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CYANOPHOS

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CYANOPHOS Basic information

Product Name:
CYANOPHOS
Synonyms:
  • (o-p-cyanophenyl-o,o-dimethylphosphorothioate)
  • 4-(dimethoxyphosphinothioyloxy)benzonitrile
  • ai3-25675
  • BAY 34727
  • CYANOPHOS
  • CYAP
  • CYANOX
  • CYANOX(R)
CAS:
2636-26-2
MF:
C9H10NO3PS
MW:
243.22
EINECS:
220-130-3
Product Categories:
  • INSECTICIDE
Mol File:
2636-26-2.mol
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CYANOPHOS Chemical Properties

Melting point:
14-15°
Boiling point:
bp0.09 119-120° (dec)
Density 
1.255-1.265 g/cm3(Temp: 25 °C)
vapor pressure 
1.05 x 10-1 Pa (20 °C)
refractive index 
nD32.5 1.5404
Flash point:
>100 °C
storage temp. 
0-6°C
Water Solubility 
46 mg l-1 (30 °C)
form 
liquid
Specific Gravity
1.255~1.265
Merck 
13,2283
BRN 
2695901
EPA Substance Registry System
Cyanophos (2636-26-2)
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
21/22-50/53
Safety Statements 
36/37-60-61
RIDADR 
3018
WGK Germany 
3
RTECS 
TF7600000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29269090
Hazardous Substances Data
2636-26-2(Hazardous Substances Data)
Toxicity
LD50 in mice (mg/kg): 1000 orally; 880 i.p. (Yamamoto)
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CYANOPHOS Usage And Synthesis

Description

Cyanophos is an amber liquid, decomposes at 119–120 ?C, vp 105 mPa (20 ?C). Solubility in water is 46 mg/L (30 ?C). It is soluble in most organic solvents. Log Kow = 2.65. Cyanophos is effective in controlling a variety of insect pests including rice stem borers. Major formulation types are dustable powder, emulsifiable concentrate, wettable powder, and ultra low volume liquid.

Chemical Properties

Cyanophos is a yellow to reddish-yellow or amber liquid.

Uses

Cyanophos is used to control a number of chewing and sucking pests in cotton, fruit and vegetables and public health pests.

Uses

Cyanophos is a cholinesterase inhibitor used as an insecticide and avicide.

Uses

Insecticide.

Definition

ChEBI: Cyanophos is an organothiophosphate insecticide and an organic thiophosphate. It has a role as an agrochemical and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is functionally related to a 4-cyanophenol.

General Description

Yellow to reddish-yellow transparent liquid. Used as an insecticide against rice stem borers and house flies. Not registered as a pesticide in the U.S.

Reactivity Profile

Organophosphates, such as CYANOPHOS, 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

CYANOPHOS is an organophosphorus insecticide. It is a cholinesterase inhibitor. Death may occur after a massive oral dose; with smaller accidental doses, onset of illness may be delayed.

Health Hazard

Exhibits acute, delayed, and chronic poisoning; highly toxic cholinesterase inhibitor;ingestion of small doses or skin absorption may produce delayed effects; massiveoral dose can be fatal; toxic symptomsinclude headache, dizziness, blurred vision,pinpoint pupils, vomiting, abdominal painand seizures; respiratory symptoms includeshortness of breath, respiratory depression,and respiratory paralysis.
LD50 oral (rat): 18 mg/kg.

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. Unstable. Rapidly decomposes under alkaline conditions and upon exposure to light.

Potential Exposure

A potential danger to those involved in the manufacture, formulation, and application of this insecticide which is used against rice stem borers and house flies. It is not registered as a pesticide in the United States. Incompatibilities: Alkaline materials and exposure to light can cause rapid decomposition. Contact with oxidizers may cause the release of phosphorous oxides. Contact with strong reducing agents, such as hydrides, may cause the formation of flammable and toxic phosphine gas.

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 thischemical has been inhaled, remove from exposure, beginrescue breathing (using universal precautions, includingresuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Effects may be delayed; keep victim under observation

Metabolic pathway

The metabolism of cyanophos in plants and mammals is similar with deactivation via demethylation to desmethylcyanophos being important routes in both systems. Activation via oxidative desulfuration to cyanophos oxon, which is itself demethylated, also occurs in both plants and mammals. 4-Cyanophenol is an important metabolite which probably occurs principally by hydrolysis of the oxon in plants but in mammals is produced by oxidative dearylation of cyanophos also. In mammals it is conjugated as the sulfate ester as a major liver and urinary metabolite but conjugates of 4-cyanophenol have not been reported in plants.

Metabolism

The main biodegradation pathways in mammals are demethylation and aryl ester bond cleavage; the liberated cyanophenol is excreted in the form of the sulfate ester, formed by conjugation. The metabolism in plants is similar to that in mammals except the cyanophenol conjugation.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Cyanophos is stable to storagefor 2 years or more under normal conditions. Prior to working with this chemical you should be trained on its properhandling and storage. Store in tightly closed containers in acool, well-ventilated area.

Shipping

UN3278 Organophosphorus compound, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Hazard Technical Name Required, Potential Inhalation Hazard (Special Provision 5). UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Toxicity evaluation

It has a low mammalian toxicity: acute oral LD50 for rats is 710–730 mg/kg. Inhalation LC50 (4 h) for rats is >1500 mg/m3 air.

Degradation

The photodecomposition of [14C-cyano]cyanophos in acetone (a photosensitising solvent) irradiated by unfiltered UV light yielded cyanophos oxon (2), desmethylcyanophos oxon (3), 4-cyanophenol (4), 4-cyanobenzoic acid (5), 2-hydroxy-5-cyanobenzoic acid (6), CO2 and HCN. When cyanophos was exposed to sunlight in aqueous solution or as thin films on soil or silica gel TLC plates, which represent conditions more relevant to photolysis in the environment, only cyanophos oxon (2), desmethylcyanophos oxon (3) and 4-cyanophenol (4) were detected (Mikami et al., 1976) (Scheme 1).

Incompatibilities

A potential danger to those involved in the manufacture, formulation, and application of this insecticide which is used against rice stem borers and house flies. It is not registered as a pesticide in the United States. Incompatibilities: Alkaline materials and exposure to light can cause rapid decomposition. Contact with oxidizers may cause the release of phosphorous oxides. Contact with strong reducing agents, such as hydrides, may cause the formation of flammable and toxic phosphine gas.

Waste Disposal

In accordance with 40CFR165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by fol- lowing package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

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