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Permethrin

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Identification
Molecular formula
C21H20Cl2O3
CAS number
52645-53-1
IUPAC name
(3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
State
State

This compound is usually solid at room temperature as it is slightly waxy.

Melting point (Celsius)
34.50
Melting point (Kelvin)
307.65
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
391.29g/mol
Molar mass
391.2910g/mol
Density
1.1950g/cm3
Appearence

Permethrin is typically a colorless to a pale yellow liquid. It is nearly odorless in its pure form.

Comment on solubility

Solubility of (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

The solubility of (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate can be characterized by several factors:

  • Polarity: The compound exhibits a blend of polar and nonpolar characteristics, which suggests that it may have varying solubility in different solvents.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as ethanol, acetone, and possibly chloroform, but less soluble in water due to its organic structure.
  • Interactions: The presence of functional groups, particularly double bonds and carbonyls, can facilitate solubility through dipole-dipole interactions with polar solvents.
  • Temperature Dependence: As with many organic compounds, solubility may increase with temperature, enhancing the solvation process.

In summary, while precise solubility data may not be readily available for this compound, its organic nature and functional groups provide useful insights into its likely solubility behavior. It is essential to perform experimental solubility tests for accurate determination.

Interesting facts

Interesting Facts about (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

This intriguing compound boasts a complex structure that includes multiple functional groups, making it a subject of interest for both organic chemists and those enamored with synthetic pathways. Here are some fascinating insights about this compound:

Complex Functional Groups

  • The compound features a cyclopentene framework, which is essential in various organic synthesis reactions.
  • It contains both ketone and ester functionalities, which can be significant in creating additional derivatives or facilitating unique chemical reactions.

Applications in Organic Synthesis

This compound may be particularly valuable in the realms of medicinal chemistry and materials science. Its structural components can:

  • Act as a starting material for the synthesis of pharmaceutical intermediates.
  • Serve as a precursor in the development of polymers and other advanced materials.

Natural Product Inspiration

Compounds with such intricate structures often draw inspiration from natural products. They may mimic the active sites of biologically important molecules, highlighting nature's prowess in molecular design.

Importance in Research

Understanding compounds like this through research can pave the way for:

  • Identifying new therapeutic agents.
  • Exploring enzyme-catalyzed reactions that leverage complex functionalities.

As we delve deeper into the realm of organic chemistry, compounds such as (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate remind us of the endless possibilities waiting to be uncovered in the synthesis and application of molecules.

Synonyms
Allethrins
D-trans Allethrin
d-cis,trans-Allethrin
d-cis-trans-Allethrin
Allyl cinerin
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1-alpha(S*),3-beta)-(+-)-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester. (1S.3S)-rel-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1S,3S)-rel-
HSDB 1511
PYNAMIN (JAPAN)
PALLETHRINE (FRANCE)
Pesticide Code: 004001
OMS 468
(RS)-Allethronyl (1R, cis)-chrysanthemate /d-cis-Allethrin/
(S)-Allethronyl (1R, trans)-chrysanthemate /S-Bioallethrin/
(RS)-Allethronyl (1R, cis, trans)-chrysanthemate /d-Allethrin/
(S)-Allethronyl (1R, cis, trans)-chrysanthemate /GZ1925000/
(RS)-Allethronyl (1R, trans) chrysanthemate /d-trans-Allethrin/ /Esbiothrin/
(RS)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl (1RS, cis, trans)-2,2-dimethyl-3-(2,2-dimethylvinyl)cyclopropane-carboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/
2-Methyl-4-oxo-3-(2-propenyl)-2-cyclo-penten-1-yl 2,2-dimethyl 3-(2-methyl-1-propenyl) cyclopropanecarboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/
d-trans-Chrysanthemum monocarboxylic acid ester of d-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one /S-Bioallethrin/
ALLETHRIN
584-79-2
Pynamin
Esbiothrin
84030-86-4
Allethrine
D-Allethrin
22431-63-6
alpha-dl-trans-Allethrin
Pallethrine
Pyresin
Pyresyn
Allyl cinerin I
Necarboxylic acid
D-TRANS-ALLETHRIN
(2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Bioaletrina
Cinerin I allyl homolog
3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl chrysanthemate
3972-20-1
DTXSID8035180
CHEBI:34572
trans-chrysanthemummonocarboxylate
Allyl homolog of cinerin I
42534-61-2
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester
FMC 249
NCGC00163953-03
NIA 249
FDA 1446
28434-00-6
(1R)-2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylicacid 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-ylester
(+)-Allelrethonyl (+)-cis,trans-chrysanthemate
3-Allyl-4-keto-2-methylcyclopentenyl chrysanthemum monocarboxylate
Allethrolone ester of chrysanthemummonocarboxylic acid
Bioallethrin (BAN)
3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
28057-48-9
(+/-)-Allerethonyl (+/-)-cis,trans-chrysanthemate
0X03II877M
MFCD00045443
(+)-trans-Bioallethrin
ALLETHRIN [HSDB]
ALLETHRIN I [MI]
Duocide [veterinary] (TN)
SCHEMBL26963
CHEMBL1872535
DTXCID6015180
D,L-chrysanthemum monocarboxylate
[(1S)-2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
HY-B1559
NSC11782
Tox21_400074
D-allethrolone d-trans-chrysanthemate
ENT 16275
ENT 17510
AKOS015900219
NCGC00163953-01
NCGC00163953-02
NCGC00163953-04
NCGC00164471-01
(3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
AS-11751
CAS-584-79-2
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, [1R-[1.alpha.(S*),3.beta.]]-
DB-047389
()-Allerethonyl ()-cis,trans-chrysanthemate
CS-0013441
NS00008969
Allethrin, PESTANAL(R), analytical standard
Esbiothrin, PESTANAL(R), analytical standard
D07530
Bioallethrin, PESTANAL(R), analytical standard
Q1851694
(.+-.)-Allelrethonyl (.+-.)-cis,trans-chrysanthemate
(+)-trans-Chrysanthemumic acid ester of (.+-.)-allethrolone
WLN: L5V BUTJ B2U1 C1 DOV- BL3TJ A1 A1 C1UY1&1
2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of 2,2-dimethyl-3-(2-methyl propenyl) cyclopropane carboxylic acid
2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate, (1R-(1.alpha.(S*),3.beta.))-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester (VA
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, d-trans-
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopentene-1-yl ester
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
D-trans-Allethrin, (S)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R)-2,2-dimethyl-3-(2-methyl-prop-1-enyl)cyclopropancarboxylate