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1-(3-chloro-4-cyclohexylphenyl)cyclopropanecarboxylic acid

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Identification
Molecular formula
C16H19ClO2
CAS number
76380-49-1
IUPAC name
1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid
State
State

This compound is in a solid state at room temperature, presenting as a crystalline powder. It remains stable under typical atmospheric conditions.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
470.40
Boiling point (Kelvin)
743.55
General information
Molecular weight
276.79g/mol
Molar mass
276.7960g/mol
Density
1.2123g/cm3
Appearence

1-(3-chloro-4-cyclohexylphenyl)cyclopropanecarboxylic acid is typically found as a white to off-white crystalline powder. It may exhibit hygroscopic properties, absorbing moisture from the environment. The compound is known for its stability under a range of environmental conditions but should be stored in a cool, dry place to maintain its integrity.

Comment on solubility

Solubility of 1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid

The solubility of 1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid is influenced by several factors, primarily its molecular structure and the presence of functional groups. Here are some key points regarding its solubility:

  • Polarity: The carboxylic acid group (-COOH) contributes to significant polarity, often increasing solubility in polar solvents like water.
  • Hydrophobic Character: The cyclohexyl and phenyl groups can create hydrophobic interactions, which may reduce solubility in water.
  • pH Dependence: This compound is likely to exhibit varying solubility based on pH; in acidic environments, it tends to remain unionized, enhancing its solubility.
  • Temperature Effects: Increased temperature may improve solubility for many organic compounds, including this acid.
  • Solvent Selection: It may show better solubility in organic solvents such as ethanol or acetone compared to polar solvents like water.

Understanding the solubility characteristics of this compound can aid in various applications, such as pharmaceuticals or material sciences. As with many compounds, the rules can be generalized; however, the specific interactions of each functional group play a crucial role. As stated, “The solubility of a compound is based not only on its molecular structure but also on the solvent's nature.”

Interesting facts

Interesting Facts about 1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid

1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid is an intriguing compound that showcases the fascinating interplay between chemical structure and its properties. Its unique cyclopropane framework, combined with the aromatic characteristics of the phenyl group, enables a range of interesting applications and behaviors. Here are some notable aspects:

  • Structural Uniqueness: The presence of the cyclopropane ring in this compound contributes to its strained geometry, which can lead to distinctive reactivity, making it a candidate for various synthetic pathways.
  • Chlorine Influence: The chloro substituent (3-chloro) not only adds electronegativity to the molecule but can also influence the compound's reactivity and interaction with biological targets, showcasing the importance of halogenation in drug design.
  • Cyclohexyl Group: The cyclohexyl moiety imparts a degree of conformational flexibility, affecting how the compound fits into specific receptors or as a target for molecular recognition. This is crucial in medicinal chemistry.
  • Potential Applications: Compounds like this have potential uses in pharmaceutical development, particularly for designing agents with specific biological activities or as intermediates in organic synthesis.

This compound exemplifies the ongoing discoveries in organic chemistry, where slight modifications in molecular structure can lead to significant changes in chemical behavior and potential applications. As researchers continue to explore such compounds, they unlock new avenues in both industrial and pharmaceutical chemistry.

As chemist Marie Curie once said, "One never notices what has been done; one can only see what remains to be done." The study of compounds like 1-(3-chloro-4-cyclohexyl-phenyl)cyclopropanecarboxylic acid reminds us of the ever-evolving nature of chemical research and discovery.

Synonyms
TAI 129
1-(3-Chloro-4-cyclohexylphenyl)cyclopropane-1-carboxylic acid
26961-87-5
BRN 2283452
CYCLOPROPANECARBOXYLIC ACID, 1-(3-CHLORO-4-CYCLOHEXYLPHENYL)-
DTXSID10181450
RefChem:336225
DTXCID20103941