HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrachlorvinphos
ROL · CVMP · ipo8 · Rabon · Ravap · Appex · Rabond · Vinfos
Identifiers & Physical Properties
| CAS No. | 22248-79-9 |
|---|---|
| Molecular formula | C10H9Cl4O4P |
| Average molar mass | 366 g/mol |
| Monoisotopic mass | 363.89925612 g/mol |
| SMILES | COP(=O)(OC)O/C(=C\Cl)c1cc(Cl)c(Cl)cc1Cl |
| InChIKey | UBCKGWBNUIFUST-YHYXMXQVSA-N |
| PubChem CID | 5284462 |
| ChEMBL | CHEMBL1452359 |
| ChEBI | CHEBI:35005 |
| EC No. | 213-506-3 |
| DTXSID | DTXSID1032648 |
Chemical & Physical Properties
| XLogP | 3.5 |
|---|---|
| Topological polar surface area | 44.8 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 5 |
| Heavy atoms | 19 |
| Formal charge | 0 |
| Complexity | 371 |
| Pesticides | InsecticidesActive substance -> EU Pesticides database: Not approvedPesticides -> Organophosphate InsecticidesPesticide (Tetrachlorvinphos) -> USDA PDB |
| LogP (partition coefficient) | log Kow = 3.53 |
| Odor | ... Mild chemical odor. /Gardona/ |
| Density | Bulk density 50-55 lb/cu ft1.520±0.06 g/cm3(Predicted) |
| Color/Form | Tan to brown crystalline solidPowderOff-white crystalline solid |
| Solubility | less than 1 mg/mL at 73 °F (NTP, 1992)SOLUBILITY IS LOW IN HYDROCARBON SOLVENTSTECHNICAL RABON NOT LESS THAN 94% BY WT ACTIVE INGREDIENT. /TECHNICAL PRODUCT/Solubility in acetone <200, dichloromethane 400, xylene <150 (all in g/kg, 20 °C)Partially soluble in chloroformLimited solubility in most aromatic hydrocarbons.In water, 11 mg/L at 20 °CAcetonitrile (Slightly), Methanol (Slightly)11mg l-1（20°C） |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen chloride and phosphorous oxides/. |
| Melting point | 203 to 207 °F (NTP, 1992)97-98 °CMelting point = 94-97 °C97-98 °C(lit.) |
| Vapor pressure | 4.2e-08 mmHg at 68 °F (NTP, 1992)0.00000004 [mmHg]4.20X10-8 mm Hg at 20 °C6.0×10-6 Pa (20 °C) |
| Physical Description | Tetrachlorvinphos appears as colorless crystals or white powder. Somewhat corrosive. (NTP, 1992)Colorless or off-white solid with a mild chemical odor[HSDB] |
| Stability/Shelf Life | STABLE TO LESS THAN 100 °CSLOWLY HYDROLYZED IN WATER, 50% LOSS OCCURRING @ 50 °C IN 1300 HR @ PH 3, IN 1060 HR @ PH 7, IN 80 HR @ PH 10.5 /TECHNICAL PRODUCT/Hydrolyzes in an alkaline environment, & is slowly hydrolyzed in acid & neutral environments. |
| Collision Cross Section | 177.9 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID1032648] |
| Boiling point | 399.5±42.0 °C(Predicted) |
| Storage conditions | 0-6°C |
| Physical state | solid |
| Merck | 13,9267 |
| Henry's law constant | 5.5×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| Exposure limits | TLV-TWA: 0.5 mg/m3, Inhalable particulate matter |
| InChI | InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5- |
| InChIKey | UBCKGWBNUIFUST-YHYXMXQVSA-N |
| SMILES | P(OC)(OC)(O/C(/C1=CC(Cl)=C(Cl)C=C1Cl)=C\Cl)=O |
| CAS DataBase Reference | 22248-79-9(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | DM33MW89QU |
| Proposition 65 List | Tetrachlorvinphos |
| NIST Chemistry Reference | Tetrachlorvinphos(22248-79-9) |
| IARC | 2B (Vol. 30, Sup 7, 112) 2017 |
| EPA Substance Registry System | Tetrachlorvinphos (22248-79-9) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H302-H410 |
| GHS precautionary statements | P264-P270-P273-P301+P312-P391-P501 |
| Hazard symbols | Xn,N,F |
| Risk statements (R) | 21/22-50/53-36-20/21/22-11-22 |
| Safety statements (S) | 36-60-61-36/37-16 |
| UN transport number | UN 3077 9/PG 3 |
| Water hazard class (WGK) | WGK 3 |
| RTECS number | TB9100000 |
| Customs code | 29199000 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1 |
| Hazardous substances data | 22248-79-9(Hazardous Substances Data) |
| Toxicity | LD50 in male, female rats (mg/kg): 1100, 1125 orally (Gaines) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 1.3% (1 of 79) of reports.WarningH302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 79 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Hazard Traits - CarcinogenicityEnvironmental toxHazard Traits - Developmental ToxicityNeurotoxicityGardona is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)Tetrachlorvinphos is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)2002/2076Tetrachlorvinphos: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester, (Z)-: Environment tier I assessment |
| Fire hazards | Flash point data are not available for this chemicalhowever, it is probably combustible. (NTP, 1992) |
| Health hazards | SYMPTOMS: Symptoms of exposure to this material include increased perspiration, nausea, lachrymation, salivation, blurred vision, diarrhea, pulmonary edema, respiratory embarrassment and convulsions. |
| Hazards summary | May cause irritationA cholinesterase inhibitorEffects in high-dose animal studies include convulsions[MSDSonline] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. Causes allergic contact dermatitis (DSEN)TLV Basis = liver, kidney and thyroid effects[ACGIH TLVs and BEIs] |
| Reactive group | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Special Reports | USEPA/OPPTSReregistration Eligibility Decision (RED) Tetrachlorvinphos. EPA 738-R-95-041 159 pp. (September 1995). This document provides a thorough review of the scientific data underlying this pesticide's registration and fulfills the EPA's requirement to determine whether pesticides containing this active ingredient are eligible for reregistration before calling in data on products.USEPA Office of Pesticide ProgramsTolerance Reassessment Eligibility Decision and Reregistration Eligibility Decision Addenda for Tetrachlorvinphos Case No. 032 184 pp. (2006) describes additional actions taken by EPA on the basis of a review of common mechanisms for organophosphate pesticides.DHEW/NCIBioassay of Tetrachlorvinphos for Possible Carcinogenicity (1978) Technical Rpt Series No. 33 DHEW Pub No. (NIH) 78-833 |
| FIFRA requirements | Tolerances are established for residues of the insecticide tetrachlorvinphos (2-chloro-1-(2,4,5-trichlorophenyl) vinyl dimethyl phosphate) in or on the following food commodities: [Table#4789]Tetrachlorvinphos may be safely used in accordance with the following prescribed conditions: (i) It is used in the feed of beef, dairy cattle, and horse at a rate of 0.00015 pound (0.07 gram) and swine at the rate of 0.00011 pound (0.05 gram) per 100 pounds of body weight per day. (ii) It is used for control of fecal flies in manure of treated cattle, horse, and swine. (iii) To assure safe use of the pesticide, the label and labeling of the pesticide formulation shall conform to the label and labeling registered by the United States Environmental Protection Agency.The Agency has completed its assessment of the occupational and residential risks associated with the use of pesticides containing the active ingredient tetrachlorvinphos, as well as a dietary risk assessment that has not yet considered the cumulative effects of organophosphates as a class. Based on a review of these data and public comments on the Agency's assessments for the active ingredient tetrachlorvinphos, EPA has sufficient information on the human health effects of tetrachlorvinphos to make interim decisions as part of the tolerance reassessment process under FFDCA and reregistration under FIFRA, as amended by FQPA. The Agency has determined that tetrachlorvinphos is eligible for tolerance reassessment provided that: (i) current data gaps and additional data needs are addressed(ii) the risk mitigation measures outlined in this document are adopted, and label amendments are made to reflect these measuresand (iii) cumulative risks considered for the organophosphates support a final reregistration eligibility decision. Label changes are described in Section IV. Appendix B identifies the generic data requirements that the Agency reviewed and lists the submitted studies that the Agency found acceptable. Although the Agency has not yet considered cumulative risks for the organophosphates, the Agency is issuing this interim assessment now in order to identify risk reduction measures that are necessary to support the continued use of tetrachlorvinphos. Based on its current evaluation of tetrachlorvinphos alone, the Agency has determined that tetrachlorvinphos products, unless labeled and used as specified in this document, would present risks inconsistent with FIFRA and/or FQPA. Accordingly, should a registrant fail to implement any of the risk mitigation measures identified in this document, the Agency may take regulatory action to address the risk concerns from use of tetrachlorvinphos.As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Tetrachlorvinphos is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0321Pesticide type: insecticideRegistration Standard Date: 10/01/88Case Status: RED Approved 09/95OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.Active ingredient (AI): TetrachlorvinphosData Call-in (DCI) Date(s): 06/24/92AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI. |
| Reactivity Profile | TETRACHLORVINPHOS is slowly hydrolyzed in neutral and aqueous acidic media. Is rapidly hydrolyzed in alkaline media. |
| Air and Water Reactions | Insoluble in water. |
| Other Hazardous Reactions | A portion of even the most flammable materials is likely to be lost by vaporization. ... The smoke from an open fire used to destroy pesticides will contain some of the poison. Burning should be attempted only in an isolated place. Inhalation of smoke must be avoided. /Pesticides/ |
| Hazard Classes and Categories | Acute Tox. 4 (98.2%)Acute Tox. 4 (98.7%)Acute toxicity (Oral) - Category 4Serious eye damage/eye irritation - Category 2B |
| Fire fighting | Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| First aid | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Exposure control and personal protection | Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baselineButylcholinesterase activity in serum or plasma = 60% of individual's baselineSample at end of shift[TLVs and BEIs] |
| Storage conditions | ... Must be stored in its sealed original containers, in well-aired, fresh & dry storehouses or in shaded and possibly well-aired places. It is recommended that the product's temp ... not exceed 25-30 °C, and kept ... away from sources of heat, free flames or spark-generating equipment. Containers must be stacked in such a way as to permit free circulation of air ... at bottom and inside of piles. Storage areas must be located at suitable distance from inhabited buildings, animal shelters, and food storesmoreover, they must be inaccessible to unauthorized persons, children, and domestic animals. |
| Nonfire spill response | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Disposal methods | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.Tetrachlorvinphos stable < 100 °C can be slowly hydrolyzed in water with a 50% loss occurring @ 50 °C in 1300 hr at pH 3, in 1060 hr @ pH 7, in 80 hr @ pH 10.5. Recommendable method: Incineration. Peer review: Incineration @ high temp in a unit with effluent gas scrubbing is recommendable. (Peer-review conclusions of an IRPTC expert consultation (May 1985))Manufacturers or formulators of very large amounts of pesticides may find it advantageous to build incinerators adequate to destroy all organic pesticides and equipped with scrubbers to remove acid wastes. /Organic pesticides/ |
| Preventive Measures | Products Intended Primarily for Occupational Use: Application Restrictions: Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the area during application.Products Primarily for Occupational Use: Follow manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables, use detergent and hot water. Keep and wash PPE separately from other laundry.Products Primarily for Occupational Use: Users should wash hands before eating, drinking, chewing gum, using tobacco, or using the toilet.Products Primarily for Occupational Use: Users should remove clothing immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing.For more Preventive Measures (Complete) data for TETRACHLORVINPHOS (13 total), please visit the HSDB record page. |
| Allowable Tolerances | Tolerances are established for residues of the insecticide tetrachlorvinphos (2-chloro-1-(2,4,5-trichlorophenyl) vinyl dimethyl phosphate) in or on the following food commodities: [Table#4788]Tetrachlorvinphos may be safely used in accordance with the following prescribed conditions: (i) It is used in the feed of beef, dairy cattle, and horse at a rate of 0.00015 pound (0.07 gram) and swine at the rate of 0.00011 pound (0.05 gram) per 100 pounds of body weight per day. (ii) It is used for control of fecal flies in manure of treated cattle, horse, and swine. (iii) To assure safe use of the pesticide, the label and labeling of the pesticide formulation shall conform to the label and labeling registered by the United States Environmental Protection Agency. |
| Threshold Limit Values (TLV) | 0.5 [mg/m3], inhalable particulate matter |
| Personal Protective Equipment (PPE) | MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.Worker risks are of concern with the maximum level of protection for mixers, loaders, and applicators in poultry egg production operations applying wettable powder formulations with a low-pressure handwand and paint-on application of the EC formulation. ... The following mitigation measures are required: Restrict the use of low pressure handwands for wettable powder (WP) applications to spot treatment in poultry facilities and require double layer clothing, gloves, and dust/mist respirator for mixers, loaders, and applicators engaging in low pressure handwand activities using the WP formulations in egg and broiler facilities. ... Double layer clothing, gloves, and dust/mist respirator for mixers, loaders, and applicators using dusting equipment to apply WP formulation as dusts. Double layer clothing, gloves, and dust/mist respirator for mixers, loaders, and applicators engaging in paint-on activities using WP formulations.In addition, worker risks exceeded the /EPA's/ level of concern with baseline PPE for handlers engaging in backpack, dusting, groundboom, and low pressure handwand activities. The following mitigation measures are required: ... Double layer clothing and gloves for workers when handling backrubber devices. Single layer and gloves for loaders and others handling dust bags.. Single layer clothing and gloves for mixers, loaders, and applicators engaging in groundboom activities using the EC and WP formulations. Single layer clothing and gloves for mixers, loaders, and applicators engaging in low pressure handwand activities using the EC formulations in poultry facilities. Single layer clothing and gloves for mixers, loaders, and applicators engaging in backpack spraying activities. Single layer clothing and gloves for workers when handling ear tags, mineral blocks, and pellets (oral larvicide feed-through products). |
| Other Standards Regulations and Guidelines | In 1977, the USSR established ... that occupational exposure to tetrachlorvinphos not exceed 1 mg/cu m in workplace air. |
| Interactions | ... Tetrachlorvinphos was ... monodealkylated by ... glutathione alkyl transferase. ... in mice ... pretreatment with diethyl maleate & methyl iodide, which reduce liver glutathione levels, potentiated toxicity of organophosphorus insecticides that are demethylated by glutathione transferase.The effect of tetrachlorvinphos (TCVP) on liver procaine esterase (PROCase) and procaine toxicity was studied in rats. A single oral dose of 500 mg/kg of TCVP caused a remarkable decrease in PROCase (40% of control) 24 hr later and increased the mortality after injection of procaine (250 mg/kg, ip) from 54 to 87%. Conversely, PROCase was elevated to 140% of the control and mortality decreased from 54 to 25% on day 3. With repeated administration of TCVP (500 mg/kg/day) for 5 days, the PROCase activity that was inhibited on day 1 was gradually restored to normal levels by 5 days and the mortality altered to 25%. The inducible effect on PROCase was examined using desmethyl tetrachlorvinphos, a metabolite of TCVP without inhibitory effect on the enzymePROCase activity was enhanced to 1.6-fold of the control and procaine concentration in the brain was reduced to 30% of the control, accompanied with no death of rats after procaine injection. Electrophoresis of the solubilized liver microsomal fraction confirmed the inducible effect of TCVP on PROCasemicrosomal protein from the TCVP-treated rate was more deeply stained than that from the control, and the PROCase activity of 2 anodic bands increased in the TCVP-treated microsomes. Thus, TCVP has a dual action on PROCase, inducible and inhibitory, and the direct inhibitory effect of TCVP might mask the increased amt of the enzyme induced by repeated administration of TCVP. The dual effect of TCVP on PROCase would cause the change in procaine toxicity. |
| Ecotoxicity values | LD50 Anas platyrhynchos (Mallard duck) oral much greater than 2000 mg/kg /technical product/LC50 Colinus virginianus (northern bobwhite) diet >5000 ppm for 8 daysLD50 Phasianus colchicus (Pheasant) oral /> or =/ 2000 mg/kg /technical product/LC50 Cyanocitta cristata (Blue jay, juvenile) diet 995 ppm for 8 days (95% confidence interval: 870-1140 ppm)For more Ecotoxicity Values (Complete) data for TETRACHLORVINPHOS (18 total), please visit the HSDB record page. |
| Environmental fate | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,000(SRC), determined from a log Kow of 3.53(2) and a regression-derived equation(3), indicates that tetrachlorvinphos is expected to have low mobility in soil(SRC). Volatilization of tetrachlorvinphos from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 4.2X10-8 mm Hg(4), and water solubility, 11 mg/L(5). Tetrachlorvinphos is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). A biodegradation half-life of <8 days in soil(6) suggest that biodegradation may be an important fate process in soil(SRC).TERRESTRIAL FATE: The half-life of tetrachlorvinphos in soil has been reported to range from approximately 15-22 days(1). When tetrachlorvinphos granules were applied at 1.5 kg/ha, residues persisted for 60 days(2). Within 7 days of application residues were detected to a depth of 22.5 cm(2). In another study, when tetrachlorvinphos was sprayed on peas, small amounts of the insecticide penetrated to 15 cm depth(3). The transformation rate of tetrachlorvinphos in four soils at 15 °C was determined from the residue remaining after 30 days of incubation in the laboratory in subdued daylight(4). The rates are approximately first order, corresponding to half-lives (soil, half-life): of medium loam (pH 8.0, water content 19% on dry weight), 9 daysclay loam (pH 8.0, water content 20% on dry weight), 6 dayssandy loam (pH 7.9, water content 16% on dry weight), 6 dayspeat (pH 6.4, water content 100% on dry weight), 11 days, respectively(4,5). The degradation rate was greater than would be expected on the basis of in vitro hydrolysis studies, and the reaction in soil is probably mostly microbial(6). Taking into account the adsorption and transformation rates, there should be negligible leaching of tetrachlorvinphos from the root zone(5).TERRESTRIAL FATE: Granules of tetrachlorvinphos were applied to soil (sandy loam illite clay, pH 8.2, organic carbon 0.32%) in bands at 1.5 kg/ha in a field study. The compound was applied in September and rainfall was 7, 12, 0, 4, 32, and 0 mm in Sept, Oct, Nov, Dec, Jan, and Feb, respectively. Residues of tetrachlorvinphos reached beyond the 15 cm depth. Tetrachlovinphos concentrations in the 1-15 cm layer were 5.0, 3.5, 2.5, 1.25, 0.3, and not detected after 0, 7, 15, 30, 45, and 60 days respectively(1). Concentrations in the 15-30 cm layer were 0.55, 0.50, 0.30, and not detected after 7, 15, 30, and 45 days respectively(1). A field half-life of 14 days was calculated(1).TERRESTRIAL FATE: After application to soil, the initial degradation product is 2,4,5-trichlorophenacyl chlorideafter 30 days, the major metabolites are 1-(2',4',5'-trichlorophenyl)ethan-1-ol, 1-(2',4',5'-trichlorophenyl)-2-chloroethan-1-ol, and 2,4,5-trichloroacetophenone(1). The main metabolites in soil are also plant metabolites and therefore plants would not be exposed to residues in the soil that were not also present in the crops as a result of foliar application(2). In laboratory studies there was no evidence of isomerization(2). However, since the pesticide was mixed into the soil, there was no opportunity for photochemical reactions as would be possible under field conditions when tetrachlorvinphos is applied to the soil surface(2).For more Environmental Fate (Complete) data for TETRACHLORVINPHOS (6 total), please visit the HSDB record page. |
| Food survey values | In a 1992-1993 FDA statistically-based study, tetrachlorvinphos was not found in domestic (n=710) and imported (n=949) pears or domestic (n=1,219) and imported (n=144) tomatoes at a 0.03 ppm level of quantitation(1). In a 10-year FDA study of ready-to-eat foods (230 food items, 17,050 samples), tetrachlorvinphos was only found in 1 sample of raw peaches at 0.0050 ppm(2). No tetrachlorvinphos (detection limit 2.0 ppm) was found on 6,970 samples of produce surveyed between 1989 and 1991(3). Of 19,851 samples of domestic and imported food and feed surveyed by the FDA Los Angeles District Laboratory between 1981 and 1986, only two contained tetrachlorvinphos, one in the range 0.05-0.1 ppm and the other in the range 0.1-0.5 ppm(4).Tetrachlorvinphos residues were found in FDA's Total Adult Diet Study (3744 samples) in FY83-86(1). The number of positive samples was not reported, indicating an incidence level of <2%(1). During FDA's regulatory monitoring of domestic and imported adult food eaten by infants and children between FY85 and FY91 (>10,000 surveillance samples), tetrachlorvinphos was only found in 2 of 2,464 samples of domestic apples with a maximum residue 0.26 ppma trace was found in 1 of 351 samples of imported apple juice(2). Tetrachlorvinphos was not detected in any of the 27 market baskets of infant and adult foods eaten by infants and children during this time period(2). |
| Adverse effects | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| Milk Concentrations | EXPERIMENTAL: No residues of tetrachlorvinphos or 2,4,5-tetrachloroacetophenone, a metabolite, were detected in milk of a cow given dietary concns of 5 mg/kg of tetrachlorvinphos(1). |
| Average Daily Intake | The average daily intake of tetrachlorvinphos in the US from 1989-1991 was estimated as <0.0001 ug/kg body weight/day, based on an FDA Total Diet Study(1). |
| Ecotoxicity excerpts | /BIRDS and MAMMALS/ Pheasants showed convulsions, tremors and prostration during 2nd and 3rd day following treatment. /Oraltechnical product//BIRDS and MAMMALS/ The /EPA/ relied on studies using three avian test species. From its review of these data, the Agency concludes that tetrachlorvinphos is practically non-toxic to birds. Mallard duck LD50 >2000 mg/kgring-necked pheasant LD50 >2000 mg/kg. and chukar LD50 >2000 mg/kg /From table/. On a subacute dietary basis, tetrachlorvinphos is practically nontoxic to birds. Two studies, one on the mallard duck and one on the bobwhite quail produced LC50s > 5000 ppm./AQUATIC SPECIES/ The results of the two 96-hour acute toxicity studies indicate that tetrachlorvinphos is highly toxic to both cold- and warmwater fish. (Test material 94% a.iBluegill sunfish 96 hr LC50 of 0.53 ppm and Channel catfish 96 hr LC50 of 0.53 ppm). Formulated product testing on fish has been required because the LC values of the technical pesticide is less than the 50 EEC in the aquatic environment. The results of the 96-hour acute toxicity study with rainbow trout as the test species and with a 75% formulated product (LC50 of 0.43 ppm) indicate that tetrachlorvinphos is highly toxic to freshwater fish/AQUATIC SPECIES/ The chronic effect of an exposure to a sublethal concentration of commercial formulation of 4 organophosphorus insecticides such as ..., gardona (tetrachlorvinphos) ... on midvitellogenic ovaries of Mystus vittatus was investigated using several histological and histochemical techniques. The loss of stage II and III oocytes accompanied by a significant decline in gonadosomatic index was recorded. The vitellogenesis in treated fishes was ceased as the oocytes did not advance to further stages as evidence by the absence of lipid yolks and the lack of a PAS positive follicular layer. The RNA content of remaining stage I oocytes of exposed fishes resembled that of the stage I oocytes of the control fishes. The absence of delta 5-3 beta-hydroxysteroid dehydrogenase suggested the lack of steroidogenesis. Reduced glucose-6-phosphate dehydrogenase activity was also observed.For more Ecotoxicity Excerpts (Complete) data for TETRACHLORVINPHOS (7 total), please visit the HSDB record page. |
| Plant Concentrations | Tetrachlorvinphos readily degrades on plants under laboratory and field conditions(3). When tetrachlorvinphos was sprayed on peas, 62-94% was found in the upper parts of the plants and 5-24% on the bottom parts of the plants(1). Its initial half-life on apple foliage, cabbage, and rice was 1 day(2). Under conditions in the U.K., the initial half-lives were 2 days on cabbage and 7 days on potato foliage(3). On apple foliage and fruit, the major breakdown products are conjugates of 1-(2,4,5)-trichlorophenyl)ethan-1-ol with sugars, other than beta-D-glucose(2). |
| Animal Concentrations | No residues of tetrachlorvinphos or 2,4,5-tetrachloroacetophenone, a metabolite, were detected in tissue of a cow given dietary concns of 5 mg/kg of tetrachlorvinphos(1). The USDA reported in 1980 that tetrachlorvinphos was not present in 9 samples of liver and 1 sample of fat from food-producing animals(1). In chickens that were fed tetrachlorvinphos for 52 weeks, tetrachlorvinphos could not be detected (<0.02 ppm) in the eggs and were only infrequently found in the meat (maximum 0.07 ppm)(2). |
| Acute Toxicity Link | Chemical: TETRACHLORVINPHOS |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. /Tetrachlorvinphos (961-11-5)/ [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=961-11-5] |
| State drinking water guidelines | (FL) FLORIDA 1.5 ug/L |
| Water hazard class (WGK) | WGK 3 |
| RTECS number | TB9100000 |
| UN transport number | UN 3077 9/PG 3 |
| Customs code | 29199000 |
| Toxicity | LD50 in male, female rats (mg/kg): 1100, 1125 orally (Gaines) |
| Risk statements (R) | 21/22-50/53-36-20/21/22-11-22 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | Xn,N,F |
| Safety statements (S) | 36-60-61-36/37-16 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H410 |
| Hazard class | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1 |
| GHS precautionary statements | P264-P270-P273-P301+P312-P391-P501 |
| Hazardous substances data | 22248-79-9(Hazardous Substances Data) |
Applications & Uses
Description
Tetrachlorvinphos was initially registered for use in the United States in 1966 for use on various food crops, livestock, and pet animals, and in around buildings. Its use on food crops were voluntarily canceled in the United States in 1987; however, it is used on food crops in developing countries. Tetrachlorvinphos is sold under the trade names Rabon and Gardona.
Uses
Insecticide.
Uses
Tetrachlorvinphos is used to control lepidopterous and dipterous larvae in fruit and lepidopterous larvae in cotton, maize, rice, tobacco and vegetables. It is also used against nuisance flies in animal houses, animal ectoparasites and stored product pests.
Uses
Tetrachlorvinphos is commonly used as a feed additive to control flies in livestock and as dusts, sprays, dips, and collar ingredient to control ticks and fleas on domestic pets. It is extensively used in poultry. In horses, its formulations are commonly used as a feed additive (feed-through tetrachlorvinphos) larvicide. In addition, tetrachlorvinphos is also used in the control of public health pests, manure flies associated with livestock, and poultry as a feed additive.