기본 정보
- 표준 SMILES
CC(Oc1ccc(Cl)cc1Cl)C(=O)O- InChIKey
MZHCENGPTKEIGP-UHFFFAOYSA-N- 분자식
- C9H8Cl2O3
- 평균 분자량
- 235.06 g/mol
- 단동위원소 질량
- 233.98504948
개요
Yellowish to colorless solid. Soluble in organic solvents. Used as an herbicide.
이름 및 식별자
- 우선 이름
- Dichlorprop
- IUPAC
- 2-(2,4-dichlorophenoxy)propanoic acid
- 현지명
- 디클로프롭
- 영어명
- Dichlorprop
- 분자식
- C9H8Cl2O3
- 분자량
- 235.06
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
120-36-5- PubChem CID
- 8427
- DTXSID
DTXSID0020440- ChEMBL
CHEMBL573221- ChEBI
CHEBI:75370- UNII
- J7YV2RKO6Q
- EC Number
- 204-390-5
- Nikkaji
- J3.254I
물성
구조 계산 물성
- XLogP
- 3.4
- 극성 표면적
- 46.5 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 210
실험 및 물리화학적 성질
Pesticides
Herbicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Herbicides, Chlorophenoxy
Pesticide (Dichlorprop) -> USDA PDB
Pesticide
LogP
log Kow = 3.43
3.43
3.43
Odor
ODORLESS
Faint phenolic odor
Density
1.42
Relative density (water = 1): 1.4
Color/Form
Colorless crystals
WHITE TO TAN, CRYSTALLINE SOLID
Solubility
Solubility in water 900 g acid equivalent/L at 20 °C /Dichlorprop-potassium/
Solubility in water, 660 g acid equivalent/L at 20 °C /Sodium salt/
Solubility in water, 740 g acid equivalent/L at 20 °C /Diethanolamine salt/
In acetone 595, isopropanol 510, benzene 85, toluene 69, xylene 51, kerosene 2.1 (all in g/L, 20 °C).
Chloroform 10.8, ether 82.1, ethanol more than 100 (all in g/100 g at 20 °C)
Heptane 0.5% wt/vol
Melting Point
117.5 °C
117-118 °C
물리화학적 성질
- 녹는점
- 110 · 110-112 °C(lit.)
- 끓는 점
- 335.78 °C · 335.78°C (rough estimate)
- 밀도
- 1.3965 · 1.3965 (rough estimate)
- 굴절률
- 1.5 · 1.5000 (estimate)
- 저장 조건
- 4 °C · APPROX 4°C
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 산도 계수 (pKa)
- 3.03 · 3.03±0.10(Predicted)
- 색상
- 미색부터 페일 베이지까지
- 수용성
- 829 mg/L · 829mg/L(25 ºC)
- Merck
- 14 · 14,3078
- BRN
- 2213812 · 2213812
- Henry's Law Constant
- 3.7 · 3.7×103 mol/(m3Pa) at 25℃, Mackay et al. (2006)
- 주요 응용
- 농업환경
- InChI
- InChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)
- InChIKey
- MZHCENGPTKEIGP-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C(OC1=CC=C(Cl)C=C1Cl)C
- NIST
- Alpha-(2,4-dichlorophenoxy)propionic acid(120-36-5)
- EPA
- Dichlorprop (120-36-5)
화학적 성질
2,4-DP is a combustible, colorless to yellowish to tan crystalline solid with a faint phenolic odor
안전 및 규제
GHS 분류
GHS Classification
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)
Danger
H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)
유해성 정보
Regulatory Information
T - indicates a substance that is the subject of a final TSCA section 4 test rule.
2002/2076
Dichlorprop: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary
Decomposed by heat or fire forming toxic and corrosive gases such as phosgene and hydrogen chloride; Can be absorbed through skin; No listed effects of short-term or long-term exposure; May contain carcinogenic impurities; [ICSC] Dichlorprop (racemic mixture) has been replaced commercially by Dichlorprop-p or 2,4-DP-p which contains only the herbicidally active R-isomer (15165-67-0); [HSDB] A skin irritant; May cause serious eye injury; [eChemPortal: ESIS] Chlorophenoxy herbicides are possible human carcinogens; [IARC] Not carcinogenic in rats at up to dietary levels that induce overt toxicity; Not teratogenic at the non-maternotoxic doses tested; No reproductive toxicity identified; [ToxPlanet:CPS&Q: IUCLID] See Dichlorprop-P.
Special Reports
USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Dichlorprop-p (2,4-DP-p) EPA 738-R-07-008 (August 29, 2007)[Available from, as of February 15, 2008: http://www.epa.gov/pesticides/reregistration/status.htm]
USEPA/Office of Pesticide Programs; Health Effects Division Chapter of the Reregistration Eligibility Decision Document (RED). PC Code: 031402, 031403, 031465 (August 13, 2007). Available from the Database Query page at http://www.regulations.gov as of February 15, 2008.
European Chemicals Bureau; IUCLID Dataset, Dichlorprop (CAS # 120-36-5) (2000 CD-ROM edition). Available from the Database Query page at: http://ecb.jrc.it/esis/esis.php as of February 18, 2008.
California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: http://www.cdpr.ca.gov/docs/toxsums/toxsumlist.htm on DICHLORPROP-P (2002) as of February 18, 2008.
FIFRA Requirements
Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether or not products containing the active ingredient are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e., active ingredient-specific) data required to support reregistration of products containing 2,4-DP-p as an active ingredient. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing 2,4-DP-p. The Agency has determined that 2,4-DP-p-containing products are eligible for reregistration provided that the risk mitigation measures outlined in section C of this document are adopted and label amendments are made to implement these mitigation measures, as outlined in Chapter V.
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. 2-(2,4-Dichlorophenoxy)propionic acid 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: 0294; Pesticide type: herbicide; Registration Standard Date: 09/01/88; Case Status: In Pre-Special Review. The pesticide is in or has completed the reregistration process and, meanwhile, is also the subject of an in-depth Special Review.; Active ingredient (AI): 2-(2,4-Dichlorophenoxy)propionic acid; Data Call-in (DCI) Date(s): 03/03/95; AI Status: Registrants of the pesticide have not made or honored a commitment to seek reregistration, conduct the necessary studies, or pay the requisite fees, or they have asked EPA to cancel their product registrations. Unless some other interested party supports them, products containing the pesticide will be cancelled.
안전 및 보호
Fire Fighting
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
In case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures
Fresh air, rest. Seek medical attention if you feel unwell.
Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention if skin irritation occurs.
Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.
Rinse mouth. Give one or two glasses of water to drink. Refer immediately for medical attention.
Cleanup Methods
Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollution Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge. Do not discharge effluent containing this product to sewer systems without previously notifying the local sewage treatment plant authority. For guidance contact your State Water Board or Regional Office of the EPA. /Dichlorprop-p/
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 quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Spillage Disposal
Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.
Preventive Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
For several good reasons, .... herbicides ... should be handled and applied only with full attention to safety measures that minimize personal contact. Many formulations contain adjuvants (stabilizers, penetrants, surfactants) that may have significant irritating and toxic effects. A number of premixed formulations contain two or more active ingredients; the companion pesticides may be more toxic than the principal herbicide. Good hygienic practice should not be disregarded just because a pesticide is reported to have a high LD50 in laboratory rodents.
Users should wash hands before eating, drinking, chewing gum, using tobacco, or using the toilet. Users should remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. Users should remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing. /Dichlorprop-p/
Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 48 hours. ... Do not enter or allow entry until sprays have dried. /Dichlorprop-p/
For more Preventive Measures (Complete) data for DICHLOROPROP (11 total), please visit the HSDB record page.
독성 정보
Body Burden
Average concentrations of 1.27 and 3.67 were detected in the urine of workers of a roadside sprayer and a right-of-way sprayer, respectively, exposed to dichlorprop during spray operations in 1980 along an electric power transmission line right-of-way(1). Median urine concentrations of dichlorprop were 0.23 and 0.74 ug/mL in 16 farmers and 6 spraymen exposed to dichlorprop(2).
Health Effects
It is considered to be a severe eye irritant. There has been concern that chlorophenoxy herbicides including dichlorprop may cause cancer, and in 1987 the International Agency for Research on Cancer (IARC) ranked this class of compounds as group 2B "possibly carcinogenic to humans". The EPA classifies the R-isomer as “Not Likely to be Carcinogenic to Humans.”(L369) Exposure to large amounts of CDDs causes chloracne, a severe skin disease with acne-like lesions that occur mainly on the face and upper body. CDDs may also cause liver damage and induce long-term alterations in glucose metabolism and subtle changes in hormonal levels. In addition, studies have shown that CDDs may disrupt the endocrine system and weaken the immune system, as well as cause reproductive damage and birth defects, central and peripheral nervous system pathology, thyroid disorders, endometriosis, and diabetes. 2,3,7,8-Tetrachlorodibenzo-p-dioxin is also a known human carcinogen. (L177, L178)
Ecotoxicity Values
LC50 /Lepomis macrochirus/ (Bluegill sunfish) 165 mg/L/48 hr /Conditions of bioassay not specified/ /Dichlorprop dimethylammonium salt/
LC50 /Lepomis macrochirus/ (Bluegill sunfish) 16 mg/L/48 hr /Conditions of bioassay not specified/ /Dichlorprop isooctyl ester/
LC50 Colinus virginianus (Northern bobwhite, age 14 days) diet 9907 ppm (6938-52102 ppm) for 8 days
LC50 Anas platyrhynchos (Mallard duck, age 14 days) diet >10000 ppm for 8 days
For more Ecotoxicity Values (Complete) data for DICHLOROPROP (19 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 34-129(2), indicate that dichlorprop is expected to have very high to high mobility in soil(SRC). The pKa of dichlorprop is 3.1(3), indicating that this compound will exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of dichlorprop from moist soil surfaces is not expected to be an important fate process because anions do not volatilize(SRC). Dichlorprop is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.5X10-8 mm Hg(5). Half-lives for the photodegradation of dichlorprop on dry soil ranged from 10 to 19 days(6), increasing to 22 to 59 days for these soils amended with 10% peat(9). Biodegradation half-lives in soil range from 4 days(7) to 124 days(8) and dichlorprop was shown to degrade rapidly after a lag period; the lag period decreased with repeated application and the degradation rate increased with increased pH(9).
AQUATIC FATE: Based on a classification scheme(1), Koc values of 34-129(2) indicate that dichlorprop is expected to adsorb to suspended solids and sediment(SRC). A pKa of 3.1(3) indicates dichlorprop will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from a log Kow of 3.43(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Aqueous photodegradation rates of dichlorprop in water from the Danube River, Lake Constance, Kleine Kinzig reservoir, and the Rhine River were 3.02X10-6/sec, 1.54X10-6/sec, 2.81X10-6/sec, and 2.38X10-6/sec, respectively(13), corresponding to half-lives of approximately 3 days, 5 days, and 7 hours, respectively(SRC). Photodegradation products are 6% 2-chlorophenol, 19% 2,4-dichlorophenol, 6% 4-chlorophenol, 6% 2,4-dichlorophenyl acetate, 6% lactone of 2(4-chloro-2-hydroxyphenoxy)propionic acid and 13% 2-(2-chlorophenoxy)propionic acid(12). Several aquatic aerobic studies have reported degradation of dichlorprop in 5 months or less(9-11), indicating that biodegradation is not an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dichlorprop, which has a vapor pressure of 7.5X10-8 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dichlorprop is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 34 hours(SRC), calculated from its rate constant of 1.1X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase dichlorprop may be removed from the air by wet or dry deposition(SRC). Dichlorprop contains chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(4).
Food Survey Values
Dichlorprop was not identified at a concentration above 0.01 mg/kg between 1980 and 1984 in 179 fruit composites Ontario, Canada(1). Dichlorprop was not found at a concentration above 0.01 mg/kg in 354 vegetable composites from Ontario, Canada between 1980 and 1985(2).
Toxicity Summary
CDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the trascription of certain genes. The affinity for the Ah receptor depends on the structure of the specific CDD. The change in gene expression may result from the direct interaction of the Ah receptor and its heterodimer-forming partner, the aryl hydrocarbon receptor nuclear translocator, with gene regulatory elements or the initiation of a phosphorylation/dephosphorylation cascade that subsequently activates other transcription factors. The affected genes include several oncogenes, growth factors, receptors, hormones, and drug-metabolizing enzymes. The change in transcription/translation of these genes is believed to be the cause of most of the toxic effects of CDDs. This includes 2,3,7,8-tetrachlorodibenzo-p-dioxin's carcinogenicity is thought to be the result of its ability to alter the capacity of both exogenous and endogenous substances to damage the DNA by inducing CYP1A1- and CYP1A2-dependent drug-metabolizing enzymes. (L177)
Ecotoxicity Excerpts
/BIRDS AND MAMMALS/ Terrestrial animals (birds, mammals, reptiles, and terrestrial-phase amphibians) that are nesting in or near the treated field may be exposed to 2,4-DP-p due to direct deposition from labeled use of the pesticide, runoff, and from spray drift onto areas adjacent to treated sites. The greatest 2,4-DP-p residues and exposure levels are likely to occur in the surface soil and on foliage (e.g., short and tall grasses, broadleaf plants), seeds, and insects on treated areas immediately following ground spraying and/or granular treatments. In addition to exposure through spray residues on and adjacent to the application area, direct terrestrial exposure is also expected through granular applications, as animals may ingest the granules. Bioaccumulation of 2,4-DP-p in the food chain is not expected to be a significant exposure source to non-target terrestrial organisms. Residues of 2,4-DP-p from single and multiple applications are expected to occur on avian and mammalian food items. For birds, the acute risk Level of Concern (LOC) is 0.5. Based on estimated avian dose-based acute Risk Quotients (RQs) for spray applications to both turf and for brush control applications, the LOC for non-endangered birds is exceeded for some scenarios. The acute endangered RQ exceeded the LOC of 0.1 for acute risk to birds. Because the subacute dietary LC50 was non-definitive (greater than the highest test concentration 4,625 mg ae/kg), dietary based acute RQs would not exceed the LOC and, thus, were not calculated in the assessment. The dietary-based chronic RQs for birds exceed the /EPA's/ LOC of 1 for most food items, which applies to both non-endangered and endangered species. ... EPA assesses acute and chronic risk to mammals based on an acute LOC of 0.5, acute endangered LOC of 0.1, and a chronic LOC of 1.0. Mammalian acute and chronic RQs exceeded the LOCs for some food items based on both spray and granular applications at the maximum application rate of 6.0 lbs ae 2,4-DP-p/A./Dichlorprop-p/
/PLANTS/ Risk Quotients (RQs) are developed for terrestrial (dryland) plants are based on 2,4-DP-p runoff and drift from one treated hectare moving to adjacent areas, whereas semi-aquatic areas (wetlands) are based on movement from a ten-hectare site. As expected with an herbicide, the acute Levels of Concern (LOCs) (LOC of 1 for plants) were exceeded for endangered and non-endangered terrestrial and semiaquatic plants located adjacent to treated areas, both as a result of combined runoff and spray drift, and from spray drift alone for 2,4-DP-p./Dichlorprop-p/
/OTHER TERRESTRIAL SPECIES/ Not toxic to bees.
Signs and Symptoms
Cough. Sore throat.
Redness.
Redness. Pain. Severe burns.
Sore throat. Headache. Nausea. Vomiting. Diarrhoea.
In addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177)
Effluent Concentrations
Dichlorprop was detected in landfill leachate from a site in New Jersey at respective average concns of 5 and 1 ug/L in 1989 and 1990(1). Dichlorprop was detected in 1990 in landfill leachate from a site in Oregon at an average concn of 2 ug/L(1). Dichlorprop was also found at concn of 2 ug/L in 1989 and 3 ug/L in 1990 in landfill leachate from a site in Wisconsin(1). Dichlorprop was found in runoff water 15 minutes after runoff started at about 0.30 ug/L(2). Dichlorprop was applied to field of winter barley in Scheyern, Bavaria and a runoff concn of 7.8% of the 1.2 kg/ha application was found one day after application(3). Dichlorprop was applied to field of summer barley in Freising, Bavaria and a runoff concn of 1.4% of the 1.2 kg/ha application was found one day after application(3). Dichlorprop was found at a maximum concn of 20 ug/L May to Sept 1990 in an agricultural catchment basin in Vemmenhog, Sweden(4). In a review of accidents and incidents 0.5 ton of dichlorprop was released to a river, river location and date were not given(5). Dichlorprop was found in landfill leachate at concns of 0.01-750 and 0.031-9.8 ug/L in 20 of 34 samples from Bornholm and 17 of 30 samples from Sjoelund, Denmark, respectively(6). Dichlorprop was present in runoff water at 0.02% of applied concn after 30 mm of rainfall(7). Dichlorprop was found in agrochemical sewage in the UK at 18 ug/L and in secondary effluent at 0.1 ug/L(8).
규제 정보
FIFRA Requirements
Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether or not products containing the active ingredient are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e., active ingredient-specific) data required to support reregistration of products containing 2,4-DP-p as an active ingredient. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing 2,4-DP-p. The Agency has determined that 2,4-DP-p-containing products are eligible for reregistration provided that the risk mitigation measures outlined in section C of this document are adopted and label amendments are made to implement these mitigation measures, as outlined in Chapter V.
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. 2-(2,4-Dichlorophenoxy)propionic acid 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: 0294; Pesticide type: herbicide; Registration Standard Date: 09/01/88; Case Status: In Pre-Special Review. The pesticide is in or has completed the reregistration process and, meanwhile, is also the subject of an in-depth Special Review.; Active ingredient (AI): 2-(2,4-Dichlorophenoxy)propionic acid; Data Call-in (DCI) Date(s): 03/03/95; AI Status: Registrants of the pesticide have not made or honored a commitment to seek reregistration, conduct the necessary studies, or pay the requisite fees, or they have asked EPA to cancel their product registrations. Unless some other interested party supports them, products containing the pesticide will be cancelled.
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- UF1050000
- ridadr
- UN 3077 9 / PGIII
- 독성
- LD50 oral in rat: 344mg/kg
- HS 번호
- 29189990
- risk_code
- 21/22-38-41-36/37/38-20/21/22
- hazard_code
- Xn,Xi
- safety_code
- 26-36/37-37/39
- 포장분류
- III
- 위험 등급
- IRRITANT
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Irrit. 2
- 스토리지 클래스
- 11 - Combustible Solids
- 유해 물질 데이터
- 120-36-5(Hazardous Substances Data)
화학 및 산업
약리 정보
Mechanism of Action
2,4-DP-p is thought to increase cell-wall plasticity, biosynthesis of proteins, and the production of ethylene. The abnormal increase in these processes result in abnormal and excessive cell division and growth, damaging vascular tissue. The most susceptible tissues are those that are undergoing active cell division and growth. /2,4-DP-p/
Acts as a selective weedkiller by virture of its plant growth regulating properties.
Metabolism/Metabolites
Probably not metabolized by animals.
In plants, metabolism involves degradation of the side-chain to 2,4-dichlorophenol, ring hydroxylation, and ring opening.
Degradation products of 2,4-DP-p include 2,4-dichlorophenol, 2,4- dichloroanisole, and carbon dioxide, which are all common degradates to 2,4-D. /2,4-DP-p/
CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing CDDs induce both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the feces, though smaller amounts are excreted in the urine and via lactation. (L177)
Absorption, Distribution and Excretion
Dermal absorption can occur on prolonged contact of the soln with the skin ... .
Absorbed by the leaves, with translocation to the roots.
Dichlorprop ... has been detected in the urine of exposed farmers and spraymen.
... (14)C-2,4-DP-p ( ... purity 99.3% ai; (phenyl-U-(14)C)-labeled) was admin to Wistar rats (5/sex/dose) via gavage at a single dose of 5 or 100 mg/kg or a single dose of 5 mg/kg following a 14-day pretreatment with unlabeled 2,4-DP-p at 5 mg/kg/day. For each dosing regimen, (14)C-2,4-DP-p was readily absorbed by rats following oral dosing with max plasma concn being attained within 2 to 5 hr of dosing. The total recovery of dosed radioactivity was 91 to 100% within 120 hr of oral dosing at 5 mg/kg as either a single dose or a single dose following pretreatment ... The total recovery of dosed radioactivity was 100 to 102% within 168 hr of oral dosing at 100 mg/kg. For all three dosing regimens, 87 to 96% of the dose was recovered in urine, cage washing, and cage debris. Fecal elimination accounted for 4 to 12% of the dose. There were no apparent differences in elimination between the sexes or among the groups. The levels of radioactivity in tissues were insignificant. Following a single dose of (14)C-2,4-DP-p at 5 mg/kg, a mean peak plasma concn was calculated to be 19.4 and 26.2 ug equiv/g for male and female rats, respectively. A peak plasma concn was reached in 2.4 and 2.7 hr for male and female rats, respectively. The mean t1/2 of elimination was 4.4 hr (male) and 14.8 hr (female). The area under concentration vs time curve (AUC) value was 114 and 130 ug equiv hr/g for male and female rats, respectively. Plasma concn in male and female rats declined rapidly during the first 24 hr and thereafter plasma concn in both sexes were negligible. Following a single dose of (14)C-2,4-DP-p at 100 mg/kg, a mean peak plasma concn was calculated to be 412 and 425 ug equiv/g for male and female rats, respectively. A peak plasma concn was reached in 5.4 and 4.2 hr for male and female rats, respectively. The mean t1/2 of elimination was 16.5 hr (male) and 6.6 hr (female). The AUC value was 9655 and 6109 ug equiv hr/g for male and female rats, respectively. Plasma concn in male and female rats declined rapidly during the first 24 and 48 hr, respectively and thereafter plasma concn declined slowly. In both male and female rats 1 hr after dosing, plasma (26 to 27 ug/g), blood (15 to 16 ug/g), heart (7 to 8 ug/g), lung (6 to 9 ug/g), liver (7 to 8 ug/g), kidney (29 to 34 ug/g), thyroid (17 to 37 ug/g), and adrenals (7 ug/g) contained relatively higher concn of radioactivity. In female rats, gonads (10 ug/g) and uterus (8 ug/g) also contained higher concn of radioactivity. All other tissues contained less than 5 ug equiv/g. The levels of radioactivity at 3 hr after dosing in male and female rats were comparable to the levels at 1 hr after dosing. The levels of radioactivity in most tissues at 6 hr after dosing were less than the levels at 1 hr after dosing. The results of the TLC and HPLC analyses on pooled urine (0 to 6 hr) from Groups A, B and C showed that the majority of the admin dose in the urine samples was identified as unchanged parent cmpd which represented 14.11 to 32.6, 6.16 to 24.8 and 1.68 to 5.65% of the admin dose in dose groups A, B and C, respectively. The chromatograms from 6 to 12 and 12 to 24 hr pooled urine samples showed parent cmpd only. In the 0 to 6 hr urine samples, there were up to 5 minor unknown components but none of them accounted for more than 1% of the admin dose. The results of the HPLC analyses of 0 to 24 hr fecal samples (groups A and B) and 0 to 48 hr fecal samples (group C) showed that the major component in the feces was identified as unchanged parent cmpd. The amt of unchanged parent eliminated in the feces represented 2 to 7% of the admin dose in dose groups A, B and C. In the 0 to 24 hr fecal samples, there were up to 5 minor unknown components but none of them accounted for more than 1% of the admin dose. /2,4-DP-p/
For more Absorption, Distribution and Excretion (Complete) data for DICHLOROPROP (6 total), please visit the HSDB record page.
용도 및 제조
Uses
Used as post-emergence herbicide for control of annual and perennial broad-leaved weeds in cereals, turf, rangeland, public easements, aquatic areas, and other non-crop land; Also used to prevent premature fruit drop in apples; [HSDB]
No longer registered as a pesticide for use in the US; [HSDB]
Farming (Pesticides) [Category: Industry]
For dichloroprop (USEPA/OPP Pesticide Code: 031401) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
When used as directed at 2.5 lb per acre controls Polygonum persicaria, Polygonum lapathifolium, Polygonum convolvulus and Spergula arvensis in addition to many of the weeds controlled by mecoprop.
Herbicide plant growth regulator /for/ brush control on rangeland, rights-of-way, aquatic weeds. /It is used for/ control of polygonum species, calium aparine (cleavers), chickweed, in cereals, pastures, turf, alone or mixed with other hormone type phenoxy herbicides (e.g.,MCPA).
Formulations/Preparations
Invert emulsion of butoxyethanol, ester, aqueous solution of (potassium or amine salt), and emulsifiable concentrate of isooctyl and butoxyethanol esters (600-720 g/L), soluble concentrates (600-720 g/L).
Soluble concentrate of alkali metal or amine salts; 'Polyclene', (dichlorprop-potassium); emulsifiable concentrate of esters; emulsifiable concentrate based on dried non-hygroscopic salts. Mixtures include: 'Basagran DP' (BAS 35 801H), soln (260 g bentazone + 340 g ai dichlorprop-ethylammonium/l). ... 'Certrol PA', dichlorprop + ioxynil + MCPA. ... 'Cornoxynil', dichlorprop-(iso-octyl) + bromoxynil octanoate. ... 'Herbitox', (dichlorprop + benazolin + dicamba, as alkali metal salts). 'Mayclene', (dichlorprop + chlopyralid + MCPA). 'Oxytril P', (dichlorprop-(iso-octyl) + bromoxynil octanoate + ioxynil octanoate). 'Tetroxone M', liquid (dichlorprop + bromoxynil + ioxynil + MCPA). 'Ustilan NK25', dichlorprop + amitrole + ethidimuron.
WEEDONE 2,4-DP, WEEDONE 170, & ENVERT 171 (MIXTURES OF 2,4-D & 2,4-DP ESTERS); CORNOX RK 64; CORNOX RK EXTRA CONCENTRATE (2,4-DP & MCPA); TRI-CORNOX SPECIAL (2,4-DP WITH BENAZOLIN & DICAMBA); DICHLORPROP (TECH)
Soluble concentrate; emulsifiable concentrate
For more Formulations/Preparations (Complete) data for DICHLOROPROP (9 total), please visit the HSDB record page.
General Manufacturing Information
Propanoic acid, 2-(2,4-dichlorophenoxy)-: ACTIVE
Exists in two optically active forms; only the (+)-isomer shows biological activity.
In Canada dichlorprop is used in combination with 2,4-D acetic acid ... Canadian Patent 736, 882.
USUAL CARRIER: WATER AT NOT LESS THAN 225 L/HA.
DICHLORPROP IS A POST-EMERGENCE TRANSLOCATED HERBICIDE ... USED AT 2.7 KG AE/HA AND MAY BE USED ALONE OR IN COMBINATION WITH OTHER HERBICIDES.
For more General Manufacturing Information (Complete) data for DICHLOROPROP (9 total), please visit the HSDB record page.
응용 분야
일반 설명Yellowish to colorless solid. Soluble in organic solvents. Used as an herbicide.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: An aromatic ether that is 2-hydroxypropanoic acid in which the hydroxy group at position 2 has been converted to its 2,4-dichlorophenyl ether.
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