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Permethrin

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

At room temperature, permethrin can exist as a liquid or a solid depending on its formulation and the specific isomers present. The compound is known for its stability and relatively low volatility, making it effective for use in various applications where prolonged action is required.

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
391.2920g/mol
Density
1.1900g/cm3
Appearence

Permethrin typically appears as a colorless to light yellow liquid. It can be characterized by its oily consistency and may also appear as a pale yellow solid when crystallized. The compound is known for its insecticidal properties.

Comment on solubility

Solubility Analysis of (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

The solubility of the compound (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (C21H20Cl2O3) can be quite intricate due to its complex structure. Key factors affecting solubility include:

  • Molecular structure: The presence of fused rings and functional groups can hinder solubility in aqueous environments.
  • Polarity: The compound has both polar and non-polar regions, influencing its interaction with solvents.
  • Temperature: Higher temperatures typically increase solubility for organic compounds.
  • Solvent type: This compound may have different solubility profiles in various organic solvents, such as ethanol or acetone, compared to water.

As a general guideline, compounds with high molecular weight and complex cyclic structures often exhibit lower solubility in water, while being more soluble in organic solvents. Therefore, one might expect:

  1. Enhanced solubility in non-polar solvents.
  2. Limited solubility in polar solvents like water.

Understanding the solubility characteristics of this compound is vital for its applications in various chemical processes and formulations. As noted, “like dissolves like,” meaning that recognizing the polarity can significantly inform solvent choice.

Interesting facts

Interesting Facts about (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

(5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate is a fascinating compound that sits at the intersection of organic chemistry and medicinal research. Here are some intriguing aspects:

  • Versatile Building Block: This compound features complex structural motifs that make it a valuable starting material in organic synthesis. Its unique geometry and functional groups often allow for a range of transformations.
  • Potential Medicinal Applications: Compounds with furan rings have been extensively studied for their biological activities. They are often found in natural products and pharmaceuticals, suggesting that (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate may exhibit interesting pharmacological properties.
  • Synthetic Chemistry: The synthesis of compounds such as this one often involves sophisticated reactions, including cyclopropanation, which can introduce strain and unique reactivity, making it a fun challenge for chemists.
  • Research Potential: Ongoing research may uncover new applications in fields ranging from drug development to materials science. These compounds expand the toolbox for chemists looking to create new functional materials.

As a chemist or chemistry student, the intricacy of (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate serves as a reminder of the beauty and complexity of organic chemistry. Its structure signifies the endless possibilities that await in the study and application of organic compounds. "Every molecule tells a story," might as well be a saying among chemists, and this compound is no exception.

Synonyms
resmethrin
10453-86-8
Benzofuroline
For-syn
Benzyfuroline
Penncapthrin
Chrysron
Crossfire
Enforcer
Isathrine
Premgard
Pyresthrin
Resmethrine
Synthrin
Chryson
Scourge
Resmethrin [ANSI]
Resmetrina
SB Pennick 1382
Caswell No. 083E
Penick 1382
Resmetrina [Portuguese]
ARI-B
Resmethrin [ISO]
Resmethrine [ISO-French]
S.B. Penick 1382
5-Benzylfurfuryl chrysanthemate
Bioresmethrin (d trans isomer)
CCRIS 2501
NRDC 104
HSDB 1516
OMS-1206
SBP-1382
EINECS 233-940-7
ENT 27474
FMC 17370
NIA 17370
Durekyl (TN)
Ectokyl (TN)
EPA Pesticide Chemical Code 097801
NSC 195022
CHEBI:8811
DTXSID7022253
AI3-27474
Benzofuroline; Isathrine
Z6PN6KTG4K
5-Benzyl-3-furylmethyl(+-)-cis,trans-chrysanthemate
Resbuthrin
5-Benzyl-3-furylmethyl (+-)-cis-trans-chrysanthemate
5-Benzyl-3-furylmethyl (1RS)-cis,trans-chrysanthemate
Dimethyl 3-(2-methyl-1-propenyl)cyclopropanecarboxylate
DTXCID302253
5-Benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
d-trans-Resmethrin
(5-Benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
Resmethrin (ANSI)
(5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
(5-Benzyl-3-furyl) methyl-2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate
(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
(5-Phenylmethyl-3-furan)methyl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane carboxylate
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, (5-benzyl-3-furyl)methyl ester
(5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-furylmethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
5-Benzyl-3-furylmethyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, (4-(2-benzyl)furyl) methyl ester
Resmethrin 10 microg/mL in Cyclohexane
Resmethrine (ISO-French)
(5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
Combat White Fly Insecticide
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, [5-(phenylmethyl)-3-furanyl]methyl ester
RESMETRINA (PORTUGUESE)
5-Benzyl-3-furylmethyl (+-)-cis,trans-chrysanthemate
(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, (1R-trans)-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, [5-(phenylmethyl)-3-furanyl]methyl ester, (1R-trans)-
CAS-10453-86-8
5-Benzyl-3-furylmethyl(+)-trans-chrysanthemate
Penick SBP 1382
UNII-Z6PN6KTG4K
Durekyl
Ectokyl
Pyretherm
Forsyn
Syntox
Biobenzylfuroline
D-Resmethrin
Sun-Bugger
NCGC00163786-03
Sun-Bugger 4
1S, cis-Resmethrin
BENZYLFUROLINE
Whitmire PT-110
RESMETHRIN [MI]
Raid flying insect killer
RESMETHRIN [INCI]
RESMETHRIN TECHNICAL
SCHEMBL27565
5Benzylfurfuryl chrysanthemate
MLS004712088
5Benzyl3furylmethyl (1RS,3RS
CHEMBL1879822
VEMKTZHHVJILDY-UHFFFAOYSA-
OMS1206
SBP1382
SBP 1382
Tox21_202138
Tox21_300920
HSCI1_000127
AKOS003390748
(5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropemecarboxylate
USEPA/OPP Pesticide Code: 097801
(5-Benzyl-3-furyl)methyl chrysanthemate
NCGC00163786-01
NCGC00163786-02
NCGC00163786-04
NCGC00163786-05
NCGC00254823-01
NCGC00259687-01
(5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate (9CI)
(5-(Phenylmethyl)-3-furanyl)methyl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, cis,trans-(+/-)-
SMR000778072
5-(PHENYLMETHYL)-3-FURANYL)METHYL
5Benzyl3furylmethyl (+)cistranschrysanthemate
5Benzyl3furylmethyl(+)cis,transchrysanthemate
NS00009121
Resmethrin, PESTANAL(R), analytical standard
D08475
Q414562
5-Benzyl-3-furylmethyl(+/-)-cis,trans-chrysanthemate
BRD-A83431637-001-01-3
BRD-A83431637-001-02-1
2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
5-Benzyl-3-furylmethyl(.+/-.)-cis,trans-chrysanthemate
(5-Benzyl-3-furyl)methyl (1RS)-cis-trans-chrysanthemate
(5-BENZYL-3-FURYL)METHYL-DL-CIS, TRANS-CHRYSANTHEMATE
5-BENZYL-3-FURYLMETHYL (+/-)-CIS-TRANS-CHRYSANTHEMATE
DL-CIS,TRANS-((5-BENZYL-3-FURYL)METHYL)CHRYSANTHEMUMATE
(5Benzyl3furyl) methyl2,2dimethyl3(2methylpropenyl)cyclopropanecarboxylate
(5Benzyl3furyl)methyl 2,2dimethyl3(2methylpropenyl)cyclopropanecarboxylate
(5(Phenylmethyl)3furanyl)methyl 2,2dimethyl3(2methyl1propenyl)cyclopropanecarboxylate
(5(Phenylmethyl)3furanyl)methyl 2,2dimethyl3(2methyl1propenyl)cyclopropanecarboxylate (9CI)
(5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
(5Phenylmethyl3furan)methyl2,2dimethyl3(2methyl1propenyl)cyclopropane carboxylate
[5-(phenylmethyl)furan-3-yl]methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cycloprop
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methylpropenyl), (4(2benzyl)furyl) methyl ester
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methylpropenyl), (5benzyl3furyl)methyl ester
(1R trans)-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid [5-(phenylmethyl)-3-furanyl] methyl ester
(5-(Phenylmethyl)-3-furanyl) methyl 2,2-dimethyl-3-(2-methyl-1-propenyl) cyclopropanecarboxylate)
233-940-7
3-FURANMETHANOL, 5-BENZYL-, 2,2-DIMETHYL-3-(2-METHYLPROPENYL)CYCLOPROPANECARBOXYLATE
5-Benzyl-3-furylmethyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarboxylate
5-Benzyl-3-furylmethyl (1RS, 3RS; 1RS, 3SR)-2,2-dimethyl-3-(2-methylprop=1-enyl)cyclopropanecarboxylate
CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPEN-1-YL)-, (5-(PHENYLMETHYL)-3-FURANYL)METHYL ESTER
Cyclopropanecarboxylic acid, 2,2dimethyl3(2methyl1propenyl), (5(phenylmethyl)3furanyl)methyl ester
InChI=1/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3