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| CAS No.: | 66841-25-6 |
|---|---|
| Name: | TRALOMETHRIN |
| Article Data: | 6 |
| Molecular Structure: | |
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|
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| Formula: | C22H19 Br4 N O3 |
| Molecular Weight: | 665.014 |
| Synonyms: | Bengal FireAnt Killer;HAG 107;RU 25472;SAGA;Scout;Scout X-tra;Tracker;Tralomethrin; |
| EINECS: | 266-493-1 |
| Density: | 1.849g/cm3 |
| Melting Point: | 138-148oC |
| Boiling Point: | 594.316oC at 760 mmHg |
| Flash Point: | 313.231oC |
| Solubility: | 0.08 mg l-1 |
| Hazard Symbols: | Xn,N |
| Risk Codes: | 22-36/38-50/53 |
| Safety: | A poison by ingestion and inhalation routes. Moderately toxic by skin contact. When heated to decomposition it emits toxic vapors of NOx and Br−. |
| PSA: | 59.32000 |
| LogP: | 7.46098 |
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- Total:26 Page 1 of 1 1
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Chemistry
Molecule structure of Tralomethrin (CAS NO.66841-25-6) :
IUPAC Name: [(S)-cyano-(3-phenoxyphenyl)methyl](1R,3S)-2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropane-1-carboxylate
Molecular Weight: 665.00716 g/mol
Molecular Formula: C22H19Br4NO3
Density: 1.849 g/cm3
Melting Point: 143 °C
Boiling Point: 594.3 °C at 760 mmHg
Flash Point: 313.2 °C
Index of Refraction: 1.641
Molar Refractivity: 129.71 cm3
Molar Volume: 359.5 cm3
Polarizability: 51.42×10-24 cm3
Surface Tension: 59.3 dyne/cm
Enthalpy of Vaporization: 88.59 kJ/mol
log P (octanol-water): 7.560
Water Solubility: 0.08 mg/L
Vapor Pressure: 3.60E-11 mm Hg
Henry's Law Constant: 3.94E-10 atm-m3/mole
Atmospheric OH Rate Constant: 1.76E-11 cm3/molecule-sec
XLogP3: 8
H-Bond Acceptor: 4
Rotatable Bond Count: 7
Exact Mass: 664.805751
MonoIsotopic Mass: 660.809844
Topological Polar Surface Area: 59.3
Heavy Atom Count: 30
Complexity: 665
Defined Atom StereoCenter Count: 3
Undefined Atom StereoCenter Count: 1
Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C(C(Br)(Br)Br)Br)C
Isomeric SMILES: CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C(C(Br)(Br)Br)
Br)C
InChIKey: YWSCPYYRJXKUDB-KAKFPZCNSA-N
EINECS: 266-493-1
Product Categories: insecticide
Storage Temp.: 0-6 °C
Uses
Tralomethrin has potent insecticidal properties; it kills by modifying the gating kinetics of the sodium channels in neurons, increasing the length of time the channel remains open after a stimulus, thereby depolarizing the neuron for a longer period of time. This leads to uncontrolled spasming, paralysis, and eventual death. Insects with certain mutations in their sodium channel gene may be resistant to tralomethrin and other similar insecticides.
Production
In the carbon tetrachloride solvent, deltamethric acid and bromine addition, reaction 1h at 20 °C, get cyano(3-phenoxyphenyl)methyl ester , then change into fourbromotralomethrin chloride with thionyl chloride inDMF and petroleum ether, then with α-cyano-4-phenoxy bromine methanol to synthesis Tralomethrin .
Toxicity Data With Reference
| 1. | orl-rat LD50:99 mg/kg | PEMNDP Pesticide Manual. 9 (1991),829. | ||
| 2. | ihl-rat LC50:2700 mg/m3 | FMCHA2 Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1991,C271. | ||
| 3. | orl-dog LD50:>500 mg/kg | PEMNDP Pesticide Manual. 9 (1991),829. | ||
| 4. | skn-rbt LD50:>2 g/kg | PEMNDP Pesticide Manual. 9 (1991),829. | ||
| 5. | orl-qal LD50:>2150 mg/kg | PEMNDP Pesticide Manual. 9 (1991),829. |
Safety Profile
A poison by ingestion and inhalation routes. Moderately toxic by skin contact. When heated to decomposition it emits toxic vapors of NOx and Br−.
RIDADR: 2588
HazardClass: 6.1(b)
PackingGroup: III
Specification
Tralomethrin (CAS NO.66841-25-6) is also called (S)-alpha-Cyano-3-phenoxybenzyl (1R)-cis-2,2-dimethyl-3-((RS)-1,2,2,2-tetrabromoethyl)-cyclopropanecarboxylate ; (S)-alpha-Cyano-3-phenoxybenzyl (1R,3S)-2,2-dimethyl-3-((RS)-1,2,2,2-tetrabromoethyl)-cyclopropanecarboxylate ; AI3-29694 ; Bengal Fire Ant Killer ; Caswell No. 861AA ; Cyano(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylate ; EPA Pesticide Chemical Code 121501 ; HAG 107 ; HOE 107 ; HSDB 6740 ; RU 25472 ; SAGA ; Scout ; Tralomethrine . Tralomethrin (CAS NO.66841-25-6) is yellow to orange-yellow resin-like substance. It can be soluble in acetone, xylene, toluene, dichloromethane, DMSO, ethanol and other organic solvents. The water solubility is 70mg / L. Tralomethrin is light stable and non-corrosive. It will not decomposite for 6 months when the temperature is 50 °C.