Ethoprophos Chemical Properties

Melting point:

-13 °C

Boiling point:

86-91°C

Density 

d420 1.094

vapor pressure 

4.65 x 10^-2 Pa (26 °C)

Flash point:

100 °C

storage temp. 

APPROX 4°C

solubility 

DMF: 5mg/mL; DMSO: 5mg/mL; Ethanol: 1.6mg/mL

Water Solubility 

700 mg l^-1 (20 °C)

Merck 

13,3782

BRN 

8139788

Stability:

Hygroscopic

CAS DataBase Reference

13194-48-4(CAS DataBase Reference)

NIST Chemistry Reference

Ethoprophos(13194-48-4)

EPA Substance Registry System

Ethoprop (13194-48-4)

Safety Information

Hazard Codes 

T+;N,N,T+

Risk Statements 

25-26/27-43-50/53

Safety Statements 

27-28-36/37/39-45-60-61-27/28

RIDADR 

UN 2810

WGK Germany 

3

RTECS 

TE4025000

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29309090

Hazardous Substances Data

13194-48-4(Hazardous Substances Data)

Toxicity

LC50 (96-hour) for rainbow trout 13.8 mg/L, bluegill sunfish 2.1 mg/L and goldfish 13.6 mg/L (Hartley and Kidd, 1987); acute oral LD50 for rats 262 mg/kg (Hartley and Kidd, 1987), 34 mg/kg (RTECS, 1985).

Ethoprophos Usage And Synthesis

Description

Introduced in the 1960s, ethoprop is a nonsystemic insecticide/nematicide. The mobility of ethoprop in soil and its half-life are strongly dependent on soil organic matter (21). It is not known to be carcinogenic and is available as granules or emulsifiable concentrates.

Chemical Properties

Clear Colorless Oil

Chemical Properties

Ethoprophos is a pale yellow liquid.

Uses

Ethoprophos is used to control plant parasitic nematodes and soil insects.

Uses

Nonsystemic, nonfumigant nematocide and soil insecticide for control of insects in ornamentals, potatoes, sweet potatoes, tomatoes, strawberries, bananas, pineapples, sugar cane, turf and many other crops.

Uses

Ethoprophos is an organophosphate non-systemic nematicide and soil insecticide. Ethoprophos is an acetylcholinesterase (AChE) inhibitor.

Uses

Insecticide; nematocide.

Definition

ChEBI: Ethoprophos is an organic thiophosphate and an organothiophosphate insecticide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an agrochemical and an antinematodal drug.

General Description

Ethorop is one of a family of organophosphorus pesticides. Mocap is combustible though Mocap may require some effort to ignite. Mocap is very toxic by skin absorption and inhalation. Mocap may or may not be water soluble.

Air & Water Reactions

Hydrolyzed in alkali.

Reactivity Profile

Organothiophosphates, such as Mocap, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Health Hazard

Mocap is extremely toxic; the probable oral lethal dose for humans is 5-50 mg/kg, or between 7 drops and 1 teaspoonful for a 150 lb. person. It is a cholinesterase inhibitor which affects the nervous system.

Fire Hazard

(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Stable in water. Hydrolyzed in alkali.

Agricultural Uses

Nematicide, Insecticide: Ethoprop is used as a pre-plant soil application to control wireworms and nematodes in potatoes, sugar cane, sweet potatoes, and tobacco, with lesser usage on corn (field and sweet), beans (lima and snap), cucumbers, and cabbage. In addition, it is used to treat pineapples, bananas, and plantains, as well as fieldgrown ornamentals and non-bearing citrus trees, and commercial turf. Roughly 60% of ethoprop is applied to potatoes.

Trade name

AI3-27318®; CASWELL No. 434C®; JOLT®[C]; MENAP®; MOBIL V-C 9-104®; MOCAP®[C]; MOCAP 10G®[C]; PHOSETHOPROP®; ROVOKIL®; V-C 9-104®[C]; V-C CHEMICAL V-C 9-104®[C]; VIRGINIA-CAROLINA VC 9-104®

Safety Profile

Poison by ingestion and skin contact. A cholinesterase inhibitor type of insecticide. When heated to decomposition it emits very toxic fumes of POx and SOx. See also PARATHION.

Potential Exposure

A potential danger to those involved in the manufacture, formulation and application of this nematocide and soil insecticide

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Speed in removing material from skinis of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemicalhas been inhaled, remove from exposure, begin rescuebreathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart actionhas stopped. Transfer promptly to a medical facility. Whenthis chemical has been swallowed, get medical attention.Give large quantities of water and induce vomiting. Do notmake an unconscious person vomit. Remove and isolatecontaminated clothing and shoes at the site. Keep victimquiet and maintain normal body temperature. Effects may bedelayed; keep victim under observation

Carcinogenicity

In a combined chronic feeding/ carcinogenicity study, when rats were fed diets with 0, 1, 10, or 100 ppm ethoprop in the diet for 24 months (equivalent to 0, 0.041, 0.40, or 4.19 mg/kg/day (males); 0, 0.052, 0.51, or 5.12 mg/kg/day (females)), adrenal gland malignant pheochromocytomas were increased in males and thyroid C-cell carcinomas were increased slightly in males . When ethoprop was administered in the diet to mice for 104 weeks at 0, 0.2, 2.0, or 30 ppm (males: 0, 0.026, 0.254, or 3.96 mg/ kg/day; females: 0, 0.032, 0.318, or 4.9 mg/kg/day), survival was unaffected at any dose level and no statistically significant dose-related incidence of tumors were seen in males or females.

Environmental Fate

Soil. The reported half-life in humus-containing soil (pH 4.5) and a sandy loam (pH 7.2–7.3) are 87 and 14–28 days, respectively (Hartley and Kidd, 1987). The rate of degradation increased in soils that had been treated annually four times (Smelt et al., 1987).
Chemical/Physical. Emits toxic fumes of phosphorus and sulfur oxides when heated to decomposition (Sax and Lewis, 1987).

Metabolic pathway

Ethoprophos is a soil-acting insecticide and nematicide which is generally incorporated into the soil in the form of a granular formulation. Volatilisation is a factor involved in the loss and movement of the compound in the environment. The major route of degradation of ethoprophos in both plants and mammals is via hydrolysis to give O-ethyl S-propyl phosphorothioate through loss of propanethiol. Propanethiol has been shown to react as a nucleophile to yield ethyl propyl sulfide through attack on the phosphorus atom and dipropyl disulfide through attack on the sulfur atom of ethoprophos. The sulfide metabolites are further metabolised via oxidation to sulfoxides and sulfones. In mammals, an additional important route of detoxification is through de-ethylation via glutathione- S-alkyl transferase, a route common to many organophosphorus insecticides.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, well-ventilated area. Where possible, automatically pump liquidfrom drums or other storage containers to processcontainers.

Shipping

UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Degradation

Ethoprophos is very stable in neutral and weakly acidic media but it is hydrolysed rapidly in alkaline solutions (PM). The DT₅₀ of ethoprophos in 0.05M NaOH solution at 25 °C was 35 min and the hydrolysis product was identified as O-ethyl S-propyl phosphorothioate (2), indicating the greater susceptibility of the P-S bond to hydrolysis over the P-O bond. There was no measurable hydrolysis in 0.1M HCl after 1 hour (Menzer et al., 1971). The route of the base-catalysed hydrolysis of ethoprophos is shown in Scheme 1.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Strong oxidizers may cause release of toxic phosphorus oxides. Organophosphates, in the presence of strong reducing agents such as hydrides, may form highly toxic and flammable phosphine gas. Keep away from alkaline materials

Waste Disposal

In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office

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