Related Searches: Atrazine

Atrazine(CAS No. 1912-24-9)

Atrazine C8H14ClN5 (cas 1912-24-9) Molecular Structure

1912-24-9 Structure

Identification and Related Records

【Name】
Atrazine
【CAS Registry number】
1912-24-9
【Synonyms】
Cyazin
2-Chloro-4-(2-propylamino)-6-(ethylamino)-s-triazine
Fenamine
Wonuk
Weedex A
Geigy 30,027
Herbatoxol
2-Chloro-4-ethylamineisopropylamine-s-triazine
Zealin L
6-chloro-N-ethyl-N-propan-2-yl-1,3,5-triazine-2,4-diamine
Hungazin PK
Chromozin
Atratol A
1,3, 5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N- (1-methylethyl)-
Strazine
2-Chloro-4-(ethylamino)-6-(isopropylamino)-1,3,5-triazine
Radazin
Oleogesaprim
Triazine A 1294
Aktikon
Gesaprim 50
Zeapos
Atazinax
WonderstoneWongorr virusWonuk
Radizin
Hungazin
Argezin
Actinite PK
Zeazin
Candex
Aktinit A
Aktikon PK
Gesaprim
Nu-Trazine
1,3,5-Triazine-2,4-diamine,6-chloro-Nethyl- N'-(1-methylethyl)-
Aktinit PK
Inakor
2-Ethylamino-4-isopropylamino-6-chloro-s-triazine
Primatol
2-Chloro-4-(ethylamino)-6-(isopropylamino)-s-triazine
Aatrex
Atrasine
Arge pectoralisBirch sawfly is also indexed at this headingArgezin
Aatram
Atranex
ATZ
Atratol
Pitezin
G 30027
Azoprim
Zeazine
A 361
Primatol A
Atrataf
2-Aethylamino-4-chlor-6-isopropylamino-1,3,5-triazin
Cekuzina-T
1-Chloro-3-(ethylamino)-5-(isopropylamino)-s-triazine
Gesoprim
Atrazin
s-Triazine, 2-chloro-4-ethylamino-6-isopropylamino-
Primaze
Vectal
Gesaprim L
1-Chloro-3-(ethylamino)-5-(isopropylamino)-2,4,6-triazine
6-Chloro-N-ethyl-N-(1-methylethyl)-1,3,5-triazine-2,4-diamine
s-Triazine, 2-chloro-4- (ethylamino)-6-(isopropylamino)-
Atrazine+Ametryn
ATRAZINE TECHNICAL
6-chloro-N -ethyl-N -isopropyl-1,3,5-triazine-2,4-diamine
Atrazine 50%SC
2-CHLORO-4-ETHYLAMINO-6-ISOPROPYL AMINO-1,3,5-TRIAZINE
ATRED
CRISAZINE
GRIFFEX
RADIZINE
2-CHLORO-4-(2-PROPYL-AMINO)-6-ETHYLAMINO-s-TRIAZINE
2-CHLORO-4-ETHYLAMINEISOPROPYL-AMINE-s-TRIAZINE
2-CHLORO-4-ETHYLAMINO-6-ISOPROPYLAMINO-s-TRIAZINE
AATREX NINE-O
AATREX 80?W
2-AETHYLAMINO-4-CHLOR-6-ISOPROPYL AMINO-1,3,5-TRIAZIN (GERMAN)
1-CHLORO-3-ETHYL-AMINO-5-ISOPROPYLAMINO-2,4,6-TRIAZINE
AATREX 4?L
ATREX
2-AETHYLAMINO-4-ISOPROPYLAMINO-6-CHLOR-1,3,5-TRIAZIN (GERMAN)
SHELL ATRAZINE HERBICIDE
6-CHLORO-N-ETHYL-N′-(1-METHYLETHYL)-1,3,5-TRIAZINE-2,4-DIAMINE (9CI)
CRISATRINA
FARMCO ATRAZINE
VECTAL SC
1-CHLORO-3-ETHYLAMINO-5-ISOPROPYLAMINO-s-TRIAZINE
Atrazine 38%SC
【EINECS(EC#)】
217-617-8
【Molecular Formula】
C8H14ClN5 (Products with the same molecular formula)
【Molecular Weight】
215.683
【Inchi】
InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)
【InChIKey】
MXWJVTOOROXGIU-UHFFFAOYSA-N
【Canonical SMILES】
CCNC1=NC(=NC(=N1)Cl)NC(C)C
【MOL File】
1912-24-9.mol

Chemical and Physical Properties

【Appearance】
colourless crystals or white powder
【Density】
1.187
【Melting Point】
175℃
【Boiling Point】
200℃
【Vapour】
0.00156mmHg at 25°C
【Refractive Index】
1.589
【Flash Point】
176.7 °C
【Water】
Slightly soluble. 0.007 g/100 mL
【Solubilities】
Slightly soluble. 0.007 g/100 mL
【Color/Form】
Colorless powder
Colorless or white, crystalline powder.
【Stability】
Stable. Incompatible with strong oxidizing agents.
【Storage temp】
APPROX 4°C
【Spectral properties】
Intense mass spectral peaks: 200 m/z (100%), 58 m/z (78%), 43 m/z (61%), 215 m/z (57%)
Intense mass spectral peaks: 173 m/z
【Computed Properties】
Molecular Weight:215.68326 [g/mol]
Molecular Formula:C8H14ClN5
XLogP3:2.6
H-Bond Donor:2
H-Bond Acceptor:0
Rotatable Bond Count:4
Tautomer Count:9
Exact Mass:215.093773
MonoIsotopic Mass:215.093773
Topological Polar Surface Area:62.7
Heavy Atom Count:14
Formal Charge:0
Complexity:166
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Donor Count:2
Feature 3D Cation Count:2
Feature 3D Hydrophobe Count:1
Feature 3D Ring Count:1
Effective Rotor Count:4
Conformer Sampling RMSD:0.6
CID Conformer Count:47

Safety and Handling

【Hazard Codes】
Xn:Harmful
【Risk Statements】
R43;R48/22;R50/53
【Safety Statements 】
S2;S36/37;S60;S61
【Safety】

R26:Very toxic by inhalation. Poison by intraperitoneal route. Moderately toxic by ingestion. Mildly toxic by inhalation and skin contact. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. A skin and severe eye irritant. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of Cl? and NOx.
Hazard Codes:?DangerousN,HarmfulXn,ToxicT,FlammableF,IrritantXi
Risk Statements: 43-48/22-50/53-39-23/24/25-11-38-36/37/38-20/21/22?
R43:May cause sensitization by skin contact.?
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.?
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.?
R39:Danger of very serious irreversible effects.?
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.?
R11:Highly flammable.?
R38:Irritating to skin.?
R36/37/38:Irritating to eyes, respiratory system and skin.?
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 2-36/37-60-61-45-16-7-36-26
?S2:Keep out of the reach of children.?
S36/37:Wear suitable protective clothing and gloves.?
S60:This material and its container must be disposed of as hazardous waste.?
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.?
S41:In case of fire and / or explosion do not breathe fumes.?
S16:Keep away from sources of ignition.?
S7:Keep container tightly closed.?
S36:Wear suitable protective clothing.
RIDADR: 3077
RTECS: XY5600000
Hazardous Substances Data: 1912-24-9(Hazardous Substances Data)
?

【Skin, Eye, and Respiratory Irritations】
Atrazine is an irritant capable of causing local eye and skin inflammation.
【Cleanup Methods】
Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/
Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/
Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/
【Transport】
3077
【Fire Fighting Procedures】
/Use/ dry chemical, carbon dioxide, or water.
If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Triazine pesticides, solid, toxic/
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/
【Fire Potential】
Nonflammable.
【Formulations/Preparations】
USEPA/OPP Pesticide Code 080803; Trade Names: Aatrex, atratol, Gesaprim, Primatol A, Aatram, component of (with 019101), Weedex A, Zeazin, Atranex, Atrataf, Farmco Atrazine, Griffex, Aktikon, Argezin, Candex, Strazine, Wonuk.
Suspension concentrate; wettable powder; water-dispersible granules. Mixed formulations: (atrazine +) ... bromoxynil ... amitrole, amitrole + 2,4-D; amitrole + simazine; dichlobenil; diuron; diuron + simazine; mecoprop + 2,4,5-T ... pendimethalin ... & many others.
Dry flowable, flowable liquid, liquid, water dispersible granule, wettable powder
Technical product >/=96% pure
【Reactivities and Incompatibilities】
Strong acids, strong bases.
Rapidly hydrolysed to the hydroxy derivative in strong acids and alkalis, and at 70 deg C in neutral media.
【Other Preventative 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.
Stay upwind. Use water spray to knock down dust.
Avoid contact with eyes, prolonged contact with skin, inhalation of dust. Use with adequate ventilation. Do not contaminate food, feed, or water supplies.
Only clean clothing ... should be worn & clothing should be changed daily ... Adequate sanitary facilites & washing water should be provided for workers to wash before meals. Smoking & consumption of alcoholic drinks before & during the handling of herbicides should be forbidden. Contaminated clothing should be removed immediately & a hot bath taken if possible. Personal hygiene should be encouraged. /Herbicides/
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic, flammable/
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Triazine pesticides, solid, toxic/
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. /Triazine pesticides, liquid, toxic/
Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. ... /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic, flammable/
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing. /Triazine pesticides, solid, toxic/
Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Triazine pesticides, liquid, toxic/
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed or replaced.
Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.
【Protective Equipment and Clothing】
/NIOSH approved respirator/ ... goggles; rubber gloves.
The effectiveness of protective clothing as a barrier to penetration of pesticides was studied. Thirteen commonly used apparel fabrics were tested for transmittance of two pesticides, an insecticide, ... and an herbicide, Atrazine, both in liquid form. Two types of knit T-shirt fabrics, 100% cotton and 50/50 cotton/polyester were used as secondary fabrics that absorbed pesticide solution transmitted through the 13 primary fabrics. Transmitted pesticide was extracted from the secondary fabrics and residue analysis performed by gas chromatography. The amount of pesticide transmitted varied significantly among the primary fabrics. There was no significant difference between the two T-shirt fabrics in the way they interacted with the pesticides. The primary fabric showing the greatest resistance to pesticide transmittance was a spunbonded olefin (Tyvek) which is used to make disposable protective clothing. The other fabrics, in decreasing order of effectiveness, were 100% cotton, 50/50 polyester/cotton, 65/35 polyester cotton, nylon, acrylic, and polyester. The type of fabric finish also affected pesticide resistance, with a soil repellant finish providing the best protection. Increased transmittance was observed in 50/50 and 65/35 polyester/cotton fabrics which had a durable press finish. /Data suggests/ that cotton and cotton/polyester soil repellant finished fabrics provided excellent barrier protection toward ... atrazine pesticide solutions.
Wear appropriate personal protective clothing to prevent skin contact.
Wear appropriate eye protection to prevent eye contact.
Eyewash fountains should be provided in areas where there is any possbility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.
Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. (Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.)
【Specification】

??Atrazine ,?its cas register number is 1912-24-9. It also can be called?1,3,5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N'-(1-methylethyl)- ; 1,3,5-triazine-2,4-diamine,6-chloro-N-ethyl-N’-(1-methylethyl)- ; 1-Chloro-3-(ethylamino)-5-(isopropylamino)-s-triazine ; 1-chloro-3-ethylamino-5-isopropylamino-s-triazine ; 2-Aethylamino-4-chlor-6-isopropylamino-1,3,5-triazin ; 2-aethylamino-4-isopropylamino-6-chlor-1,3,5-triazin ; 2-Chloro-4-(ethylamino)-6-(isopropylamino)triazine ;
?2-Chloro-4-ethylamineisopropylamine-s-triazine .?Atrazine (CAS NO.1912-24-9) is a?crystalline Solid.

【Octanol/Water Partition Coefficient】
log Kow= 2.61
【Report】

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

【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.
Atrazine underwent > 99% decomposition when burned in a polyethylene bag, and combustion with a hydrocarbon fuel would appear to be a generally suitable method for small quantities. Combustion of large quantities would ... require the use of a caustic wet scrubber to remove nitrogen oxides and hydrogen chloride from the product gases.
The following wastewater treatment technologies have been investigated for atrazine: Resin adsorption, reverse osmosis.
Atrazine may be hydrolyzed by either acid or base. The hydroxy compounds are generally herbicidally inactive, but their complete environmental effects are uncertain. However, the method appears suitable for limited use and quantities. Atrazine underwent > 99% decomposition when burned in a polyethylene bag, and combustion with a hydrocarbon fuel would appear to be a generally suitable method for small quantities, combustion of larger quantities would probably require the use of a caustic wet scrubber to remove nitrogen oxides and HCL /hydrochloric acid from the product gases. Recommendable methods: Incineration and hydrolysis... . Peer review: React atrazine wettable powders with sufficient 10% wt/vol aqueous sodium hydroxide to ensure a pH of > 14. Heating speeds the hydrolysis. When completely hydrolysed, dilute with much water and wash down sewer. (Peer-review conclusions of an IRPTC expert consultation (May 1985))
Wet oxidation: Studies of wet oxidation applied to atrazine process wastes indicate 100% destruction of the active ingredient.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

REACTION OF 2,6-DICHLORO-4-ETHYLAMINO-S-TRIAZINE WITH ISOPROPYLAMINE
Atrazine is prepared by the reaction of cyanuric chloride with one equivalent of ethylamine followed by one equivalent of isopropylamine in presence of an acid binding agent.
Cyanuric chloride + ethylamine + isopropylamine (dehydrochlorination/dehydrochlorination)
U.S. Exports

(1972) 9.08X10+9 G
U.S. Imports

(1972) NEGLIGIBLE
U.S. Production

(1972) 4.31X10+10 G
(1975) 3.7X10+10 G (CONSUMPTION)
Annual production for 1982 was estimated at 35,913 metric tons
Consumption Patterns

96% AS AN AGRICULTURAL HERBICIDE FOR GRASSES & BROADLEAF WEEDS (PRINCIPALLY ON CORN, SORGHUM & SUGARCANE); 2% AS A HERBICIDE IN INDUSTRIAL & COMMERCIAL APPLICATIONS (IN RE-FORESTATION); 2% AS A HERBICIDE FOR HOME & GARDEN USE (ON TURF) (1972).
From 1987 to 1989 atrazine was the herbicide that had the greatest annual use amounts: 29 million kg active ingredient (ai) was applied to about 84% of the US corn crop; about 70 million ha of corn in the Midwest was treated with atrazine in 1990 [Koskinen WC, Clay SA; Rev Environ Contam Toxicol 151: 117-65 (1997)] PubMed Abstract
Recent USEPA data show atrazine as the most heavily used pesticide in the US: 31-33 million kg ai for 1995 [Koskinen WC, Clay SA; Rev Environ Contam Toxicol 151: 117-65 (1997)] PubMed Abstract
Atrazine use in US agriculture (1,000 lbs a.i./yr)- 1966: 23,521; 1971: 57,445; 1976: 91,393; 1982: 77,316; 1989: 64,236
【Usage】

Selective herbicide. Potential symptoms of overexposure are irritation of eyes and skin; dermatitis, skin sensitization; dyspnea, weakness, incoordination, salivation; hypothermia; liver injury

Biomedical Effects and Toxicity

【Pharmacological Action】
- Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.
【Biomedical Effects and Toxicity】
In a dermal absorption study (MRID 44152114), 10 human volunteers were exposed to a single topical dose of [triazine ring-U-14C] atrazine (94.3-96.3% a.i., 98.0-98.4% radiochemical purity) at 6.7 (4 volunteers) or 79 ug/sq cm (6 volunteers) for 24 hours; equivalent to 0.1667 and 1.9751 mg of [14C] atrazine for the low and high doses, respectively. Overall recoveries of radioactivity from the low- and high-dose groups were 101 and 92%, respectively. The majority (91.1-95.5%) of the dose remained unabsorbed and was detected in skin wash samples taken 24 hours after dosing. After 168 hours, only 5.6% of the dose was absorbed and excreted in the urine and feces of the low-dose group and only 1.2% in the high-dose group. In both dose groups, peak urinary elimination occurred at 24-48 hours and peak fecal elimination occurred at 48-72 hours.
Small amount of parent ... atrazine ... /was/ excreted in urine of cows fed unlabeled herbicide for 4 days.
Seventy-two hr /after ingestion/ 65.5% of radiolabeled atrazine was found in urine of rats while 20.3% was found in feces. Less than 0.1% was found in expired air, thus indicating s-triazine ring was not appreciably metabolized to carbon dioxide. Tissue analysis revealed that 15.8% of reactivity was retained, with high concentrations observed in liver, kidney, and lung & lower concentrations observed in muscle tissue and fat.
Young (3-5 mo old) pittman-moore miniature pigs were dosed under anesthesia by stomach tube with 0.1 g of commercial grade atrazine dissolved in ethanol. Atrazine and its metabolites were detected in urine for slightly more than 24 hr. Deethylatrazine was identified as a metabolite.
Dermal penetration was demonstrated in rats given 0.25 mg/kg. The length of time required for 50% of the dose to be either absorbed or excreted was approximately 40 hr. Skin absorption of atrazine in rats was greater in young than adult rats, and median penetration values higher in adults. 3-10% was absorbed.
The stability of the saliva/plasma (S/P) concentration ratio of atrazine was determined under varying conditions of salivary flow rate and plasma concentration of atrazine in Sprague-Dawley rats. In the salivary flow study, whole saliva samples were collected at different salivary flow rates while the plasma concentration of atrazine was maintained at a steady-state level of approximately 150 mug/L. In the plasma level study, whole saliva samples were collected at two steady-state plasma concentrations of atrazine (50 and 250 mug/L), while salivary flow rate was maintained at a relatively constant level. In both studies, atrazine concentrations in whole saliva and arterial plasma demonstrated a consistent relationship, but salivary concentrations were always lower than those of arterial plasma. Linear regression analysis demonstrated that the saliva/plasma concentration ratio of atrazine was not significantly different for salivary flow rates ranging from 23 to 92 muL/min/kg body weight, and did not vary for atrazine plasma concentrations between 30 and 433 mug/L. The saliva/plasma concentration ratio of atrazine was relatively constant throughout each experimental period (0.68 +/- 0.1 and 0.70 +/- 0.11 for salivary flow and plasma level studies, respectively) and did not differ significantly between rats. When data from both studies were pooled, salivary concentrations were highly correlated with plasma concentrations (r2- .94). It is concluded that under these experimental conditions, the stability of the saliva/plasma concentration ratio of atrazine is not affected by variations in salivary flow rate or atrazine plasma concentrations. The results from this study support the conclusion that atrazine salivary concentrations can be used to predict plasma levels of atrazine in rats. [Lu C et al; Journal of Toxicology and Environmental Health 52 (4): 317-329 (1997)] PubMed Abstract

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of atrazine ranging from 54 to 1164(2-6) indicate that atrazine is expected to have high to slight mobility in soil, depending upon soil type(SRC). Volatilization of atrazine from moist soil surfaces is not expected to be important(7,SRC) given a Henry's Law constant of 2.96X10-9 atm-cu m/mole(8). Atrazine is not expected to volatilize from dry soil surfaces based on a vapor pressure of 2.89X10-7 mm Hg(9). Biodegradation of atrazine in soil is affected by the moisture content of the soil. For example, the half-life of atrazine at 25 deg C in wet (and dry) Colorado loam soil, New York sandy loam soil, and Mississippi silt loam was determined to be 30 (90), 28 (55), and 35 (78) days respectively(10). In addition, pH and temperature also affect the biodegradation of atrazine in soil. Microbial degradation of atrazine in silty loam and sand samples occurred in alkaline soil with the primary metabolites of desethylatrazine and deisopropylatrazine while chemical degradation of atrazine yielded hydroxyatrazine; in addition, atrazine degraded 3-4 times faster in soils at 25 deg C than at 10 deg C(11).
TERRESTRIAL FATE: Chemical degradation of atrazine may be more important environmentally than biodegradation in soil. In soils, hydrolysis of atrazine is favored by low soil pH, high organic matter content, low moisture content, high temperature, and high clay content(1). Atrazine may hydrolyze in either acidic or basic soils yet is fairly resistant to hydrolysis at neutral pHs. Furthermore, the rate of hydrolysis was found to drastically increase upon small additions of humic materials, indicating atrazine hydrolysis could be catalyzed. For example the half-life of atrazine at 25 deg C and pH of 4 was 244 days without an additive and 1.73 days with the presence of 2% humic acid(3). At 25 deg C, a 5 mg/l solution of fulvic acid at pHs of 2.9, 4.5, 6.0 and 7.0 resulted in half-lives of 34.8, 174, 398 and 742 days, respectively(3). Hydrolysis of atrazine followed first order kinetics producing hydroxyatrazine as the transformation product(2-4). Atrazine has the potential to photolyze from surface soils. The half-lives for sunlight exposed ring-labeled atrazine at concn of 0.10 ppm under aerobic conditions were 330 and 385 days for two agricultural soils(5).
AQUATIC FATE: Based on a classification scheme(1), Koc values of atrazine ranging from 54 to 1164(2-6) indicate that some atrazine is expected to adsorb to suspended solids and sediment in water(SRC). Atrazine is not expected to volatilize from water surfaces(7) based on a Henry's Law constant of 2.96X10-9 atm-cu(8). According to a classification scheme(9), a BCF range from
AQUATIC FATE: The s-triazine ring of atrazine is fairly resistant to microbial attack based upon a number of soil studies. Chemical degradation of atrazine may be more important environmentally than biodegradation. Atrazine may hydrolyze fairly rapidly in either acidic or basic waters, yet is fairly resistant to hydrolysis at neutral pHs. Furthermore the rate of hydrolysis was found to drastically increase upon small additions of humic materials, indicating atrazine hydrolysis could be catalyzed. For example the half-life of atrazine at 25 deg C and pH of 4 was 244 days without an additive and 1.73 days with the presence of 2% humic acid(2). At 25 deg C, a 5 mg/l solution of fulvic acid at pHs of 2.9, 4.5, 6.0 and 7.0 resulted in half-lives of 34.8, 174, 398 and 742 days, respectively(3). Hydrolysis of atrazine followed first-order kinetics producing hydroxyatrazine as the transformation product(1-3). Alkaline hydrolysis proceeds twice as rapid as acidic hydrolysis(4).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), atrazine, which has a vapor pressure of 2.89X10-7 mm Hg at 25 deg C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase atrazine 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 14 hours(SRC), estimated from its rate constant of 2.7X10-11 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). Particulate-phase atrazine may be physically removed from the air by wet and dry deposition(SRC). Atrazine exposed to UV light (275-watt sunlamps) for 48 hours was determined to be 8% degraded in aqueous solution (half-life of 346 hours); atrazine photolysis was not detected on air-dried silty clay loam and air-dried sand(5). Atrazine has been detected as far away as 100 to 300 kilometers (62 to 186 miles) from the nearest treated corn field, indicating long-range transport in the atmosphere(4).

Supplier Location

Top Suppliers

Diamond member Hangzhou Dayangchem Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-88938639
Diamond member Hubei XinRunde Chemical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-188-74586545
Diamond member Shanxi KingWayTechnology Co.,Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-181-32289416
Diamond member Hangzhou J&H Chemical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-87396430
Shenzhen Simeiquan Biotechnology Co.Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-20-18102838259
KangBang Pharmaceutical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-311-83078391
Jinan Haohua Industry Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:0086-531-58773055
FUGU COUNTY RUILONG BUSINESS CO., LTD.
Country:ChinaChina
Business Type:Trading Company
Telephone:0086-10-62800266
Shangyu Agrotrust Biotech Limited
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-575-82707772
Uniscent (Shanghai) International Co.,Ltd
Country:ChinaChina
Business Type:Trading Company
Telephone:86-21-50892559

Quick Search

Cas    Name

Related products

ATRAZINE

BICEP;ATRANEXCALLIZINE;ATRATOL(R);ATRAZIN;'LGC' (1603);GESAPRIM;GESAPRIM(R);G30027

Atrazine

1-Chloro-3-ethylamino-5-isopropylamino-2,4,6-triazine; 2-Chloro-4-(2-propylamino)-6-ethylamino-s-triazine; 2-chloro-4-ethylamino-6-isopropylamino-1,3,...

Desethyl-desisopropyl Atrazine-13C3

Desethyl-desisopropyl Atrazine-13C3;2,4-Diamino-6-chloro-1,3,5-triazine-13C3;Atrazin-13C3-desethyl-desisopropyl;2,4-DiaMino-6-chloro-1,3,5-triazine-3C...