| Identification | More | [Name]
Imiprothrin | [CAS]
72963-72-5 | [Synonyms]
Imiprothrin (mixture of isomers) PESTANAL
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2,5-dioxo-3-(2-propynyl)-1-imidazolidinylmethyl ester
imiprothrin (bsi, pa e-iso)
s-41311
2,5-Dioxo-3-prop-2-ynylimidazolidin-1-ylmethyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Imiprothrin
2-Propargylsuccinimidylmethyl chrysanthemate | [EINECS(EC#)]
428-790-6 | [Molecular Formula]
C17H22N2O4 | [MDL Number]
MFCD03703407 | [Molecular Weight]
318.4 | [MOL File]
72963-72-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
<25 °C | [Boiling point ]
403.1±55.0 °C(Predicted) | [density ]
0.979 | [vapor pressure ]
0-0Pa at 20-40℃ | [Fp ]
110°C | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
-2.34±0.20(Predicted) | [color ]
White to Off-White Waxy | [Henry's Law Constant]
1.6×105 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [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,7,9-10H2,2-5H3 | [InChIKey]
VPRAQYXPZIFIOH-UHFFFAOYSA-N | [SMILES]
C\C(C)=C/C1C(C(=O)OCN2C(=O)CN(CC#C)C2=O)C1(C)C | [LogP]
2.32 at 25℃ and pH5.4 | [Surface tension]
53.9mN/m at 86mg/L and 20℃ | [CAS DataBase Reference]
72963-72-5(CAS DataBase Reference) | [EPA Substance Registry System]
72963-72-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R22:Harmful if swallowed.
R50:Very Toxic to aquatic organisms. | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN3082 9/PG 3 | [WGK Germany ]
2 | [REACH Registrations]
Active | [HS Code ]
29339900 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
STOT SE 2 | [Hazardous Substances Data]
72963-72-5(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Uses]
Imiprothrin is an analytical standard that is also used in insect neurotoxin research. | [Definition]
ChEBI: Imiprothrin is mixture of 20% (1R)-cis- (CHEBI:39372) and 80% (1R)-trans- (CHEBI:39373) isomers. It has a role as a pyrethroid ester insecticide. It is a member of cyclopropanes and an imidazolidinone. It contains a (1R)-cis-imiprothrin and a (1R)-trans-imiprothrin. It is functionally related to a chrysanthemic acid. | [Production Methods]
The industrial production of imiprothrin begins with the preparation of chrysanthemic acid, a cyclopropane carboxylic acid derivative, which is then esterified with 2-propargylsuccinimidylmethanol. This reaction forms the active ester compound: (2,5-dioxo-3-prop-2-ynylimidazolidin-1-yl)methyl chrysanthemate. The synthesis is optimised for isomeric purity to enhance insecticidal potency. | [Mechanism of action]
Similar to other synthetic pyrethoids, acts by over stimulation of the nervous system. Sodium channel modulator. | [Pesticide Type]
Insecticide |
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J & K SCIENTIFIC LTD.
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