Cas no 55667-40-8 ((+)-cis-Permethrinic Acid)

(+)-cis-Permethrinic Acid is a chiral carboxylic acid derivative of permethrin, a well-known synthetic pyrethroid insecticide. This compound is characterized by its cis-configuration and (+) optical activity, which contribute to its high biological specificity and potency. As a key intermediate in the synthesis of advanced pyrethroids, it offers precise stereochemical control, enhancing the efficacy of derived insecticides. Its structural purity and stability make it valuable for research and industrial applications, particularly in developing targeted pest control formulations. The compound’s defined chirality also facilitates studies on structure-activity relationships in pyrethroid chemistry, supporting the design of more selective and environmentally compatible insecticides.
(+)-cis-Permethrinic Acid structure
(+)-cis-Permethrinic Acid structure
Product Name:(+)-cis-Permethrinic Acid
CAS No:55667-40-8
MF:C8H10Cl2O2
MW:209.069800853729
CID:373931
PubChem ID:673647
Update Time:2025-06-10

(+)-cis-Permethrinic Acid Chemical and Physical Properties

Names and Identifiers

    • 1R-cis-Permethrinic acid
    • CIS-TRANS-PERMETHRICACID
    • 1R cis-permethemic acid
    • (+)-cis-Permethrinic Acid
    • (+)-cis-Permethrinic Acid
    • Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (1R,3R)-
    • (1S,3R)-3-(2,2-dichlor
    • 2-dichloroethenyl)-2,2-dimethyl-3-((1r-trans)-cyclopropanecarboxylicaci
    • 3-(2,2-Dichloroethenyl)-2,2-DimethylcyclopropancarboxlixAcid
    • 3-(2,2-DICHLOROETHYENYL)-2,2-DIMETHYLCYCLO PROPANECARBOXYLIC ACID
    • cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-d
    • PERMETRINIC ACID
    • trans-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid
    • trans-2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylic acid
    • 55701-06-9
    • LLMLSUSAKZVFOA-NJGYIYPDSA-N
    • cis-trans-Permethric acid
    • DTXSID3041823
    • (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
    • SCHEMBL192770
    • Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (1R,3R)-
    • cis-(+-)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid
    • (1R-cis)-3-(2,2-Dichioroethenyl)-2,2-dimethyl-cyclopropane carboxylic acid
    • 3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid
    • Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, cis-(+-)-
    • 55667-40-8
    • cis-DL-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylicacid
    • (1R,3R)-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid
    • starbld0016568
    • (1R,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
    • InChI=1/C8H10Cl2O2/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3,(H,11,12)/t4-,6-/m0/s
    • 1R-cis-Permethrinicacid
    • Inchi: 1S/C8H10Cl2O2/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3,(H,11,12)/t4-,6-/m0/s1
    • InChI Key: LLMLSUSAKZVFOA-NJGYIYPDSA-N
    • SMILES: Cl/C(=C/[C@H]1[C@@H](C(=O)O)C1(C)C)/Cl

Computed Properties

  • Exact Mass: 208.0059
  • Monoisotopic Mass: 208.006
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 241
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.3
  • Topological Polar Surface Area: 37.3A^2

Experimental Properties

  • Color/Form: 非晶形的粉末, 白色至灰白色
  • Density: 1.433
  • Melting Point: 83 - 85oC
  • Boiling Point: 290.6 °C at 760 mmHg
  • Flash Point: 129.6 °C
  • Refractive Index: 1.6
  • PSA: 37.3
  • LogP: 2.66220

(+)-cis-Permethrinic Acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
P287710-100mg
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55667-40-8
100mg
$207.00 2023-05-17
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P287710-1g
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1g
$ 1200.00 2023-09-06
TRC
P287710-1000mg
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$1642.00 2023-05-17

Additional information on (+)-cis-Permethrinic Acid

(+)-Cis-Permethrinic Acid (CAS No. 55667-40-8): A Comprehensive Overview

(+)-Cis-Permethrinic Acid, also known by its CAS number 55667-40-8, is a compound of significant interest in the fields of organic chemistry and pest control. This compound is a derivative of permethrin, a widely used synthetic pyrethroid insecticide. The cis configuration in its name indicates the spatial arrangement of substituents around the double bond, which plays a crucial role in its biological activity and stability.

Recent studies have highlighted the importance of understanding the stereochemistry of (+)-Cis-Permethrinic Acid in determining its efficacy as an insecticide. Researchers have found that the cis configuration enhances the compound's ability to interact with voltage-gated sodium channels in insects, leading to paralysis and death. This mechanism underscores the compound's role in modern pest management strategies, particularly in agriculture and public health.

The synthesis of (+)-Cis-Permethrinic Acid involves a multi-step process that includes oxidation and stereochemical control. Advanced techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are employed to ensure the purity and stereochemical integrity of the final product. These methods are critical for maintaining the compound's effectiveness and safety for use.

In terms of applications, (+)-Cis-Permethrinic Acid is primarily used as an intermediate in the production of permethrin-based insecticides. Its role as a precursor highlights its importance in the chemical industry, where it contributes to the development of eco-friendly pest control solutions. Recent advancements in green chemistry have led to more sustainable synthesis pathways for this compound, reducing environmental impact while maintaining high yields.

The environmental impact of (+)-Cis-Permethrinic Acid has been a focus of recent research. Studies indicate that while it is effective against target pests, it degrades relatively quickly in soil and water, minimizing long-term ecological effects. However, its persistence in certain environments and potential bioaccumulation in non-target species remain areas of concern that require further investigation.

From a regulatory perspective, (+)-Cis-Permethrinic Acid is subject to stringent safety assessments to ensure its safe use in agricultural and domestic settings. Regulatory bodies worldwide have established guidelines for its application rates and residue limits to protect human health and ecosystems.

In conclusion, (+)-Cis-Permethrinic Acid (CAS No. 55667-40-8) is a pivotal compound in pest control technology, with ongoing research focusing on its synthesis, application, and environmental impact. Its stereochemical properties and biological activity make it a cornerstone in the development of effective and sustainable insecticides for the future.

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