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CAS No.: | 1912-24-9 |
---|---|
Name: | Atrazine |
Article Data: | 24 |
Molecular Structure: | |
Formula: | C8H14ClN5 |
Molecular Weight: | 215.686 |
Synonyms: | Cyazin;2-Chloro-4-(2-propylamino)-6-(ethylamino)-s-triazine;Fenamine;Atratol A;Radazin;Oleogesaprim;Triazine A 1294;Gesaprim 50;Atazinax;Hungazin;Actinite PK;Candex;Aktikon PK;Nu-Trazine;Aktinit PK;Inakor;2-Chloro-4-(ethylamino)-6-(isopropylamino)-s-triazine;Atrasine;ATZ;Pitezin;Azoprim;A 361;Atrataf;Cekuzina-T;Gesaprim L; |
EINECS: | 217-617-8 |
Density: | 1.269 g/cm3 |
Melting Point: | 175 °C |
Boiling Point: | 368.5 °C at 760 mmHg |
Flash Point: | 176.7 °C |
Solubility: | Slightly soluble. 0.007 g/100 mL |
Appearance: | colourless crystals or white powder |
Hazard Symbols: | Xn,N |
Risk Codes: | 43-48/22-50/53-39-23/24/25-11-38-36/37/38-20/21/22 |
Safety: | 2-36/37-60-61-45-16-7-36-26 |
PSA: | 62.73000 |
LogP: | 1.92310 |
1,3,5-trichloro-2,4,6-triazine
ethylamine
isopropylamine
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine With potassium chloride; sodium chloride; potassium bromide; magnesium chloride In water at 3℃; for 0.233333h; Stage #2: isopropylamine In water at 0 - 15℃; for 1.08333h; Stage #3: ethylamine Further stages; | 98.6% |
2,4-dichloro-6-isopropylamino-1,3,5-triazine
ethylamine
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
Conditions | Yield |
---|---|
With sodium hydroxide In water; toluene at 15 - 20℃; for 0.25h; | 83.5% |
With sodium hydroxide In water; toluene at 15 - 20℃; | |
With sodium hydroxide In water at 25 - 45℃; |
dimethyl amine
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
2-Ethylamino-4-isopropylamino-6-dimethylamino-1,3,5-triazin
Conditions | Yield |
---|---|
With water; sodium carbonate for 1.5h; Heating; | 100% |
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
N2-ethyl-N4-isopropyl-1,3,5-triazin-2,4-diamine
Conditions | Yield |
---|---|
palladium/alumina In methanol Kinetics; Further Variations:; pH-values; Current efficiencies; Electrochemical reaction; | 100% |
palladium/alumina In methanol for 0.5h; Electrochemical reaction; | 100% |
With sodium tetrahydroborate; cobalt(II) phthalocyanine In methanol at 20℃; for 1h; Inert atmosphere; | 98% |
With sulfuric acid; iron for 1.66667h; pH=2.0; Kinetics; Product distribution; Further Variations:; pH-values; Dehalogenation; | |
With trimethyltin(IV)chloride; sodium In ammonia; dimethyl sulfoxide for 2.5h; Irradiation; |
methylthiol
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
A
isopropyl chloride
B
ametryn
Conditions | Yield |
---|---|
With ZSM-5 In isopropyl alcohol at 90 - 110℃; under 3675.37 - 5850.59 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Sealed tube; | A 70.91 g B 99.9% |
2,4-Dimethoxybenzylamine
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 70℃; for 12h; | 99% |
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
2-fluoro-4-(isopropylamino)-6-(ethylamino)-s-triazine
Conditions | Yield |
---|---|
With potassium fluoride; perhydrodibenzo-18-crown-6 In various solvent(s) at 140℃; for 4h; | 98% |
With potassium fluoride; perhydrodibenzo-18-crown-6 In various solvent(s) at 140℃; for 4h; effect of other solvents and catalysts; other substrates; | 98% |
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
Conditions | Yield |
---|---|
With pyridine; nitrosonium tetrafluoroborate In acetonitrile for 1h; Product distribution; other triazine herbicides, N-nitrosation in human gastric juice; | 97% |
With pyridine; nitrosonium tetrafluoroborate In acetonitrile for 1h; | 97% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 3h; Alkaline conditions; | 88.18% |
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
2-mercapto-4-isopropylamino-6-ethylamino-symm-triazine
Conditions | Yield |
---|---|
With sodium hydroxide; tiolacetic acid In ethanol at 40℃; for 4h; | 87% |
With sodium polysulfide In various solvent(s) at 25℃; pH=8.9 - 9.1; Kinetics; | |
With disodium tetrasulfide In water at 21℃; pH=9.5; Kinetics; Further Variations:; Reagents; |
IUPAC Name: 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
Empirical Formula: C8H14ClN5
Molecular Weight: 215.6833g/mol
EINECS: 217-617-8
Structure of Atrazine (CAS NO.1912-24-9):
Index of Refraction: 1.604
Molar Refractivity: 58.49 cm3
Molar Volume: 169.8 cm3
Polarizability: 23.19×10-24cm3
Surface Tension: 53.8 dyne/cm
Density: 1.269 g/cm3
Flash Point: 176.7 °C
Enthalpy of Vaporization: 61.51 kJ/mol
Melting Point: 175°C
Boiling Point: 368.5 °C at 760 mmHg
Vapour Pressure: 1.27E-05 mmHg at 25°C
Water Solubility: Slightly soluble. 0.007 g/100 mL
Stability: Stable. Incompatible with strong oxidizing agents.
Product Categories: Organics;HERBICIDE;Agro-Products;Bases & Related Reagents;Heterocycles;Nucleotides;AR to AZMethod Specific;Standards for SupelMIPTM SPEPesticides&Metabolites;TriazinesMethod Specific;2000/60/ECMore...Close...;A;A-BAlphabetic;Alpha sort;Chromatography;Endocrine Disruptors (Draft)Analytical Standards;EPA;European Community: ISO and DIN;Herbicides;Pesticides&Metabolites;2000/60/EC;Endocrine Disruptors (Draft)Pesticides&Metabolites
Canonical SMILES: CCNC1=NC(=NC(=N1)Cl)NC(C)C
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
Atrazine is used to stop pre- and post-emergence broadleaf and grassy weeds in major crops by binding to the plastoquinone-binding protein in photosystem II, inhibiting electron transport.
Atrazine and its derivatives are also used in many industrial processes, including the production of some dyes and explosives.
Atrazine is the most widely used herbicide in conservation tillage systems, which are designed to prevent soil erosion.
1. | skn-rbt 38 mg open MLD | CIGET* Ciba-Geigy Toxicology Data/Indexes, 1977 .(Ciba-Geigy Corp.,Ardsley, NY.: ),1977. | ||
2. | eye-rbt 6320 µg SEV | CIGET* Ciba-Geigy Toxicology Data/Indexes, 1977 .(Ciba-Geigy Corp.,Ardsley, NY.: ),1977. | ||
3. | skn-mam 500 mg MLD | VRDEA5 Vrachebnoe Delo. Medical Profession. (5),(1977),133. | ||
4. | eye-mam 100 mg SEV | VRDEA5 Vrachebnoe Delo. Medical Profession. (5),(1977),133. | ||
5. | sln-nsc 10 mg/L | MUREAV Mutation Research. 167 (1986),35. | ||
6. | dns-hmn:fbr 3 mmol/L | MUREAV Mutation Research. 74 (1980),77. | ||
7. | hma-rat/esc 100 mg/kg | CECED9 Commission of the European Communities, Report EUR. 6388 (1980),328. | ||
8. | mma-ham:lng 3 mmol/L | MUREAV Mutation Research. 74 (1980),77. | ||
9. | orl-rat LD50:672 mg/kg | FAATDF Fundamental and Applied Toxicology. 7 (1986),299. | ||
10. | ihl-rat LC50:5200 mg/m3/4 H | FMCHA2 Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1983,C3. | ||
EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
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: N,Xn,T,F,Xi
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)
OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3; Not Classifiable as a Human Carcinogen
DFG MAK: 2 mg/m3
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.