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Chloranilic acid

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Identification
Molecular formula
C6H2Cl2O2
CAS number
87-88-7
IUPAC name
4-(3,5-dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one
State
State

At room temperature, Chloranilic acid is a solid. It has a crystalline structure that is typically stable under standard storage conditions.

Melting point (Celsius)
251.00
Melting point (Kelvin)
524.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
226.98g/mol
Molar mass
226.0280g/mol
Density
1.8560g/cm3
Appearence

Chloranilic acid appears as a bright orange-red crystalline powder. It is often found in its monohydrate form and can darken upon exposure to air due to oxidation. The compound is commonly used as a reagent in various chemical analyses.

Comment on solubility

Solubility of 4-(3,5-dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one

The compound 4-(3,5-dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one exhibits unique solubility properties that can largely be attributed to its complex structure. Understanding its solubility involves several key factors:

  • Polarity: The presence of multiple functional groups, including a hydroxyl group and dichloro substituents, enhances the compound's polarity, which can affect its solubility in polar solvents like water.
  • Temperature Influence: Solubility can increase with temperature for many compounds, and this is worth considering in practical applications.
  • Solvent Selection: This compound may exhibit improved solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), owing to their ability to interact with the compound's polar sites.
  • Hydrogen Bonding: The hydroxyl group can participate in hydrogen bonding, which might facilitate solubility in certain solvents.

In summary, while 4-(3,5-dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one may not be highly soluble in water, its solubility can be optimized by adjusting various conditions such as solvent choice and temperature. As quoted in solubility studies, "the interaction between solute and solvent is crucial in determining the overall solubility behavior." Thus, exploring these interactions offers a pathway to better predict and utilize the solubility of this interesting compound.

Interesting facts

Interesting Facts about 4-(3,5-Dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one

This compound, known for its complex structure and unique properties, plays a significant role in the realm of organic chemistry and medicinal research. Here are some engaging insights about this fascinating molecule:

  • Multi-functional Groups: The presence of multiple functional groups, such as the dichloro and hydroxy groups, enhances the compound's reactivity and potential applications in various chemical reactions.
  • Pharmaceutical Applications: Compounds similar to this one have shown promise in pharmaceutical chemistry, particularly as intermediates in the synthesis of biologically active compounds, which could potentially lead to new drug discoveries.
  • Environmental Impact: The use of halogenated compounds like the dichloro groups can raise concerns regarding environmental persistence and bioaccumulation, making it essential to study the environmental impact of such substances thoroughly.
  • Mechanistic Studies: This compound serves as an excellent subject for mechanistic studies in reaction chemistry, where understanding its reactivity can shed light on broader chemical principles.
  • Colorimetry: Due to the presence of conjugated systems within its structure, the compound may exhibit colorimetric properties, allowing it to be used in various analytical applications.

In conclusion, 4-(3,5-dichloro-4-hydroxy-phenyl)iminocyclohexa-2,5-dien-1-one embodies a blend of intriguing chemical characteristics and potential applications. Its multifaceted role in research and development emphasizes the importance of such compounds in advancing the fields of chemistry and pharmaceuticals.

Synonyms
956-48-9
2,6-Dichlorophenolindophenol
2,6-DICHLOROINDOPHENOL
Tillmans Reagent
2,5-cyclohexadien-1-one, 2,6-dichloro-4-[(4-hydroxyphenyl)imino]-
2,6-Dichloro-N-4-hydroxyphenyl-p-benzoquinone monoimine
CHEBI:945
C35QN2Z58B
EINECS 213-479-8
2,5-Cyclohexadien-1-one, 2,6-dichloro-4-((4-hydroxyphenyl)imino)-
DTXSID7061352
2,6 Dichloroindophenol
Dichloroindophenol, 2,6
Indophenol, Dichlorophenol
2,6 Dichlorophenolindophenol
2,6 Dichlorobenzenoneindophenol Dye
2,6-Dichlorobenzenoneindophenol Dye
Dye, 2,6-Dichlorobenzenoneindophenol
DTXCID1048966
2,6DichloroN4hydroxyphenylpbenzoquinone monoimine
2,5Cyclohexadien1one, 2,6dichloro4((4hydroxyphenyl)imino)
213-479-8
Dichloroindophenol
26-dichlorophenolindophenol
DCIP
DCPIP
4-(3,5-dichloro-4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
CHEBI:27451
4-[(3,5-dichloro-4-hydroxyphenyl)imino]cyclohexa-2,5-dien-1-one
DPIP
DCPIP; DPIP; Indochlorophenol; Tillmans Reagent
N-3,5-dichloro-4-hydroxyphenyl-1,4-benzoquinone imine
Indochlorophenol
2,6-dichloro-4-[(4-hydroxyphenyl)imino]cyclohexa-2,5-dien-1-one
537-14-4
2,6-Dichlorophenolindophenol (Technical Grade)
Dichlorophenol Indophenol
UNII-C35QN2Z58B
Tillmans-Reagens
dichlorphenolindophenol
2,5-Cyclohexadien-1-ol
DCIP (analytical reagent)
SCHEMBL107238
CHEMBL198157
CHEMBL500871
SCHEMBL10073943
CCBICDLNWJRFPO-UHFFFAOYSA-N
DTXSID501174455
BCP07793
Indophenol, 2,6-dichloro- (8CI)
2 pound not6-dichlorophenolindophenol
AKOS028109185
FD32424
HY-W020729
AS-88578
2,6-dichloro-4-[(4-hydroxyphenyl)imino]
CS-0040129
NS00040456
C00102
E79440
p-Hydroxyphenyl-2,6-dichloro-p-benzoquinoneimine
Q420284
2,5-Cyclohexadien-1-one, 4-(3,5-dichloro-4-hydroxyphenyl)imino-
2,6-Dichloro-4-[(4-hydroxyphenyl)imino]-2,5-cyclohexadien-1-one
4-[(3,5-Dichloro-4-hydroxyphenyl)imino]-2,5-cyclohexadien-1-one
2,5-Cyclohexadien-1-one, 2,6-dichloro-4-[(4-hydroxyphenyl)imino]- (9CI)