| Identification | More | [Name]
Hexaflumuron | [CAS]
86479-06-3 | [Synonyms]
1-[3,5-DICHLORO-4-(1,1,2,2-TETRAFLUOROETHOXY)PHENYL]3-(2,6-DIFLUORO-BENZOYL)UREA
3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl isocyanate
CONSOL
CONSULT
CONSULT(R)
HEXAFLUMURON
N-[3,5-DICHLORO-4-(1,1,2,2-TETRAFLUOROETHOXY)PHENYLCARBAMOYL]-2,6-DIFLUOROBENZAMIDE
1-(3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl)
6-difluoro-)-
ai3-29832
benzamide,n-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl
hexafluoron
xrd473
hexaflumuron (bsi,iso)
DE-473
Hexafluron
N-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide
Hexaflumuron E.C.
1-[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy) phenyl]-3-(2,6-difuorobenzoyl) urea
Trueno | [Molecular Formula]
C16H8Cl2F6N2O3 | [MDL Number]
MFCD01743935 | [Molecular Weight]
461.14 | [MOL File]
86479-06-3.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
197-199° | [density ]
1.4069 (estimate) | [vapor pressure ]
5.9 x l0-5 Pa (25 °C) | [storage temp. ]
0-6°C | [solubility ]
DMF: 10 mg/ml,DMSO: 10 mg/ml,DMSO:PBS(pH 7.2) (1:2): 0.3 mg/ml | [form ]
neat | [pka]
8.54±0.46(Predicted) | [Water Solubility ]
2.7 x l0-22 mg l-1 (18 °C) | [color ]
Off-white to light yellow | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [BRN ]
8168725 | [InChIKey]
RGNPBRKPHBKNKX-UHFFFAOYSA-N | [CAS DataBase Reference]
86479-06-3(CAS DataBase Reference) | [EPA Substance Registry System]
86479-06-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
2 | [RTECS ]
CV3800000 | [HazardClass ]
9 | [PackingGroup ]
III | [Hazardous Substances Data]
86479-06-3(Hazardous Substances Data) | [Toxicity]
LD50 oral in rat: > 5gm/kg |
| Hazard Information | Back Directory | [Potential Exposure]
Hexaflumuron is a benzoyl urea insecti cide, termiticide and insect growth regulator (IGR) that inhi bits an insect’s growth through chitin synthesis, which
termites need to form an exoskeleton. It is used to impregnate
termite bait. Worldwide, there are more than 20 suppliers/
manufacturers; most are in the United States Not currently
registered for agricultural use in some EU countries. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts
the skin, remove contaminated clothing and wash immedi ately with soap and water. Seek medical attention immedi ately. If this chemical has been inhaled, remove from
exposure, begin rescue breathing (using universal precau tions) if breathing has stopped, and CPR if heart action has
stopped. Transfer promptly to a medical facility. When
this chemical has been swallowed, get medical attention.
Give large quantities of water and induce vomiting. Do not
make an unconscious person vomit. Do not induce vomit ing when formulations containing petroleum solvents are
ingested. | [Shipping]
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz ardous material, Technical Name Required. | [Incompatibilities]
Decomposes in temperatures above
275 C. Irritating or toxic fumes or gases in a fire | [Chemical Properties]
White solid or powder. The commercial product
may be an emulsifiable concentrate. | [Waste Disposal]
Do not discharge into drains
or sewers. Dispose of waste material as hazardous waste
using a licensed disposal contractor to an approved land fill. Consult with environmental regulatory agencies for
guidance on acceptable disposal practices. Incineration
with effluent gas scrubbing is recommended. Containers
must be disposed of properly by following package label
directions or by contacting your local or federal environmental control agency, or by contacting your
regional EPA office. | [Uses]
Hexaflumuron is an benzoylphenylurea based chitin synthesis inhibitor used against Ephestia figulilella. | [Uses]
Hexaflumuron is used for the control of larvae of Lepidoptera,
Coleoptera, Homoptera and Diptera on top fruit, cotton and vegetables.
It is also used in forestry. | [Uses]
Insecticide. | [Definition]
ChEBI: An N-acylurea that is urea in which a hydrogen attached to one of the nitrogens is replaced by a 2,6-difluorobenzoyl group, while a hycrogen attached to the other nitorgen is replaced by a 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl
group. | [Metabolic pathway]
Although there is limited dormation on the metabolism of hexaflumuron
in the open literature, there is a useful summary provided by
Dow Agrosciences (Anon). Metabolic pathways are shown in Scheme 1. | [Degradation]
Hexaflumuron is stable to hydrolysis at pH 5.0 (25°C) over 33 days
and hydrolysis at pH 7.0 is slow (6% in 33 days). However, hydrolysis at
pH 9.0 was more rapid (DT50 21-23 days). Alkaline hydrolysis followed
two separate routes, namely the formation of 2,6-difluorobenzoic acid (2)
and 3,5-dichloro-4-( 1,1,2,2-tetrafluoroethoxy)phenylurea (3) and a slower
reaction to form 2,6-difluorobenzamide (4) and 3,5-dichloro-4-( 1,1,2,2-
tetrafluoroethoxy)anilhe (5).
When [14C-aniline] and [14C-benzoyl]hexaflumuron were irradiated in
sterile aqueous buffer at pH 5, the DT50 was approximately 6.3 days.
The major photolysis product from the benzoyl label was 4 (96% of the
applied radioactivity) and from the aniline label was 3,5-dichloro-4-
hydroxyaniline (6). The latter comprised 35% of the applied radioactivity
and a further 60% was released as 14CO2 from the aniline label indicating extensive ring-opening. |
| Questions And Answer | Back Directory | [Description]
Hexaflumuron is a termite pesticide, the first “reduced-risk pesticide” registered by the US EPA. Unlike traditional methods, it is regurgitated at the nest – allowing it to be applied in environmentally-friendly baiting stations, rather than liquid chemical barriers. It is an Insect Growth Regulator (IGR), acting on the synthesis of chitin, the main component of the exoskeleton. Its clearance and metabolism is slow, allowing for a high degree of bioconcentration. It can be used against subterranean termite colonies for wood structures including buildings, fences, trees, decking, and more, to control Reticulitermes, Coptotermes, and Heterotemes.
| [mechanism of action]
Hexaflumuron is an insect growth regulator (IGR) that works by inhibiting the insect’s growth. It interferes with chitin synthesis, which termites need to form a new exoskeleton.
Hexaflumuron is part of a pest monitoring system and is used selectively only in baiting stations where termite activity is present and only when the activity continues. Termites are social insects that share food and feeding sites. Foraging termites recruit nestmates to feeding sites by leaving a pheromone trail to the site, allowing the entire nest to feed on the bait containing hexaflumuron.
Pest control operators use hexaflumuron as part of aboveground and underground baiting systems. They place it in a tamper-resistant bait station where foraging termites consume it. | [uses]
Hexaflumuron is used to control subterranean termite colonies. It is used in above-ground and inground bait stations as part of termite monitoring and control programs. Target sites include buildings, fences, utility poles, decking, landscape plantings, trees, and other wood structures that can be damaged by termite foraging and feeding. Hexaflumuron products are used only by licensed pest management professionals.
Hexaflumuron is registered by the U.S. Environmental Protection Agency (EPA) for use as termite bait. End-use termite bait formulations containing hexaflumuron are registered and sold in more than 25 countries including Australia, Brazil, China, France, Japan, Spain, and the United States. Formulations are packaged into bait stations for in-ground installation around structures and in stations for above-ground installation. | [toxicity]
Animals
Hexaflumuron has a low toxicity when fed to rats in laboratory studies. See boxes on LD50,Laboratory Testing box and Toxicity Categories.
Laboratory tests indicate hexaflumuron is nonirritating to the skin and eyes of rabbits.
Humans
Scientists do not consider hexaflumuron a skin sensitizer.
 | [reference]
http://msdssearch.dow.com/PublishedLiteratureDOWCOM/dh_091b/0901b8038091b652.pdf?filepath=productsafety/pdfs/noreg/233-00932.pdf&fromPage=GetDoc
http://npic.orst.edu/factsheets/hexgen.pdf
http://www.doityourselftermitecontrol.com/chemical-termite-treatments.html
https://www.caymanchem.com/product/18598
http://dissemination.echa.europa.eu/Biocides/ActiveSubstances/1314-18/1314-18_Assessment_Report.pdf
https://npic.orst.edu/factsheets/archive/hextech.pdf
https://www.epestcontrol.com/images/Products/labels/hexaflumeroninfosheet.pdf |
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