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Permethrin

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

At room temperature, permethrin is commonly found in a liquid state due to its low melting point. However, it can also be encountered in solid form depending on its formulation and environmental conditions.

Melting point (Celsius)
34.00
Melting point (Kelvin)
307.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
391.29g/mol
Molar mass
391.2910g/mol
Density
1.1900g/cm3
Appearence

Permethrin is typically a pale yellow to light orange-brown liquid. It is known for its slightly viscous nature and can have a mild chemical or fruity odor.

Comment on solubility

Solubility of (2,4-Dimethylphenyl)methyl 2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

The solubility of (2,4-dimethylphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, with the chemical formula C21H20Cl2O3, can be considered within the context of its molecular structure and interactions with solvents. Specifically, its solubility is influenced by various factors:

  • Molecular Weight: With a relatively high molecular weight, solubility may be limited in polar solvents.
  • Polarity: The compound features multiple functional groups, which may contribute to its overall polarity and affect its solubility in different solvent types.
  • Hydrophobic Regions: The presence of bulky hydrophobic groups in the molecular structure may lead to decreased solubility in water.
  • Solvent Selection: Generally, like dissolves like; therefore, nonpolar solvents may be more effective in dissolving this compound compared to polar solvents.

In practice, it is essential to experimentally determine the solubility of this compound as theoretical predictions can vary significantly due to the complex interplay of molecular interactions. As a rule of thumb, “the key to solubility” often lies in the compatibility of the solute with the solvent's polarity.

Interesting facts

Interesting Facts about (2,4-dimethylphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

This compound is known for its elaborate structure and interesting chemistry. As part of the cyclopropane family, this compound showcases how cyclic compounds can foster unique properties and reactivity compared to their acyclic counterparts.

Here are some fascinating aspects of this compound:

  • Complexity: The compound features a cyclopropane ring, which is quite strained compared to more stable rings, making it a subject of study in organic chemistry regarding its reactivity and stability.
  • Functional Groups: The presence of carboxylate and alkenyl functional groups gives this compound promising avenues for further chemical reactions, including functionalization and polymerization.
  • Applications: Compounds with similar structures are often utilized in the field of pharmaceuticals and materials science. They can serve as intermediates in the synthesis of drugs or specialty chemicals.
  • Synthetic Pathways: The synthesis of this compound may involve several steps, making it a great example for students to explore reaction mechanisms and the importance of sterics and electronics in chemical transformations.
  • Natural Analogs: Many chemical compounds mimic natural products. Studying this compound might reveal insights into how similar structural features can lead to biological activity, potentially guiding future drug discovery.

In summary, the compound (2,4-dimethylphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate represents a captivating area of organic chemistry. Its structure allows chemists to delve into the characteristics of strained rings and the various potential applications in synthesis and industry. As graduate students often say, *"The beauty of chemistry lies in its complexity and diversity!"*

Synonyms
DIMETHRIN
Dimetrin
70-38-2
Dimethrin [ANSI]
Dimethrin [ANSI:ISO]
HSDB 6860
UNII-SRP5SEK6S1
2,4-Dimethylbenzylchrysanthemumate
SRP5SEK6S1
2,4-Dimethylbenzyl chrysanthemumate
ENT-21170
NSC 15731
EPA Pesticide Chemical Code 034101
DIMETHRIN [ISO]
Chrysanthemumic acid 2,4-dimethylbenzyl ester
Chrysanthemumic acid, 2,4-dimethylbenzyl ester
NSC-15731
ENT 21,170
2,4-Dimethylbenzyl-(I)-cis-trans-chrysanthemumate
2,4-Dimethylbenzyl ester of cis,trans-chrysanthemumic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (2,4-dimethylphenyl)methyl ester
DTXSID8040305
2,4-Dimethylbenzylester kyseliny chrysanthemove
USEPA/odw; Health Advisories for 50 Pesticides (1988) ENT 21,170
Dimethrin (ANSI)
2,4-Dimethylbenzyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
(2,4-Dimethylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
(2,4-dimethylphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid 2,4-dimethylbenzyl ester
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, 2,4-dimethylbenzyl ester
Dimethrine
Dimethrin (ANSI:ISO)
2,4-Dimethylbenzyl ester of chrysanthemumic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (2,4-dimethylphenyl)methyl ester (VAN)
Caswell No. 359
CHRYSANTHEMUMMONOCARBOXYLIC ACID, 2,4-DIMETHYLBENZYL ESTER
2,4-Dimethylbenzyl 2,2-dimethyl-3-(2-methylpropenyl) cyclopropanecarboxylate
CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPEN-1-YL)-, (2,4-DIMETHYLPHENYL)METHYL ESTER
SHA 034101
AI3-21170
2,4-Dimethylbenzylester kyseliny chrysanthemove [Czech]
DIMETHRINE [HSDB]
Pesticide Code 034101
2,4-Dimethylbenzyl (1RS)-cis,trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
SCHEMBL119224
DTXCID6020305
2,4Dimethylbenzylchrysanthemumate
AAA07038
ENT21170
NSC15731
AKOS040746771
(2,4-Dimethylphenyl)methyl2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
DA-52235
2,4Dimethylbenzyl(I)cistranschrysanthemumate
HY-122233
CS-0082945
NS00121313
2,4Dimethylbenzylester kyseliny chrysanthemove
Chrysanthemumic acid, 2,4dimethylbenzyl ester
Q27289354
2,4Dimethylbenzyl ester of cis,transchrysanthemumic acid
2,2-dimethyl-3-(2-methylpropenyl) cyclopropanecarboxylate
2,4Dimethylbenzyl 2,2dimethyl3(2methylpropenyl)cyclopropanecarboxylate
2,trans-(+-)-2,2-dimethyl-3-(2-methylpropenyl) cyclopropanecarboxylate
2,trans-(.+-.)-2,2-dimethyl-3-(2-methylpropenyl) cyclopropanecarboxylate
(2,4Dimethylphenyl)methyl 2,2dimethyl3(2methyl1propenyl)cyclopropanecarboxylate
2,4-Dimethylbenzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate #
2,4Dimethylbenzyl (1RS)cis,trans2,2dimethyl3(2methylprop1enyl)cyclopropanecarboxylate
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methyl1propenyl), (2,4dimethylphenyl)methyl ester
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methylpropenyl), 2,4dimethylbenzyl ester
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methylpropenyl), 2,4dimethylbenzyl ester (8CI)
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methylpropenyl)-, 2,4-dimethylbenzyl ester
(2,4-DIMETHYLPHENYL)METHYL 2,2-DIMETHYL-3-(2-METHYL-1- PROPENYL)CYCLOPROPANECARBOXYLATE
2,4-DIMETHYLBENZYL (1RS)-CIS,TRANS-2,2-DIMETHYL-3-(2- METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLATE
2,4-Dimethylbenzyl(1RS)-cis,trans-2,2-dimethyl-3-(2-methyl prop-1-enyl) cyclopropanecarboxylate
67239-16-1
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (2,4-dimethylphenyl)methyl ester (VAN) (9CI)
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, (2,4-dimethylphenyl)methyl ester
Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, (2,4-dimethylphenyl)methyl ester (VA
Cyclopropanecarboxylicacid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (2,4-dimethylphenyl)methylester