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Imiprothrin: Difference between revisions

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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 396495200
| Watchedfields = changed
⚫ |Reference=<ref> at ]</ref><ref name=EPA>, ]</ref>
⚫ | verifiedrevid = 422676078
⚫ |ImageFile=Imiprothrin.svg
| Name =
|ImageSize=200px
⚫ | Reference = <ref> at ]</ref><ref name="EPA">, ], March 1998.</ref>
⚫ |IUPACName=(2,5-Dioxo-3-prop-2-ynylimidazolidin-1-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
⚫ | ImageFile = Imiprothrin.svg
⚫ |OtherNames=Pralle; Multicide
⚫ | PIN = methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
⚫ |Section1={{Chembox Identifiers
⚫ | OtherNames = Pralle; Multicide
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫ | Section1 = {{Chembox Identifiers
⚫ | ChemSpiderID = 11677252
⚫ | InChI = 1/C16H20N2O4/c1-6-7-17-9-12(19)18(15(17)21)22-14(20)13-11(8-10(2)3)16(13,4)5/h1,8,11,13H,7,9H2,2-5H3
| InChIKey = LCSQQWBCNOLPHM-UHFFFAOYAJ
⚫ | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C16H20N2O4/c1-6-7-17-9-12(19)18(15(17)21)22-14(20)13-11(8-10(2)3)16(13,4)5/h1,8,11,13H,7,9H2,2-5H3
⚫ | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChIKey = LCSQQWBCNOLPHM-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=72963-72-5 | CASNo = 72963-72-5
| ChEBI = 39389
⚫ | PubChem=123622
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫ | SMILES = O=C2N(OC(=O)C1C(/C=C(\C)C)C1(C)C)C(=O)CN2CC#C
⚫ | ChemSpiderID = 110211
⚫ }}
| EC_number = 615-873-9
|Section2={{Chembox Properties
| KEGG = D01889
⚫ | C=17|H=22|N=2|O=4
⚫ | PubChem = 123622
| Appearance=
| UNII_Ref = {{fdacite|correct|FDA}}
⚫ | Density=0.979 g/mL
| UNII = 73OFA861WY
⚫ | MeltingPt=
⚫ | SMILES = O=C(OCN1C(=O)CN(C1=O)CC#C)C2C(\C=C(/C)C)C2(C)C
⚫ | BoilingPt=
⚫ | StdInChI_Ref = {{stdinchicite|changed|chemspider}}
⚫ | Solubility=
⚫ | StdInChI = 1S/C17H22N2O4/c1-6-7-18-9-13(20)19(16(18)22)10-23-15(21)14-12(8-11(2)3)17(14,4)5/h1,8,12,14H,7,9-10H2,2-5H3
⚫ | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
⚫ | StdInChIKey = VPRAQYXPZIFIOH-UHFFFAOYSA-N
}} }}
|Section3={{Chembox Hazards | Section2 = {{Chembox Properties
⚫ | C=17 | H=22 | N=2 | O=4
⚫ | MainHazards=
| Appearance=Golden yellow liquid
| FlashPt=110 °C
| Odor=Slightly sweet
| Autoignition=
⚫ | Density=0.979 g/mL
| RPhrases = {{R22}} {{R50}}
⚫ | MeltingPt=
| SPhrases = {{S61}}
⚫ | BoilingPt=
⚫ | Solubility=
}} }}
| Section3 = {{Chembox Hazards
⚫ | MainHazards=
| FlashPtC = 110
| AutoignitionPtC =
| GHSPictograms = {{GHS07}}{{GHS09}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302|410}}
| PPhrases = {{P-phrases|264|270|273|301+312|330|391|501}}
⚫ }}
| Section4 =
| Section5 =
| Section6 =
}} }}


'''Imiprothrin''' is a synthetic ] ]. It is an ingredient in some insecticide products for indoor use.<ref name=EPA/> It has low acute toxicity to humans,<ref name=EPA/> but to insects it acts as a ] causing ]. '''Imiprothrin''' is a synthetic ] ]. It is an ingredient in some commercial and consumer insecticide products for indoor use. It has low acute toxicity to humans through the ] and ] routes, but to insects it acts as a ] causing ]. It is effective against ]es, ], ]s, ], ] and ]s, among others.<ref name="EPA"/>


==References== ==References==
{{reflist}} {{reflist}}



{{insecticides}} {{insecticides}}


] ]
] ]
] ]
]



{{hydrocarbon-stub}}
]
]
]

Latest revision as of 14:32, 9 July 2024

Imiprothrin
Names
Preferred IUPAC name methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
Other names Pralle; Multicide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.106.762 Edit this at Wikidata
EC Number
  • 615-873-9
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C17H22N2O4/c1-6-7-18-9-13(20)19(16(18)22)10-23-15(21)14-12(8-11(2)3)17(14,4)5/h1,8,12,14H,7,9-10H2,2-5H3Key: VPRAQYXPZIFIOH-UHFFFAOYSA-N
SMILES
  • O=C(OCN1C(=O)CN(C1=O)CC#C)C2C(\C=C(/C)C)C2(C)C
Properties
Chemical formula C17H22N2O4
Molar mass 318.373 g·mol
Appearance Golden yellow liquid
Odor Slightly sweet
Density 0.979 g/mL
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS09: Environmental hazard
Signal word Warning
Hazard statements H302, H410
Precautionary statements P264, P270, P273, P301+P312, P330, P391, P501
Flash point 110 °C (230 °F; 383 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Imiprothrin is a synthetic pyrethroid insecticide. It is an ingredient in some commercial and consumer insecticide products for indoor use. It has low acute toxicity to humans through the inhalation and dermal routes, but to insects it acts as a neurotoxin causing paralysis. It is effective against cockroaches, waterbugs, ants, silverfish, crickets and spiders, among others.

References

  1. Imiprothrin at Sigma-Aldrich
  2. ^ Pesticide Fact Sheet: Imiprothrin, U. S. Environmental Protection Agency, March 1998.
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides


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