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232
PESTICIDE DEGRADATION
by J.M.Vargas, jr.
Abstract
Pesticide degradation is the breaking down of toxic pes-
ticides into a nontoxic compounds and, in some cases,
down to the original elements from which they were deriv-
ed. The most common type of degradation is carried out in
the soil by microorganisms, especially the fungi and bac-
teria. Pesticides which are rapidly degraded are called non-
persistent while those which resist degradation are termed
persistent. The degradation of methyl-bromide and dalapon
along with the degradation and resynthesis of chloroneb is
explained. The advantages and disadvantages of persistent
pesticides are discussed.
Degradation of pesticides is the breaking
down of toxic chemicals into nontoxic com-
pounds and, in some cases, back into their orig-
inal elements. The degradation or breakdown
of pesticides can occur in plants, animals, and
in the soil and water; or it can take place upon
exposure to ultra-violet (UV) radiation. There
are some strictly chemical reactions which take
place in soil that aid in degradation, however,
the most common type of degradation there
occurs through the activity of microorganisms,
especially the fungi and bacteria. There is noth-
ing mysterious about microbial degradation of
pesticides. Microorganisms simply supply a
medium and an energy source for rather simple
chemical reactions to take place. They, in re-
turn, obtain food, essential elements, or ener-
gy to carry on their life functions.
The soil fumigant methyl bromide, the her-
bicide dalapon, and the fungicide chloroneb
are examples of pesticides which are degraded
by microorganisms. The degradation of CH Br
(methyl bromide) is a simple process involving
the liberation of methane gas (CH4) leaving
the bromine behind to be bound to soil parti-
cles or to become part of some new compound.
A second example, dalapon, is a more com-
plicated compound, but it's detoxification still
involves simple chemical reactions. Dalapon
(2,2-dichloropropionic acid) can be detoxified
by the removal of the chlorine molecules to
leave pyruvate or pyruvic acid. Pyruvate can
be 1) aminated into amino acid, which in turn
can be converted into protein, 2) it can be de-
carboxylated and be utilized in the formation
of lipids or 3) it can enter the Kreb Cycle and
become part of this energy producing cycle.
Another possiblility is the complete degrada-
tion of dalapon into CO2 and CH4, two gases
which occur naturally in the environment.
The third reaction involves a fungicide chlor-
oneb, which is less well known, but it's the only
pesticide for which both degradation and re-
synthesis by microorganisms has been shown.
It should be pointed out that chloroneb is struc-
turally similar to two more popular pesticides;
the herbicide dicamba and the insecticide
methoxychlor. Chloroneb (1,4-dichloro-2,5-di-
methoxybenzene) is broken down (demethy-
lated) by microrganisms to 2,5-dichloro-4-
methoxyphenol (DCMP). Other microorgan-
isms, including some of the same ones respon-
sible for degradation, are able to resynthesize
chloroneb by remethylating DCMP. Fortunate-
ly, less than 20% of the DCMP is converted
back to chloroneb. It does illustrate that degra-
dation can be a simple chemical reaction (de-
methylation) and that the reverse process
(methylation) can also take place.
Pesticides which are readily degradated in
the environment are called non-persistent in
comparison with those which are not readily
degradated, which are called persistent. It is
these two general categories to which I would
now like to direct my remarks.
Below is a list of persistent and non-persis-
1. Presented at the International Shade Tree Conference in Detroit, Michigan in August, 1975.
Journal of Arboriculture, December 1975 233
tent pesticides:
Persistent
Insecticides
DDT
Aldrin
Dieldrin
Chlordane
Herbicides
Simazine
Turbacil
Tordon
Fungicides
PMAS
Calo-Clor
Cadmium
compounds
Non-persistent
Methoxychlor
Sevin (carbaryl)
Malathion
Lindane
Paraquat
Dalapon
Dacthal
Treflan
Benlate
Mancozeb
Zineb
Captan
The advantage of persistent pesticides is
their long term effectiveness in pest control.
It could be season-long weed control with si-
mazine, weeks of disease control with mercury
fungicide, or seasons of insect control with
chlordane. However, the persistent pesticides
have an obvious draw back; they contaminate
the environment for long periods of time. There
are also other disadvantages to persistent pesti-
cides. Resistance to persistent insecticides has
occurred much more frequently than to non-
persistent insecticides. The housefly's resis-
tance to DDT and the Japanese beetle grub's
resistance to chlordane are two examples. Per-
sistent herbicides have caused problems where
overdoses have been applied because immedi-
ate re-establishment of desirable species is not
possible; or where sensitive non-pest species
have been introduced into an area once treat-
ed with a persistent herbicide. Where non-per-
sistent herbicides have been used, replanting or
crop rotation after an overdose is not a serious
problem.
Persistent fungicides like the mercuries ap-
pear to have the least serious side effects, from
a practical point of view, of any of the persis-
tent pesticides. But what effect does building
up a layer of mercury in the soil from continu-
al use of mercury have on plant growth? Or
more important, since mercury is not readily
removed from the human body, what effect is
continual exposure having on you?
My personal philosophy is that we are in the
business of maintaining healthy plants, and if
it takes a persistent pesticide to accomplish
this, then that is what should be used. On the
other hand, if a non-persistent pesticide is
available which will do the same job, even if
more applications are required, then I think
we ought to be using it. For it is not only the re-
sponsibility of the "other guy" to protect and
improve the environment around him, it is ev-
eryones duty, and it is especially the duty of
those of us who are involved in making this a
more enjoyable world to live in by protecting
the plants we grow. For as Will Rogers once
said about the land we live on, "They don't
make that stuff any more"!
Department of Botany and Plant Pathology
Michigan State University
East Lansing, Michigan
Department of Botany and Plant Pathology

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ashim education is important for human life

  • 1. 232 PESTICIDE DEGRADATION by J.M.Vargas, jr. Abstract Pesticide degradation is the breaking down of toxic pes- ticides into a nontoxic compounds and, in some cases, down to the original elements from which they were deriv- ed. The most common type of degradation is carried out in the soil by microorganisms, especially the fungi and bac- teria. Pesticides which are rapidly degraded are called non- persistent while those which resist degradation are termed persistent. The degradation of methyl-bromide and dalapon along with the degradation and resynthesis of chloroneb is explained. The advantages and disadvantages of persistent pesticides are discussed. Degradation of pesticides is the breaking down of toxic chemicals into nontoxic com- pounds and, in some cases, back into their orig- inal elements. The degradation or breakdown of pesticides can occur in plants, animals, and in the soil and water; or it can take place upon exposure to ultra-violet (UV) radiation. There are some strictly chemical reactions which take place in soil that aid in degradation, however, the most common type of degradation there occurs through the activity of microorganisms, especially the fungi and bacteria. There is noth- ing mysterious about microbial degradation of pesticides. Microorganisms simply supply a medium and an energy source for rather simple chemical reactions to take place. They, in re- turn, obtain food, essential elements, or ener- gy to carry on their life functions. The soil fumigant methyl bromide, the her- bicide dalapon, and the fungicide chloroneb are examples of pesticides which are degraded by microorganisms. The degradation of CH Br (methyl bromide) is a simple process involving the liberation of methane gas (CH4) leaving the bromine behind to be bound to soil parti- cles or to become part of some new compound. A second example, dalapon, is a more com- plicated compound, but it's detoxification still involves simple chemical reactions. Dalapon (2,2-dichloropropionic acid) can be detoxified by the removal of the chlorine molecules to leave pyruvate or pyruvic acid. Pyruvate can be 1) aminated into amino acid, which in turn can be converted into protein, 2) it can be de- carboxylated and be utilized in the formation of lipids or 3) it can enter the Kreb Cycle and become part of this energy producing cycle. Another possiblility is the complete degrada- tion of dalapon into CO2 and CH4, two gases which occur naturally in the environment. The third reaction involves a fungicide chlor- oneb, which is less well known, but it's the only pesticide for which both degradation and re- synthesis by microorganisms has been shown. It should be pointed out that chloroneb is struc- turally similar to two more popular pesticides; the herbicide dicamba and the insecticide methoxychlor. Chloroneb (1,4-dichloro-2,5-di- methoxybenzene) is broken down (demethy- lated) by microrganisms to 2,5-dichloro-4- methoxyphenol (DCMP). Other microorgan- isms, including some of the same ones respon- sible for degradation, are able to resynthesize chloroneb by remethylating DCMP. Fortunate- ly, less than 20% of the DCMP is converted back to chloroneb. It does illustrate that degra- dation can be a simple chemical reaction (de- methylation) and that the reverse process (methylation) can also take place. Pesticides which are readily degradated in the environment are called non-persistent in comparison with those which are not readily degradated, which are called persistent. It is these two general categories to which I would now like to direct my remarks. Below is a list of persistent and non-persis- 1. Presented at the International Shade Tree Conference in Detroit, Michigan in August, 1975.
  • 2. Journal of Arboriculture, December 1975 233 tent pesticides: Persistent Insecticides DDT Aldrin Dieldrin Chlordane Herbicides Simazine Turbacil Tordon Fungicides PMAS Calo-Clor Cadmium compounds Non-persistent Methoxychlor Sevin (carbaryl) Malathion Lindane Paraquat Dalapon Dacthal Treflan Benlate Mancozeb Zineb Captan The advantage of persistent pesticides is their long term effectiveness in pest control. It could be season-long weed control with si- mazine, weeks of disease control with mercury fungicide, or seasons of insect control with chlordane. However, the persistent pesticides have an obvious draw back; they contaminate the environment for long periods of time. There are also other disadvantages to persistent pesti- cides. Resistance to persistent insecticides has occurred much more frequently than to non- persistent insecticides. The housefly's resis- tance to DDT and the Japanese beetle grub's resistance to chlordane are two examples. Per- sistent herbicides have caused problems where overdoses have been applied because immedi- ate re-establishment of desirable species is not possible; or where sensitive non-pest species have been introduced into an area once treat- ed with a persistent herbicide. Where non-per- sistent herbicides have been used, replanting or crop rotation after an overdose is not a serious problem. Persistent fungicides like the mercuries ap- pear to have the least serious side effects, from a practical point of view, of any of the persis- tent pesticides. But what effect does building up a layer of mercury in the soil from continu- al use of mercury have on plant growth? Or more important, since mercury is not readily removed from the human body, what effect is continual exposure having on you? My personal philosophy is that we are in the business of maintaining healthy plants, and if it takes a persistent pesticide to accomplish this, then that is what should be used. On the other hand, if a non-persistent pesticide is available which will do the same job, even if more applications are required, then I think we ought to be using it. For it is not only the re- sponsibility of the "other guy" to protect and improve the environment around him, it is ev- eryones duty, and it is especially the duty of those of us who are involved in making this a more enjoyable world to live in by protecting the plants we grow. For as Will Rogers once said about the land we live on, "They don't make that stuff any more"! Department of Botany and Plant Pathology Michigan State University East Lansing, Michigan Department of Botany and Plant Pathology