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ChemicalBook--->CAS DataBase List--->62-73-7

62-73-7

62-73-7 Structure

62-73-7 Structure
IdentificationBack Directory
[Name]

Dichlorvos
[CAS]

62-73-7
[Synonyms]

OKO
Nuva
Mafu
DDVP
DDVF
Task
UDVF
Tenac
NUVAN
PIRAN
Nogos
oms14
Herka
Herkal
Herkol
Lindan
Fecama
Fekama
OMS 14
nuvan7
nogosg
Marvex
Mopari
Nerkol
VAPONA
OKO(R)
CHARGE
AMIDOS
Atgard
Benfos
Cypona
Algard
Apavap
sd1750
Unifos
tap9vp
XLP 30
sd-1750
TAP 9VP
Phosvit
SD 1750
atgardc
atgardv
Delevap
Dethlac
Devikol
Bibesol
MAFU(R)
DDVP(R)
DEDEVAP
Divipan
DDVF(R)
Cekusan
No-pest
Novotox
Nogos G
nogos50
Nuvan 7
Fly-die
Equigel
Deriban
Duravos
ent20738
Equigand
Equigard
Duo-kill
Derriban
Estrosel
Estrosol
Nogos 50
nsc-6738
Nefrafos
NUVAN(R)
NOGOS(R)
astrobot
canogard
Brevinyl
Atgard C
Atgard V
verdisol
Tetravos
vaporaii
Verdican
Verdipor
Vaponite
AQUAGARD
DICLORVOS
Vapora II
Vinylofos
Task tabs
BAY-19149
dichlofos
HERKOL(R)
NERKOL(R)
VAPONA(R)
Krecalvin
mafustrip
nogos50ec
Panaplate
Equiguard
ENT-20738
Derribante
flyfighter
Lindanmafu
nuvan100ec
Mafu strip
NCI-C00113
DICHLORVOS
Dichlorman
DEDEVAP(R)
Dichloorvo
Dichlorfos
denkavepon
Szklarniak
Vinylophos
Winylophos
unifos50ec
NUVAN500EC
DICLORPHOS
ddvp (jmaf)
brevinyle50
DICHLOROVOS
BAYER 19149
Nogos 50 EC
insectigasd
Fly fighter
Dichlorovas
Dichlorphos
dichlorvos0
Dichlorophos
Insectigas D
no-peststrip
Nuvan 100 EC
Chlorvinphos
Unifos 50 EC
Brevinyl E-50
DICHLORVOS D6
No-pest strip
Dichlorvos,DDV
vaponainsecticide
DDVP (dichlorvos)
Nuvan top aerosol
Dichlorvos (DDVP)
ddvp(insecticide)
dichlorfos(polish)
DDVP (insecticide)
Unifos (pesticide)
Vapona Insecticide
dichlorvos solution
Dichlorvos Standard
ddvp(asimpurityonly
DICHLORVOS TECHNICAL
DICHLORVOS, 1GM, NEAT
Dichlorovos E.C.(50%)
Dichlorovos E.C.(80%)
Dichlorphos-methoxyl-D6
dichlorvosmixture,[dry]
DICHLORVOS (DIMETHYL-D6)
DICHLORVOS-D6 (DIMETHYL-D6)
Dichlorvos Solution, 100ppm
Dichlorvos 250mg [62-73-7]
dichlorvos (bsi,iso,ban,esa)
DICHLOROVOS SOLUTION 100NG/MYL
dimethyldichlorovinylphosphate
DIMETHYL-DICHLOR-VINYLPHOSPHATE
Dimethyl dichlorovinyl phosphate
Dichlorvos standard in chloroforM
dimethyl2,2-dichlorovinylphosphate
o,o-dimethyldichlorovinylphosphate
(2,2-Dichloro-vinil)dimetil-fosfate
(2,2-dichloro-vinil)dimetil-fosfato
2,2-Dimethyldichlorovinyl phosphate
2,2-dichloro-ethenodimethylphosphate
2,2-dichloroethenyldimethylphosphate
(2,2-Dichlorovinyl)-dimethyl-fosfate
2,2-DICHLOROVINYL DIMETHYL PHOSPHATE
O,O-Dimethyl dichlorovinyl phosphate
dimethyl2,2-dichloroethenylphosphate
2,2-DICHLOROVINYLDIMETHYLPHOSPHORATE
Phosphate, 2-2-dichlorovinyl dimethyl
(2,2-Dichlor-vinyl)-dimethyl-phosphat
(2,2-dichloor-vinyl)-dimethyl-fosfaat
(2,2-dichloor-vinyl)-dimethyl-phosphat
2,2-Dichloroethenyl dimethyl phosphate
Dimethyl 2,2-dichloroethenyl phosphate
o,o-dimethyl2,2-dichlorovinylphosphate
ethenol,2,2-dichloro-,dimethylphosphate
2,2-dichlorovinyl-o,o-dimethylphosphate
o,o-dwumetylo-o-dwuchlorowinylofosforan
DICHLORVOS PESTANAL (2,2-DICHLORO- VINYL
Dichlorvos (dimethyl-d6) 0.01g [62-73-7]
2,2-dichloro-vinylalcohodimethylphosphate
o-(2,2-dichlorvinyl)-o,o-dimethylphosphat
O-(2,2-Dichlorvinyl)-O,O-dimethylphosphate
Ethenol, 2,2-dichloro-, dimethyl phosphate
phosphatededimethyleetde2,2-dichlorovinyle
O,O-DIMETHYL-o-(2,2-dechlorovinly)phosphate
O,O-Dimethyl-O-(2,2-dichlor-vinyl)-phosphat
O O-DIMETHYL-O-(2,2-DICHLOROVINYL)PHOSPHATE
2,2-dichlorovinyldimethylphosphoricacidester
O-(2,2-Dichlorovinyl) O,O-dimethyl phosphate
phosphoricacid2,2-dichlorovinyldimethylester
phosphoricacid,2,2-dichlorovinyldimethylester
2,2-dichloroethenylphosphoricaciddimethylester
Phosphate de dimethyle et de 2,2-dichlorovinyle
Vinyl alcohol, 2,2-dichloro-, dimethyl phosphate
Phosphoric acid, 2,2-dichlorovinyl dimethyl ester
phosphatededimethyleetde2,2-dichlorovinyle(french)
PHOSPHORIC ACID, 2,2-DICHLOROETHENYL DIMETHYL ESTER
dichlorvos (ISO) 2,2-dichlorovinyl dimethyl phosphate
Phosphoricacid,esters,2,2-dichloroethenyldimethylester
Dichlorvos (150 mg) (2,2-dichlorovinyl dimethyl phosphate) (AS)
[EINECS(EC#)]

200-547-7
[Molecular Formula]

C4H7Cl2O4P
[MDL Number]

MFCD00209708
[MOL File]

62-73-7.mol
[Molecular Weight]

220.98
Chemical PropertiesBack Directory
[Appearance]

Dichlorvos is a colorless to amber liquid with a mild aromatic odor.
[Melting point ]

-60°C
[Boiling point ]

140°C
[density ]

1.415
[vapor pressure ]

1.2 x 10-2 mmHg at 20 °C (quoted, Windholz et al., 1983:Kawamoto and Urano, 1989)5.27 x 10-2 mmHg at 25 °C (gas saturation method-GC, Kim et al., 1984)
[refractive index ]

nD25 1.451
[Fp ]

100 °C
[storage temp. ]

0-6°C
[solubility ]

Miscible with alcohol and most nonpolar solvents (Windholz et al., 1983)
[form ]

neat
[Water Solubility ]

Slightly soluble. 1 g/100 mL
[Merck ]

13,3105
[BRN ]

1709141
[Henry's Law Constant]

3.38 at 10.00 °C, 3.62 at 11.00 °C, 3.73 at 12.00 °C, 5.05 at 13.00 °C, 6.99 at 15.00 °C, 10.8 at 18.00 °C, 15.5 at 20.00 °C, 17.9 at 22.50 °C, 22.7 at 23.00 °C, 24.8 at 25.00 °C (dynamic equilibrium system-GC, Gautier et al., 2003)
[Exposure limits]

NIOSH REL: TWA 1 mg/m3, IDLH 100 mg/m3; OSHA PEL: TWA 1 ppm; ACGIH TLV: TWA 0.1 ppm.
[Contact allergens]

Cases of sensitization to this organophosphorus compound with several commercial names (Benfos, Brevinyl, Chlorvinphos, DDVP, Equigard, Fly fghte, Nogos, and Unifos) were occupationally seen in chry- santhem growers, horticulturists, technicians, and in a chemist.
[IARC]

2B (Vol. Sup 7, 53) 1991
[NIST Chemistry Reference]

Dimethyl-2,2-dichlorovinyl phosphate(62-73-7)
[EPA Substance Registry System]

Phosphoric acid, 2,2-dichloroethenyl dimethyl ester(62-73-7)
Hazard InformationBack Directory
[Chemical Properties]

Colorless to Pale Yellow Oil
[Chemical Properties]

Dichlorvos occurs as an oily colorless to amber liquid with slight solubility in water. It has an aromatic chemical odor. Dichlorvos is used as an agricultural insecticide for the control of crop pests, such as fl ies, aphids, spider mites, caterpillars, and thrips, and also pests in store grains, and parasitic worms in animals, in fl ea collars for dogs. Occupational workers and the general public can be exposed to dichlorvos while working with the manufacture, formulation, and application on agricultural crops, and when used as a fumigant, and as pest strips. Human exposures also occur through food contamination.
[Uses]

anesthetic
[Uses]

Cholinesterase inhibitor. Anthelmintic, insecticide.
[Definition]

ChEBI: An alkenyl phosphate that is the 2,2-dichloroethenyl ester of dimethyl phosphate.
[General Description]

An aromatic colorless to amber liquid absorbed in a dry carrier. Denser than water and slightly soluble in water. Toxic by inhalation, skin absorption, absorption, or ingestion. Flash point 175°F or higher. When heated to high temperatures may emit toxic chloride fumes and phosgene gas. Used as a pesticide.
[Air & Water Reactions]

Slightly soluble in water.
[Reactivity Profile]

DICHLORVOS MIXTURE is incompatible with strong acids and bases. Dichlorvos is slowly hydrolyzed in acidic media and rapidly hydrolyzed by alkalis. Dichlorvos is corrosive to iron and mild steel. . Organophosphates 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]

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
[Fire Hazard]

Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
[Health Hazard]

Exposures to dichlorvos through all routes, namely, oral, dermal, and respiratory, cause adverse effects to species of laboratory animals, such as rats, mice, and rabbits. The symptoms of poisoning include perspiration, nausea, salivation, vomiting, diarrhea, drowsiness, fatigue, headache, and in severe cases, tremors, ataxia, convulsions, and coma.
Humans exposed to dichlorvos show many symptoms of poisoning that include, but are not limited to, irritability, confusion, headache, speech diffi culties, sweating, blurred vision, drowsiness or insomnia, numbness, tingling sensations, incoordination, tremor, abdominal cramps, diffi culty in breathing or respiratory depression and slow heart beat, impaired memory concentration, disorientation, and severe depressions.
[Potential Exposure]

A potential danger to those involved in manufacture, formulation and application of this fumigant insecticide in household, public health and agricultural uses. Used as an insecticide and as an anthelminthic for swine and dogs.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Speed in removing material from skin is of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24 to 48 hours following overexposure
[Shipping]

UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
[Incompatibilities]

Contact with oxidizers may cause the release of phosphorous oxides. Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrideds and active metals. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides Corrosive to iron, mild steel, some forms of plastics, rubber, and coatings
[Waste Disposal]

50% hydrolysis is obtained in pure water in 25 minutes @ 70_x0003_°C and in 61.5 days @ 20C. A buffered solution yields 50% hydrolysis (37.5°C) in 301 minutes at pH 8, 462 minutes at pH 7, 620 minutes at pH 5.4. Hydrolysis yields no toxic residues. Incineration in a furnace equipped with an afterburner and alkaline scrubber is recommended as is alkaline hydrolysis followed by soil burial. 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.
[Physical properties]

Colorless to yellow liquid with a mild aromatic odor
[Brand name]

Atgard (Boehringer Ingelheim Animal Health); Equigard (Boehringer Ingelheim Animal Health); Equigel (Boehringer Ingelheim Animal Health); TASK Tabs (Boehringer Ingelheim Animal Health).
[Agricultural Uses]

Insecticide, Acaricide, Nematicide: Dichlorvos is used for insect control in food-storage areas, green-houses, and barns, and control of insects on livestock. It is not generally used on outdoor crops. Dichlorvos is sometimes used for insect control in workplaces and in the home. Dichlorvos used in pest control is diluted with other chemicals and used as a spray. It can also be incorporated into plastic that slowly releases the chemical. Veterinarians use it to control parasites on pets. Dichlorvos is effective against mushroom flies, aphids, spider mites, caterpillars, thrips, and white flies in greenhouse, outdoor fruit, and vegetable crops. It is used to treat a variety of parasitic worm infections in dogs, livestock, and humans. Dichlorvos can be fed to livestock to control botfly larvae in the manure. It acts against insects as both a contact and a stomach poison. It is used as a fumigant and has been used to make pet collars and pest strips. It is available as an aerosol and soluble concentrate. Not approved for use in EU countries. A U.S. EPA restricted Use Pesticide (RUP). Dichlorvos also exists as a breakdown product.
[Trade name]

ALCO® Dichlorvos; APAVAP®; ASTROBOT®; ATGARD®; BAY 19149®; BAYER 19149®; BENFOS®; BIBESOL®; BREVINYL®; BREVINYL E 50®; CANOGARD®; CEKUSAN®; CYPONA®; DEDEVAP®; DERRIBAN®; DERRIBANTE®; DES®; DEVIKOL®; DICLORCAL 50®; DIDIVANE; DIVIPAN®; DOOM®; DQUIGARD®; DUO-KILL®; DURAVOS®; ELASTREL®; EQUIGARD®[C]; EQUIGEL®[C]; ESTROSEL®; ESTROSOL®; FECAMA®; FEKAMA®; FLY-DIE®; FLY FIGHTER®; HERKOL®; INSECTIGAS D®; KRECALVIN®; LINDAN®; MAFU®; MARVEX®; MOPARI®; NEFRAFOS®; NERKOL®; NOGOS®; NOPEST®; NOVOTOX®; NUVA®; NUVAN®; OKO®; OMS 14®; PANAPLATE®; PHOSVIT®; PRENTOX®; SD 1750®; SUCHLOR®; SZKLARNIAK®; TAP 9VP®; TASK®; TENAC®; TETRAVOS®; UNIFOS (PESTICIDE)®; UNITOX®; VAPONA® et al. [C]; VAPONITE®; VERDICAN®; VERDIPOR®; VERDISOL®; VINYLOFOS®; VINYLOPHOS®; WINYLOPHOS®
[Veterinary Drugs and Treatments]

Dichlorvos is effective in swine against Ascaris, Trichuris, Ascarops strongylina and Oesophagostomum spp.
Dichlorvos as a “No Pest Strip” is used as an ectoparasiticide for small mammals. It is also used as a premise spray to keep fly populations controlled.
In horses, dichlorvos is labeled as being effective for the treatment and control of bots, pinworms, large and small bloodworms, and large roundworms, but no systemic equine products are currently being marketed in the USA.
Dichlorvos was available for use internally in dogs and cats for the treatment of roundworms and hookworms, but no products are currently being marketed since newer, safer and more effective anthelmintics have replaced dichlorvos.
[Carcinogenicity]

Two epidemiological studies reporting an association between exposure to dichlorvos resin strips and childhood cancer were reviewed by EPA and found to have biases and confounders that could explain the observed associations. Additional studies that correct for the control of potential biases and problems of exposure determination are needed before an association between dichlorvos and childhood cancer can be established.
[Environmental Fate]

Biological. When dichlorvos was incubated with sewage sludge for one week at 29°C, it was converted to dichloroethanol, dichloroacetic acid, ethyl dichloroacetate and an inorganic phosphate. In addition, dimethyl phosphate formed in the presence or absence of microorganisms (Lieberman and Alexander, 1983). Dichlorvos degraded fastest in nonsterile soils and decomposed faster in soils that were sterilized by gamma radiation than in soils that were sterilized by autoclaving. After one day of incubation, the percent of dichlorvos degradation that occurred in autoclaved, irradiated and nonsterile soils were 17, 88 and 99, respectively (Getzin and Rosefield, 1968).
Soil. In a silt loam and sandy loam, reported Rf values were 0.79 and 0.80, respectively (Sharma et al., 1986).
Plant. Metabolites identified in cotton leaves include dimethyl phosphate, phosphoric acid, methyl phosphate and O-demethyl dichlorvos (Bull and Ridgway, 1969).
Photolytic. Dichlorvos should not undergo direct photolysis since it does not absorb UV light at wavelengths >240 nm (Gore et al., 1971).
Chemical/Physical. Releases very toxic fumes of phosphorus oxides and chlorine when heated to decomposition (Sax and Lewis, 1987).
Slowly hydrolyzes in water and in acidic media but is more rapidly hydrolyzed under alkaline conditions to dimethyl hydrogen phosphate and dichloroacetaldehyde (Capel et al., 1988; Hartley and Kidd, 1987; Worthing and Hance, 1991). In the Rhine River (pH 7.4), the hydrolysis half-life of dichlorvos was 6 hours (Capel et al., 1988).
Atkinson and Carter (1984) estimated a half-life of 320 days for the reaction of dichlorvos with ozone in the atmosphere.
[Metabolic pathway]

The metabolism of dichlorvos has been extensively studied particularly in mammals. Dichlorvos is rapidly transformed in both environmental and biological situations via a hydrolytic mechanism to yield dimethyl phosphate and dichloroacetaldehyde which is further metabolised to 2,2-dichloroethanol or dechlorinated to glycolic acid. An additional important route in mammals involves demethylation catalysed by glutathione-S-methyl transferase to yield methylglutathione and desmethyldichlorvos.
[storage]

Store at -20°C
[Degradation]

Dichlorvos is slowly hydrolysed in water and in acidic media and rapidly hydrolysed by alkali to dichloroacetaldehyde (2) and dimethyl phosphate (3) (PM)
[Toxicity evaluation]

Acute oral LD50 for rats: ca. 50 mg /kg
Safety DataBack Directory
[Hazard Codes ]

T;N,N,T,T+,Xn,F
[Risk Statements ]

24/25-26-43-50-28-24-36-20/21/22-11
[Safety Statements ]

1/2-28-36/37-45-61-16
[RIDADR ]

2786
[WGK Germany ]

3
[RTECS ]

TC0350000
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[HS Code ]

29199000
[Safety Profile]

Confirmed carcinogen with carcinogenic and tumorigenic data. Poison by ingestion, inhalation, skin contact, subcutaneous, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Human mutation data reported. A cholinesterase inhibitor, it is used in flea (pest) collars for pets. No neurotoxicity has been observed. It is very rapidly metabolized and excreted. When heated to decomposition it emits very toxic fumes of Cl and POx. See also PARATHION.
[Hazardous Substances Data]

62-73-7(Hazardous Substances Data)
[Toxicity]

LD50 orally in male, female rats: 80, 56 mg/kg (Gaines)
[IDLA]

100 mg/m3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Methanol-->Sulfuric acid-->Toluene-->Benzene-->Chlorine-->Xylene-->EMULSIFIER-->Chloral-->Trichloroethylene-->White phosphorus-->SULPHOSUCCINIC ACID ESTER-->Trimethyl phosphite-->Trichlorfon-->2-Fluoro-5-iodotoluene
[Preparation Products]

Naled-->CALVINPHOS
Questions And AnswerBack Directory
[Description]

Dichlorvos is a famous organophosphate insecticide that widely used to control household pests, in public health, and protecting stored product from insects. The compound has been commercially available since 1961. It can be used for the treatment of mushroom flies, aphids, spiders, caterpillars, thrips and whiteflies in fruits and crops as well as many kinds of parasitic worm in dogs and livestock as well as human beings. Its primary target, like other kinds of organophosphate insecticide, is the acetylcholinesterase. Therefore, it blocks the normal function of the nervous systems of insects. However, its application has been under controversy due to its potential toxicity on human beings and animals. Exposure to it can cause multiple adverse reactions of respiratory, cardiovascular, eye, skin, and muscle, nervous and so on. It is also known that Dichlorvos is extremely toxic to fishes, being capable of impairing fish health through impairing normal metabolism and even leading to death.
[References]

Das, Suchismita. "A review of Dichlorvos toxicity in fish." Current World Environment 8.1(2013):143-149. Booth, Ed, and E. B. Jones. "Review of the in vitro and in vivo genotoxicity of dichlorvos. " Regulatory Toxicology & Pharmacology 49.3(2007):316. Ero?lu HE. "Toxic nuclear effects of the organophosphorus insecticide Dichlorvos (DDVP) in human peripheral blood lymphocytes." Acta Biologica Hungarica 60.4(2009):409-16.
Spectrum DetailBack Directory
[Spectrum Detail]

Dichlorvos(62-73-7)MS
Dichlorvos(62-73-7)1HNMR
Dichlorvos(62-73-7)13CNMR
Dichlorvos(62-73-7)IR1
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105-38-4 126-73-8 10049-21-5 7601-54-9 1405-53-4 107-06-2 1746-03-8 1719-58-0 124-70-9 75-78-5 624-49-7 78-40-0 75-35-4 813-78-5 55954-23-9