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Methyl cyclopropane carboxylate derivative

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Identification
Molecular formula
C15H16O4
CAS number
20816-48-4
IUPAC name
methyl (1aR,3aS,6aS)-1a,2-diformyl-5,5-dimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-6b-carboxylate
State
State

The compound is typically a liquid at room temperature, with low volatility and aromatic properties. The structure contains multiple sites that contribute to its stability.

Melting point (Celsius)
34.50
Melting point (Kelvin)
307.65
Boiling point (Celsius)
312.25
Boiling point (Kelvin)
585.40
General information
Molecular weight
244.29g/mol
Molar mass
244.2920g/mol
Density
1.1345g/cm3
Appearence

The compound is a colorless to pale yellow liquid under standard conditions. It is a cyclopropane carboxylate derivative with a distinct aromatic quality due to the cyclopropane group fused to an indene system.

Comment on solubility

Solubility of Methyl (1aR,3aS,6aS)-1a,2-diformyl-5,5-dimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-6b-carboxylate

This compound presents an intriguing solubility profile, largely determined by its complex structure and functional groups. Its solubility can be characterized as follows:

  • Polarity: The presence of multiple functional groups, including formyl and carboxylate groups, suggests varying degrees of polarity which significantly influence solubility in different solvents.
  • Solvent Compatibility: Typically, compounds like this one may show improved solubility in polar solvents such as:
    • Water
    • Methanol
    • Acetic acid
  • Non-Polar Solvents: Conversely, it may exhibit limited solubility in non-polar solvents like:
    • Hexane
    • Toluene
    • Chloroform
  • Temperature Effects: Solubility is also likely to be temperature-dependent; typically increasing with temperature due to enhanced molecular motion.
  • Concentration Factors: At higher concentrations, the solubility of this compound can further vary, potentially leading to saturation in more polar media.

In summary, understanding the solubility of this compound requires a comprehensive assessment of its chemical structure and the properties of the solvent system. The interplay of these factors leads to unique solubility characteristics, making it essential to explore specific conditions for optimal solubility.

Interesting facts

Interesting Facts about Methyl (1aR,3aS,6aS)-1a,2-diformyl-5,5-dimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-6b-carboxylate

This intriguing compound belongs to a complex class of chemical substances where its structure and functional groups offer fascinating insights into organic chemistry and potential applications.

  • Synthetic Applications: The compound is noteworthy for its role in synthetic chemistry. Its unique bicyclic structure makes it a valuable intermediate in the development of various organic compounds.
  • Cyclic Structures: The presence of a cyclopropane ring, which is known to induce significant strain, often leads to interesting reactivity patterns. This can result in innovative pathways for chemical transformations.
  • Stereochemistry: Featuring multiple stereocenters, this compound exhibits chirality, which is a crucial aspect when considering its biological activity and interactions. The specific stereochemical configuration can influence pharmacological properties, making it essential in drug design.
  • Potential Biological Activity: While specific biological activities may not yet be fully understood, compounds with similar structures have been investigated for their anticancer and antimicrobial properties. This raises interesting questions about the possible therapeutic applications of this compound.

As a chemist or student, exploring the intricacies of this compound allows one to appreciate the interconnectedness of structure, reactivity, and potential applications. "Chemical compounds hold the key to countless innovations," a reminder of the importance of thorough research and exploration in the world of chemistry. The complexity and beauty of methyl (1aR,3aS,6aS)-1a,2-diformyl-5,5-dimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-6b-carboxylate exemplify why we delve deep into such fascinating substances.

Synonyms
Methyl marasmate
2213-00-5
CCRIS 1702
Marasmic acid methyl ester
MQ4LN968Y9
UNII-MQ4LN968Y9
Cycloprop(e)indene-6b(1H)-carboxylic acid, 1a,2-diformyl-1a,3a,4,5,6,6a-hexahydro-5,5-dimethyl-, methyl ester, (1aS-(1a-alpha,3a-beta,6a-beta,6b-alpha))-
DTXSID10944769
1a,2-Diformyl-1a,3a,4,5,6,6a-hexahydro-5,5-dimethylcycloprop[e]indene-6b(1H)-carboxylic acid methyl ester
Methyl 1a,2-diformyl-5,5-dimethyl-1a,3a,4,5,6,6a-hexahydrocyclopropa[e]indene-6b(1H)-carboxylate