating at approximately 313 nm. Aqueous phase photoreactions of 0.078–7.800 × 10−5m solutions of I were carried out at different pH values. Quantum yields for the loss of I in buffered solutions were 0.008 (±0.0004), 0.048 (±0.0024), and 0.044 (±0.0022) at pH 2.6, 7.0, and 11.0, respectively. In neutral and basic conditions, I absorbed more strongly at wavelengths > 290 nm, an environmentally significant region. Phototransformation of I was monitored by HPLC and UV‐VIS spectrometry. All photoreactions of I gave rise to the generation of two products, 3‐bromo‐4‐hydroxybenzonitrile and 4‐hydroxybenzonitrile. The former photoproduct was tentatively identified from its mass spectral data. The photoproducts can be accounted for with a proposed mechanism involving free radicals.</abstract><cop>London</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/ps.2780280109</doi><tpages>13</tpages></addata></record> |
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| title | Photochemistry of halogenated benzene derivatives. Part IX. environmental aquatic phototransformation of bromoxynil (3,5-dibromo-4-hydroxybenzonitrile) |
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