TRALOMETHRIN

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

 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.

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 .

A poison by ingestion and inhalation routes. Moderately toxic by skin contact. When heated to decomposition it emits toxic vapors of NO_x and Br⁻.
RIDADR: 2588
HazardClass: 6.1(b)
PackingGroup: III

 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.