Chemical Properties
Gray to reddish-brown granular solid or colorless liquid. Mild sulfur-like odor.
Agricultural Uses
Insecticide: Chlorethoxyfos is a restricted use organophosphate insecticide registered for use in the U.S. on field corn, seed corn, sweet corn, and popcorn for the control of corn rootworms, wireworms, cutworms, seed corn maggots,
white grubs, and symphylans. A U.S. EPA restricted Use Pesticide (RUP). Not listed for use in EU countries.
Trade name
DPX-43898®; FORTRESS 2.5G; FORTRESS® 5G; SD 208304®
Potential Exposure
An organophosphate insecticide,
chlorethoxyfos is a restricted use organophosphate insecticide registered for use in the United States on field corn,
seed corn, sweet corn, and popcorn for the control of corn
rootworms, wireworms, cutworms, seed corn maggots,
white grubs, and symphylans. A United States
Environmental Protection Agency Restricted Use Pesticide
(RUP). Not currently listed for use in EU countries.
First aid
Treatment for organophosphate poisoning
consists of thorough decontamination, cardiorespiratory
support, and administration of the antidotes atropine
and pralidoxime. In cases of severe poisoning, diazepam,
an anticonvulsant, should also be administered.
Antidotes should be administered as prevention even if
the diagnosis is in doubt. Speed in removing material
from eyes and skin is of extreme importance. Eyes: Eye
contact can cause dangerous amounts of these chemicals to
be quickly absorbed through the mucous membrane into
the bloodstream. Immediately and gently flush eyes with
plenty of warm or cold water (NO hot water) for at least
15 minutes, occasionally lifting the upper and lower
eyelids. Get medical aid immediately. Skin: Get medical
aid. Dermal contact can cause dangerous amounts of
these chemicals to be absorbed into the bloodstream.
Wearing the appropriate PPE equipment and respirator fororganophosphate/carbamate pesticides, immediately flush
skin with plenty of soap and water for at least 15 minutes
while removing contaminated clothing and shoes. Shampoo
hair promptly if contaminated. The removed, contaminated
clothing and shoes should be double-bagged and left in Hot
Zone for later disposal by hazardous materials experts.
Skin may also be decontaminated with diluted hypochlorite
solution. Inhalation: Get medical aid. Do not contaminate
yourself. Wearing the appropriate PPE equipment and respirator for organophosphate pesticides, immediately remove
the victim from the contaminated area to fresh air. If the
victim is not breathing, administer artificial respiration. Do
not use mouth-to-mouth method if victim ingested or
inhaled the substance; give artificial respiration with the
aid of a pocket mask equipped with a one-way valve or
other proper respiratory medical device. If breathing is difficult, administer oxygen through bag/mask apparatus until
medical help arrives. Do not leave victim unattended.
Ingestion: Call poison control. Loosen all clothing. Never
give anything by mouth to an unconscious person. If victim
is unconscious or having convulsions, do nothing except
keep victim warm. Get medical aid. Transfer promptly to a
medical facility. In cases of ingestion, do not induce
vomiting. If the victim is alert and asymptomatic, administer a slurry of activated charcoal at a dose of 1 g/kg (infant,
child, and adult dose). A soda can and straw may be of
assistance when offering charcoal to a child. In some cases
you may be specifically instructed by poison control to
induce vomiting by way of 2 tablespoons of syrup of ipecac
(adult) washed down with a cup of water. Do NOT give
activated charcoal before or with ipecac syrup.
Shipping
UN2783 Organophosphorus pesticides, solid,
toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
UN3018 Organophosphorus pesticides, liquid, toxic,
Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Incompatibilities
May react violently with antimony(V)
pentafluoride. Incompatible with lead diacetate, magnesium, silver nitrate. In the presence of strong reducing
agents such as hydrides, organophosphates form highly
toxic and flammable phosphine gas. Contact with oxidizers
can cause the release of toxic oxides of phosphorus.
Waste Disposal
Destruction by alkali hydrolysis or incineration. May also be mixed with flammable solvent and sprayed into an incinerator equipped with after
burner and scrubber. Containers must be disposed of properly by following package label directions or by contacting
your local or federal environmental control agency, or by
contacting your regional EPA office. Afterburner
Definition
ChEBI: Chlorethoxyfos is an organic thiophosphate, an organothiophosphate insecticide and an organochlorine insecticide. It has a role as an agrochemical and an EC 3.1.1.7 (acetylcholinesterase) inhibitor.
Carcinogenicity
According to an EPA summary,
an 18 month study in which mice were given diets with
chlorethoxyphos (doses not provided) was negative for
carcinogenicity . A 2 year rat feeding (doses not
provided) study showed a slight, nonsignificant increase in
kidney tumors, and EPA concluded “the study was adequate
for carcinogenicity testing” but that it was difficult to clearly
interpret the data as showing either the presence or the
absence of a carcinogenic effect .
Metabolic pathway
Chlorethoxyfos undergoes extensive degradation and metabolism in
water, soil, plants and animals. Cleavage of the P-O-tetrachloroethyl bond
is the major degradation reaction of chlorethoxyfos. Dechlorination and
oxidation of the tetrachloroethyl moiety yielded chloral, dichloroacetic
acid and trichloroacetic acid as major degradation products. The extensive
metabolism of chlorethoxyfos and its degradation products yielded
14CO2 and amino acids (glycine, serine, etc.). Oxidative desulfuration to
yield chlorethoxyfos-oxon or O-de-ethylation reactions were not observed.
Degradation
Chlorethoxyfos is susceptible to alkaline hydrolysis. The DT50 values of
chlorethoxyfos in buffers at pH 5, 7 and 9 at 25 °C were 72, 59 and 4.3
days, respectively (Hawhs et al., 1988a). The primary hydrolytic
degradation reaction was the cleavage of the P-O-tetrachloroethyl bond.
The major [14C-tetrachloroethyl]chlorethoxyfos degradation product observed
in pH 5 and 7 aqueous solutions was chloral (trichloroacetaldehyde,
2), formed probably via the tetrachloroethanol (3) intermediate. In
alkaline solution (pH 9), the principal product was dichloroacetic acid (4),
formed probably via the dehydrochlorinated intermediate (5).
Chlorethoxyfos degraded slowly in aqueous solution when exposed
to UV light at 25 °C [DT50 ca. 27 days (continuous irradiation) vs. 19
days (dark control)] (Hawkins et al., 1988b). Cleavage of the P-O-
tetrachloroethoxy bond yielded chloral (2) as the primary aqueous
photolysis product.