Ultraviolet Light Decomposition Studies with DURSBAN and 3,5,6-trichloro-2-pyridinol

Smith, G. N.

doi:10.1093/jee/61.3.793

Cited by 27 publications

(16 citation statements)

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“…[2,6 −14 C]TCP was decomposed rapidly upon UV irradiation with a half‐life of approximately 25 min, and 25.1% of the initial radioactivity was recovered as 14 CO 2 . This result was in agreement with the finding of Smith [1], who reported that 25% of 14 C‐TCP was decomposed to 14 CO 2 . The production of 14 CO 2 remained steady after 100 h, whereas 70% of the initial radioactivity still remained in the medium (Fig.…”

Section: Discussionsupporting

confidence: 93%

“…4) and/or organic acids. Smith [1], however, reported 100% recovery of chloride ions from TCP photolysis. The generation of chloride is likely due to both homolytic cleavage of the chlorine atom (a radical mechanism) and photonucleophilic substitution (a nonradical mechanism).…”

Section: Discussionmentioning

confidence: 99%

“…There are two reports regarding photodegradation pathways of chlorinated pyridines; they suggest the occurrence of hydrolytic dechlorination. Smith [1] speculated that TCP undergoes photodehalogenation with the formation of a series of diols, triols, and tetraols; Woodburn et al [14] reported that aqueous photolysis of the herbicide triclopyr (pH 7) produced 5‐chloro‐3, 6‐dihydroxy‐2‐pyridinyloxyacetic acid as the major product and other low‐molecular‐weight acids.…”

Section: Discussionmentioning

confidence: 99%

“…The photodecomposition of TCP has been investigated by several researchers. Smith [1] reported that TCP undergoes photodehalogenation and liberates CO 2 . Although the author did not identify any intermediate products, the formation of diols, triols, and tetraol was suggested.…”

Section: Introductionmentioning

confidence: 99%

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Photolytic and microbial degradation of 3,5,6‐trichloro‐2‐pyridinol

Feng

Minard

Bollag

1998

Enviro Toxic and Chemistry

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The photolytic and microbial degradation of 3,5,6‐trichloro‐2‐pyridinol (TCP), a metabolite of the insecticide chlorpyrifos and the herbicide triclopyr, has been investigated. TCP (80 mg/L) was decomposed to nondetectable levels within 2 h of ultraviolet irradiation. Release of 14CO2 and chloride ion was observed; however, approximately 60% of the initial radioactivity remained in the solution. Dichlorodihydroxypyridine isomers and reductive dechlorination products were found as intermediate products of TCP photolysis. It was proposed that both hydrolytic and reductive dechlorination occurred during photodegradation of TCP. Although TCP can be degraded via photolysis, many degradation products remained in the aqueous medium and only some of them, the reductive dechlorination products, can be mineralized by Pseudomonas sp. ATCC 700113. The degradation of the parent compound, TCP, by Pseudomonas sp. ATCC 700113 also appears to involve a reductive dechlorination mechanism. A consortium of microorganisms may be needed if a treatment process combining microbial and photolytic activity is to be used to remove TCP in industrial wastewater.

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Section: Discussionsupporting

confidence: 93%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Photolytic and microbial degradation of 3,5,6‐trichloro‐2‐pyridinol

Feng

Minard

Bollag

1998

Enviro Toxic and Chemistry

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“…[2,[6][7][8][9][10][11][12][13][14] C]TCP was decomposed rapidly upon UV irradiation with a half-life of approximately 25 min, and 25.1% of the initial radioactivity was recovered as 14 CO 2 . This result was in agreement with the finding of Smith [1], who reported that 25% of 14 C-TCP was decomposed to 14 CO 2 . The production of 14 CO 2 remained steady after 100 h, whereas 70% of the initial radioactivity still remained in the medium (Fig.…”

Section: Metabolism Of Photodegradation Products By Tcp-degrading Bacmentioning

confidence: 99%

Photolytic and Microbial Degradation of 3,5,6-Trichloro-2-Pyridinol

Feng¹,

Minard²,

Bollag³

1998

Environ Toxicol Chem

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Abstract-The photolytic and microbial degradation of 3,5,6-trichloro-2-pyridinol (TCP), a metabolite of the insecticide chlorpyrifos and the herbicide triclopyr, has been investigated. TCP (80 mg/L) was decomposed to nondetectable levels within 2 h of ultraviolet irradiation. Release of 14 CO 2 and chloride ion was observed; however, approximately 60% of the initial radioactivity remained in the solution. Dichlorodihydroxypyridine isomers and reductive dechlorination products were found as intermediate products of TCP photolysis. It was proposed that both hydrolytic and reductive dechlorination occurred during photodegradation of TCP. Although TCP can be degraded via photolysis, many degradation products remained in the aqueous medium and only some of them, the reductive dechlorination products, can be mineralized by Pseudomonas sp. ATCC 700113. The degradation of the parent compound, TCP, by Pseudomonas sp. ATCC 700113 also appears to involve a reductive dechlorination mechanism. A consortium of microorganisms may be needed if a treatment process combining microbial and photolytic activity is to be used to remove TCP in industrial wastewater.

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Pyridinols and Pyridones

Tieckelmann

1974

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Ultraviolet Light Decomposition Studies with DURSBAN and 3,5,6-trichloro-2-pyridinol

Cited by 27 publications

References 0 publications

Photolytic and microbial degradation of 3,5,6‐trichloro‐2‐pyridinol

Photolytic and microbial degradation of 3,5,6‐trichloro‐2‐pyridinol

Photolytic and Microbial Degradation of 3,5,6-Trichloro-2-Pyridinol

Pyridinols and Pyridones

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