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cis-permethrin

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Identification
Molecular formula
C10H16O2
CAS number
51877-74-8
IUPAC name
(1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
State
State

At room temperature, the compound is in a solid state. It is commonly used in the form of granules or in powdered form for insecticidal applications.

Melting point (Celsius)
34.00
Melting point (Kelvin)
307.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
182.26g/mol
Molar mass
182.2620g/mol
Density
1.1905g/cm3
Appearence

The compound is a colorless to pale yellow solid. It often appears as crystalline powder and is typically odorless or has a faint odor.

Comment on solubility

Solubility of (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid

The solubility of (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid can be influenced by a variety of factors due to its unique structure and functional groups. Generally speaking, carboxylic acids possess notable solubility characteristics:

  • Polarity: The presence of the carboxylic acid group (-COOH) increases the polarity of the molecule, granting it the ability to interact favorably with polar solvents such as water.
  • Hydrogen Bonding: The ability of the -COOH group to form hydrogen bonds with solvent molecules facilitates solubility. As a result, this compound may exhibit moderate solubility in water.
  • Alkyl Groups: The branched alkyl groups (methyl and prop-1-enyl) within the compound can create steric hindrance, which may decrease solubility in highly polar solvents.
  • Temperature Effects: Solubility can also be temperature-dependent; increased temperatures may enhance solubility due to greater molecular motion.

In summary, while (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid may have some degree of solubility in water, the presence of alkyl branching may limit its extent. Therefore, it is best experienced in terms of solubility in various solvents, particularly where hydrogen bonding can play a significant role.

Interesting facts

Interesting Facts about (1S,3S)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic Acid

(1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid is a fascinating compound that falls within the category of cyclopropane derivatives. This unique structure makes it stand out due to its potential applications in various fields of science and industry. Here are some intriguing facts about this compound:

  • Synthetic Applications: This compound plays a critical role in organic synthesis, often utilized as an intermediate in the creation of more complex molecules.
  • Biological Interest: Cyclopropane derivatives like this one are of significant interest in medicinal chemistry, as they can display a range of biological activities, potentially leading to the development of new pharmaceuticals.
  • Stereochemistry: The specific stereochemical configuration of (1S,3S) contributes to the compound's unique properties, which can affect how it interacts with biological systems.
  • Natural Occurrence: Compounds with similar structures have been extracted from various natural sources, which often exhibit distinct flavors and fragrances, contributing to their commercial value in the food and fragrance industries.
  • Reactivity: The strain of the cyclopropane ring makes it reactively unique, allowing for various types of chemical reactions that would be less favorable in more stable ring structures.

In conclusion, (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid showcases the elegance of organic chemistry. Its intricate structure, combined with its promising applications, opens numerous avenues for further research and development. As researchers continue to explore its potential, there is little doubt that exciting discoveries lie ahead.

Synonyms
75957WZ15Y
DTXSID50883820
TRANS-(-)-CHRYSANTHEMIC ACID
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1S,3S)-
CHRYSANTHEMIC ACID L-TRANS-FORM
CHRYSANTHEMIC ACID, TRANS-(-)-
CHRYSANTHEMIC ACID L-TRANS-FORM [MI]
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-rel-
RefChem:577060
DTXCID601023306
(-)-trans-Chrysanthemic acid
2259-14-5
(1S,3S)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
705-16-8
Chrysanthemic acid dl-trans-form
(1S-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
l-trans-chrysanthemic acid
(1S-trans)-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid
(-)-trans-Chrysanthemumsaeure
(1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1S,3S)-
360DB5209D
Paragos 100050
trans-2,2-Dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
Chrysanthemic acid l-trans-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-rel-
4-09-00-00169 (Beilstein Handbook Reference)
DL-trans-Chrysanthemumic acid
EINECS 218-858-1
(+/-)-trans-Chrysanthemic acid
BRN 1862973
UNII-360DB5209D
UNII-75957WZ15Y
EINECS 211-883-9
AI3-33937
NCIMech_000061
SCHEMBL1150597
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-
CHEBI:39102
DTXSID60883558
CCG-35376
CHRYSANTHEMIC ACID, DL-TRANS-
AKOS016008603
CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYLPROPENYL)-, (1S-trans)-
CHRYSANTHEMIC ACID, (+/-)-TRANS-
CHRYSANTHEMIC ACID, TRANS-(+/-)-
CHRYSANTHEMIC ACID DL-TRANS-FORM [MI]
638P920
Q27118138
(-)-trans-2,2-dimethyl-3-isobutenylcyclopropane-1-carboxylic acid
trans-(1)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
(1S,3S)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acid