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Chloranilic acid

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Identification
Molecular formula
C6Cl2O4
CAS number
87-88-7
IUPAC name
3,4-dichloro-2-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2H-furan-5-one
State
State

At room temperature, Chloranilic acid is typically found in a solid state. It exists as crystalline powder that is stable under normal conditions but should be handled carefully to avoid exposure to moisture or prolonged light.

Melting point (Celsius)
239.00
Melting point (Kelvin)
512.15
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.15
General information
Molecular weight
285.89g/mol
Molar mass
285.8860g/mol
Density
2.1320g/cm3
Appearence

Chloranilic acid is typically a purplish-brown crystalline solid. It is sensitive to moisture and light, and should be stored in a cool, dry place due to its reactive nature toward environmental conditions. The compound is generally used as a reagent and can vary slightly in coloration depending on its specific crystal structure and purity.

Comment on solubility

Solubility of 3,4-dichloro-2-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2H-furan-5-one

The solubility of 3,4-dichloro-2-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2H-furan-5-one in various solvents can be influenced by several factors, including its molecular structure and interactions with the solvent molecules. Here are some key points regarding its solubility:

  • Solvent Polarity: The compound contains multiple chlorine atoms and furan rings, which can lead to a variance in solubility depending on whether the solvent is polar or non-polar.
  • Hydrogen Bonding: The presence of oxygen in its structure may allow for hydrogen bonding with polar solvents, potentially enhancing its solubility in these environments.
  • Possible Crystallization: Given its complex structure, this compound may exhibit limited solubility in water but could precipitate out in certain organic solvents due to crystallization.
  • Temperature Influence: Like many organic compounds, an increase in temperature may increase solubility due to the enhanced kinetic energy of molecules.

In summary, while specific solubility data for this compound may be scarce, one could hypothesize that its unique structure will lead to varying degrees of solubility in both polar and non-polar solvents, as well as influenced by temperature and solvent interactions.

Interesting facts

Interesting Facts about 3,4-Dichloro-2-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2H-furan-5-one

This intriguing compound, often abbreviated as DCD, is an example of a chlorinated furan derivative that garners attention in various fields such as organic chemistry and pharmacology. Its unique structure comprises multiple aromatic rings and halogen substituents, enhancing its chemical reactivity and potential applications.

Key Characteristics

  • Chlorine Substituents: The presence of two chlorine atoms significantly influences the compound's properties, particularly its biological activity and stability.
  • Furan Ring: The furan moiety is known for its role in various biochemical processes, contributing to the compound's potential as a pharmaceutical agent.
  • Versatile Applications: Compounds of this nature are often explored for use in agrochemicals, particularly as herbicides or fungicides, due to their ability to interact with biological systems.

Furthermore, researchers are increasingly interested in compounds like DCD for their potential in medicinal chemistry. Studies suggest that derivatives of halogenated furans can exhibit:

  • Antimicrobial properties
  • Cytotoxic effects on certain cancer cell lines
  • Inhibition of key enzymatic processes in pests and pathogens

As one scholar notes, "The intricate design of chlorinated derivatives like 3,4-dichloro-2-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2H-furan-5-one serves as an exciting frontier in drug discovery and environmental chemistry." This quote underscores the compound's relevance in advancing both scientific understanding and practical applications in agriculture and medicine.

In conclusion, DCD exemplifies the fascinating world of organic compounds, where slight modifications in structure can result in significant changes in function and applicability. Its ongoing study offers numerous avenues for innovation and discovery.

Synonyms
Mucochloric anhydride
Muchloric anhydride
Caswell No. 584A
Bis(3,4-dichlorofuranon-5-yl-2) ether
Bis(3,4-dichloro-2(5)-furanonyl) ether
NSC 14027
EPA Pesticide Chemical Code 584200
GC-2466
UNII-QC354E4T6V
AI3-18618
QC354E4T6V
DTXSID8041533
5,5'-Oxybis[3,4-dichloro-2(5H)-furanone]
NSC-14027
2(5H)-FURANONE, 5,5'-OXYBIS(3,4-DICHLORO-
Crotonic acid, 4,4'-oxybis(2,3-dichloro-4-hydroxy-, di-gamma-lactone
5,5'-Oxybis(3,4-dichloro-2(5H)-furanone)
DTXCID6021533
MUCOCHLORIC ANHYDRIDE [MI]
Crotonic acid, 4,4'-oxybis(2,3-dichloro-4-hydroxy-, di-.gamma.-lactone
4412-09-3
SCHEMBL414388
NSC14027
GC 2466
2(5H)-Furanone,5'-oxybis[3,4-dichloro-
NS00124316
WLN: T5OV EHJ CG DG EO- ET5OV EHJ CG DG
bis(2-oxo-3,4-dichloro-2,5-dihydrofuran-5-yl)ether
Crotonic acid,4'-oxybis(2,3-dichloro-4-hydroxy-, di-.gamma.-lactone