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Chrysanthemic acid

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Identification
Molecular formula
C10H16O2
CAS number
150-50-5
IUPAC name
(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
State
State

At room temperature, chrysanthemic acid can exist as a liquid or as a crystalline solid, depending on its specific form and environmental conditions.

Melting point (Celsius)
33.00
Melting point (Kelvin)
306.15
Boiling point (Celsius)
278.00
Boiling point (Kelvin)
551.15
General information
Molecular weight
168.23g/mol
Molar mass
168.2300g/mol
Density
1.0428g/cm3
Appearence

The compound is a colorless to pale yellow liquid or crystalline solid. It does not have a significant odor and is typically synthesized for laboratory use and research applications. As a solid, it may appear as small, translucent crystals.

Comment on solubility

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

(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid is an interesting compound when it comes to its solubility characteristics. Solubility can greatly influence the behavior and application of this compound in various chemical contexts. Here are some key points regarding its solubility:

  • Polarity: Being a carboxylic acid, this compound likely has polar functional groups that enhance its solubility in polar solvents like water.
  • Hydrophobic character: The presence of multiple carbon groups may impart some degree of hydrophobicity, which means it could have limited solubility in water.
  • Solvent interactions: Solubility can vary significantly depending on the solvent used. It may dissolve well in organic solvents such as ethanol or chloroform.
  • Concentration effects: At higher concentrations, the solubility behavior might change due to potential aggregation or intermolecular interactions.

In conclusion, the solubility of (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid is influenced by its molecular structure and the characteristics of the solvent. Understanding these interactions is crucial for predicting its behavior in chemical processes and applications.

Interesting facts

Interesting Facts about (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic Acid

(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid is a unique compound that has piqued the interest of both organic chemists and those studying natural products. Here are some fascinating insights about this compound:

  • Synthetic Versatility: This compound is renowned for its role in organic synthesis, particularly in the production of complex natural products. Its cyclopropane ring makes it a valuable intermediate in various chemical reactions.
  • Natural Occurrence: Derivatives of this compound can be found in some plant species, which leads to potential applications in herbal medicine and natural flavoring.
  • Chiral Centers: The presence of chirality (specifically at the 1R and 3R positions) allows for the creation of enantiomers with different biological activities, contributing to the study of stereochemistry.
  • Potential Applications: Research has shown that compounds similar to this one may have antimicrobial properties, making them candidates for new drug discoveries.
  • Structure-Activity Relationship: Understanding how modifications to the structure of this acid affect its activity is an ongoing area of research, providing valuable insights into drug design.

Overall, (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid illustrates the intricate relationship between molecular structure and function, standing as a testament to the creativity and precision of organic chemistry.

Synonyms
(+)-trans-Chrysanthemic acid
TRANS-(+)-CHRYSANTHEMIC ACID
Trans-chrysanthemic acid
Chrysanthemic acid d-trans-form
(1R-trans)-Chrysanthemic acid
23FP207VLY
EINECS 225-067-5
(R,R)-chrysanthemic acid
BRN 2043419
(1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
(1R,3R)-chrysanthemic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-
(+)-trans-Chrysanthemumsaeure
CHEBI:39100
DTXSID101033188
(+)-(1R,3R)-2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid
(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R-trans)-
CHRYSANTHEMIC ACID, TRANS-(+)-
CHRYSANTHEMIC ACID D-TRANS-FORM [MI]
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-
CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYLPROPENYL)-, (1R,3R)-(+)-
trans-Chrysanthemumsaeure
CHEBI:39101
DTXCID401023079
trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid
(1R,3R)-rel-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic Acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R-trans)-(9CI)
rel-(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid
4638-92-0
dl-trans-Chrysanthemic acid
(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
4-09-00-00169 (Beilstein Handbook Reference)
DL-trans-Chrysanthemumic acid
(+/-)-trans-Chrysanthemic acid
UNII-23FP207VLY
trans-Chrysanthemumic acid
(1R,3R)-trans-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid
(+)-trans-Chrysanthemumsaure
trans-DL-Chrysanthemumic Acid
SCHEMBL739718
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-rel-
(.+/-.)-trans-Chrysanthemic Acid
(.+/-.)-trans-Chrysanthemumic Acid
AKOS024318865
HY-W513778
LMPR0102060001
DL-trans-Chrysanthemummonocarboxylic acid
FT139159
NS00083833
C09842
G78495
(+)-trans-Chrysanthemic acid, >=97.0% (GC)
(.+/-.)-trans-Chrysanthemummonocarboxylic Acid
Q5114537
2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid, trans- #
trans-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid
(1R,3R) 2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylic acid
(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acid
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-(.+/-.)-
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, trans-(.+/-.)-