6923-22-4 Usage
Description
Monocrotophos is a colorless to reddish-brown solid with a mild ester odor, which is an organophosphorous insecticide and acaricide. It is a fast-acting chemical used to control a wide range of pests, particularly in agricultural settings.
Uses
Used in Agriculture:
Monocrotophos is used as a systemic insecticide and acaricide for controlling pests in various crops such as cotton, sugarcane, coffee, tobacco, olives, rice, hops, sorghum, maize, deciduous fruits, citrus fruits, potatoes, sugarbeet, tomatoes, soya beans, and ornamentals.
Used in Cotton Protection:
Monocrotophos is primarily used against cotton pests, providing protection to this important cash crop.
Used in Citrus and Rice Protection:
Monocrotophos is also utilized in the protection of citrus and rice crops, safeguarding them from harmful insects and mites.
Used as an Insecticide:
Monocrotophos serves as an insecticide, controlling a wide spectrum of chewing and sucking insects, as well as mites, in a large variety of crops, with a particular emphasis on cotton.
Chemical Properties:
Monocrotophos is characterized by its colorless to reddish-brown appearance and a mild ester odor. It is defined as an alkenyl phosphate that is the 4-(methylamino)-4-oxobut-2-en-2-yl ester of dimethyl phosphate.
Air & Water Reactions
Water soluble. Rapidly hydrolyzed.
Reactivity Profile
Monocrotophos is incompatible with the following: Metals, low molecular weight alcohols & glycols [Note: Corrosive to black iron, drum steel, stainless steel 304 & brass. Should be stored at 70-80°F.] . Incompatible with alkaline compounds.
Hazard
Flammable, dangerous fire risk. Use
may be restricted. Toxic via ingestion, inhala-
tion, and skin absorption. Questionable carcinogen.
Cholinesterase inhibitor.
Health Hazard
Extremely toxic phosphate ester; however,susceptible to hydrolyze in acid or alkali;cholinesterase inhibitor; toxic properties aresimilar to those of dicrotophos, symptomsinclude headache, dizziness, pinpoint pupils,blurred vision, weakness, muscle spasms,vomiting, diarrhea, abdominal cramp, short-ness of breath, and hypotension; high expo-sure may cause seizure, coma, and respiratoryparalysis.LD50 oral (rat): 8 mg/kgLD50 oral (mouse): 15 mg/kgLD50 skin (rat): 112 mg/kgLC50 inhalation (rat): 63 mg/m3 /4 h.
Health Hazard
Monocrotophos is an organophosphorus pesticide. It is a cholinesterase inhibitor and acts on the nervous system. Extremely toxic; probable oral lethal dose to humans 5-50 mg/kg or between 7 drops and 1 teaspoon for a 70 kg (150 lb.) person. Repeated inhalation or skin contact with Monocrotophos may, without symptoms, progressively increase susceptibility to poisoning.
Fire Hazard
Wear positive pressure breathing apparatus and full protective clothing. Container may explode in heat of fire. Toxic fumes evolved when heated to decomposition. Incompatible with alkaline compounds. Unstable in aqueous solution above pH 7.0; in low molecular weight alcohols and glycols. Stable in ketones and higher molecular weight alcohols and glycols. Stable when stored in glass or polyethylene containers. Relatively stable in sunlight. Keep away from temperatures above 80F; do not store below 70F. Corrosive to black iron, drum steel, stainless steel 304 and brass, but not to glass, aluminum, or stainless steel 316.
Safety Profile
Poison by ingestion,
inhalation, skin contact, intraperitoneal,
subcutaneous, and intravenous routes.
Mutation data reported. Use may be
restricted. When heated to decomposition it
emits very toxic NOx and POx.
Potential Exposure
The liquid form is a severely hazardous
pesticide formulation. A potential danger to those
involved in the manufacture, formulation, and application
of this insecticide.
Environmental Fate
Plant. Decomposes in plants forming the N-hydroxy compound in small amounts
(Hartley and Kidd, 1987).Chemical/Physical. Hua et al. (1995) studied the titanium dioxide-mediated photooxidation
of monocrotophos using a recirculating photoreactor. The initial concentration and
flow rate used were 50 nM and 30 mL/minute, respectively. The irradiationEmits toxic fumes of phosphorus and nitrogen oxides when heated to decomposition
(Sax and Lewis, 1987; Lewis, 1990).
Metabolic pathway
Technical monocrotophos contains 75-80% of the Ε-isomer and 9% of the
2-isomer, the balance being various impurities. Most studies on the metabolic
fate of this compound have used purified material containing >99%
E-isomer. Monocrotophos is a systemic vinyl phosphate insecticide with
a particularly high water solubility and low log Kow. This hydrophilic
property influences its metabolism and environmental fate in that it
tends to remain in the water phase and does not bioaccumulate.
The main routes of metabolic degradation are demethylation to des-
O-methylmonocrotophos and hydrolysis to dimethylphosphate and
N-methylacetoacetamide. Hydroxylation of the N-methyl group in animals
and plants followed by N-demethylation are also important from
a toxicological points of view, since these metabolic steps yield active
acetylcholinesterase inhibitors.
Degradation
Monocrotophos is thermally labile, decomposing exothermically at
>55°C (PM). This thermo-instability has been known to cause manufacturing
problems. It is relatively stable at acidic and neutral pH values
but it is hydrolysed in alkaline solutions (PM). The DT50s at pH 3, 6 and
9 were 131, 134 and 26 days, respectively. Products of hydrolysis were
N-methylacetoacetamide (2), the main product at alkaline pH values, and
O-desmethylmonocrotophos (3), which predominated in acid and neutral
solutions (Lee et al., 1990). Further decomposition of N-methylacetoacetamide
(2) then gave acetone (4), CO2 and methylamine (5), whereas
under acidic conditions the O-desmethylmonocrotophos was shown to
decompose to inorganic phosphate (6), monomethyl phosphate (7), methanol
(B), acetone (4) and N-methylacetoacetamide (2) (Beynon et al., 1973).
Since monocrotophos does not significantly absorb light at wavelengths
greater than 300 nm, little photolysis would be expected to take place in
sunlight. Photolysis experiments in which aqueous solutions of monocrotophos
were exposed to sunlight in quartz tubes showed no products
other than the hydrolysis products 2 and 3, neither was their rate of
production accelerated. A soil surface photolysis experiment indicated
loss of monocrotophos, probably as CO2, due to microbial action. No
particular photolytic degradation products were detected apart from
minor amounts of the hydrolytic products 2 and 3 (Lee et al., 1990) (see Scheme 1).
Incompatibilities
Alkaline pesticides. Attacks black iron,
drum steel; stainless steel; brass.
Waste Disposal
Small amounts may be
hydrolyzed with water. Incineration in a unit with
effluent gas scrubbing is recommended for larger amounts.
In accordance with 40CFR165, follow 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.
Check Digit Verification of cas no
The CAS Registry Mumber 6923-22-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,2 and 3 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 6923-22:
(6*6)+(5*9)+(4*2)+(3*3)+(2*2)+(1*2)=104
104 % 10 = 4
So 6923-22-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)/b6-5+
6923-22-4Relevant articles and documents
Cosmetic composition
-
, (2008/06/13)
This specification relates to a cosmetic composition containing art extract of Crotonbirmanicusas an effective ingredient, particularly, a hair-growing composition. The composition not only has excellent hair revitalizing actions such as an alopecia preventing effect and a hair generation accelerating effect, and a dandruff or itch inhibiting action, but also has a specific hair growth accelerating action through activation of hair dermal papilla cells or hair follicular epitheliocytes.
Macrocyclic plant acaricides
-
, (2008/06/13)
Compounds of the formula I STR1 in which either R is methyl and there is a double bond in the 9,10-position, or in which R is hydrogen and there is a single bond in the 9,10-position, are highly active against Acarina which damage plants.