CAS No.: | 67485-29-4 |
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Formula: | C25h24f6n4 |
EINECS: | 405-090-9 |
Appearance: | Powder |
Source: | Insect Hormone |
Toxicity of High and Low: | Low Toxicity of Reagents |
Samples: |
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Customization: |
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Product Name: | Hydramethylnon |
Synonyms: | TETRAHYDRO-5,5-DIMETHYL-2(1H)-PYRIMIDINONE [3-[4-(TRIFLUOROMETHYL)-PHENYL]-1-[2-[4-(TRIFLUOROMETHYL)-PHENYL]ETHENYL]-2-PROPENYLIDENE]-HYDRAZONE;Tetrahydro-5,5-dimethyl-2(1H)-pyrimidinone[3-[4-(trifluoromethyl)phenyl]-1-[2-[4-(trifluoromethyl)phenyl]ethenyl]-2-propenylidene]hydrazone;AC 217300(R);AMDRO;Wipeout;hydramrthynon;AMDRO, 100MG, NEAT;Hydramethylon |
CAS: | 67485-29-4 |
MF: | C25H24F6N4 |
MW: | 494.48 |
EINECS: | 405-090-9 |
Product Categories: | A;Alphabetic;AM to AQ;67485-29-4 |
Mol File: | 67485-29-4.mol |
Hydramethylnon Chemical Properties |
Melting point | 185-190°C |
Boiling point | 510.5±60.0 °C(Predicted) |
density | 1.2816 (estimate) |
vapor pressure | 2.7 x l0-6 Pa (25 °C) |
storage temp. | 0-6°C |
Water Solubility | 0.005-0.007 mg l-1(25 °C) |
form | neat |
pka | 14.38±0.40(Predicted) |
BRN | 6015162 |
CAS DataBase Reference | 67485-29-4(CAS DataBase Reference) |
NIST Chemistry Reference | 2(1H)-pyrimidinone, tetrahydro-5,5-dimethyl-, (3-(4-(trifluoromethyl)phenyl)-1-(2-(4-(trifluoromethyl)phenyl)ethenyl)-2-propenylidene)hydrazone(67485-29-4) |
EPA Substance Registry System | Hydramethylnon (67485-29-4) |
Safety Information |
Hazard Codes | T;N,N,T |
Risk Statements | 22-36-48/25-50/53 |
Safety Statements | 1/2-22-26-36/37-45-60-61 |
RIDADR | UN3077 9/PG 3 |
WGK Germany | 3 |
RTECS | UW7583000 |
Hazardous Substances Data | 67485-29-4(Hazardous Substances Data) |
MSDS Information |
Provider | Language |
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Hydramethylnon | English |
Hydramethylnon Usage And Synthesis |
Description | Hydramethylnon is an organic pesticide active ingredient from the trifluoromethyl aminohydrazone chemical class. It is a registered chemical alternative for chlorpyrifos for use as a termiticide and against ants, crickets, and cockroaches around the home and lawn. Hydramethylnon is also used in a wide variety of professional pesticide products and in various formulations, These include foaming products, granular products, gel baits, liquid concentrates. |
History | Hydramethylnon was developed by DuPont in 1975 and introduced to ornamentals industry in the 1990s. Acequinocyl was also discovered by DuPont in the 1970s and further developed by AgroKanesbo Co. Ltd. and Tomen Agro in Japan. Arysta LifeScience first introduced acequinocyl to the U.S. ornamentals market in 2005. Bifenazate was first developed by Uniroyal Chemical in 1990 and commercialized by Crompton Corporation in 1999. Bifenazate was introduced to the ornamental market in 2010. |
Uses | Hydramethylon is an insecticide primarily used in the form of baits for cockroaches and ants. |
Definition | ChEBI: Hydramethylnon is a member of the class of hydrazones that is used as an insecticide for control of ants and cockroaches. It has a role as a mitochondrial cytochrome-bc1 complex inhibitor and an insecticide. It is a hydrazone, a member of pyrimidines, a member of (trifluoromethyl)benzenes, an olefinic compound and a member of guanidines. |
Preparation | Hydramethylnon synthesis was achieved through the coupling in alcoholic media refluxing the compound 1,5-bis[p-(trifluoromethoxy)phenyl]-1,4-pentadien-3-one afforded the desired product in 50% yield. Synthesis of hydramethylnon |
Application | Hydramethylnon is used in baits for selective control of agricultural and household Formicidae (especially Camponot us, Iridomyrmex, Monomorium, Solenopsis and Pogomyrmex spp. and Pheidole megacephala). It is also used to control Blattellidae (especially Blatta, Blattella, Periplaneta and Supella spp.). It can be carried into the nest by worker ants and kill the queen because it is slow acting. |
General Description | Hydramethylnon appears as odorless yellow crystals. Insoluble in water. Used as an insecticide. |
Air & Water Reactions | Insoluble in water. Hydrolysis occurs rapidly at low and high pHs. |
Reactivity Profile | Hydramethylnon is a trifluoromethyl amidinohydrazone. |
Safety Profile | Hydramethylnon is safe to use when applied according to label directions. It has been classified by the EPA as being a low threat when it comes to toxicity to humans, pets and birds. |
Mode of action | Hydramethylnon is a metabolic inhibitor. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation. |
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