Skip to main content

Michler's ketone

ADVERTISEMENT
Identification
Molecular formula
C17H14O3
CAS number
90-33-5
IUPAC name
4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one
State
State

At room temperature, Michler's ketone is in a solid state.

Melting point (Celsius)
179.00
Melting point (Kelvin)
452.00
Boiling point (Celsius)
435.40
Boiling point (Kelvin)
708.50
General information
Molecular weight
308.35g/mol
Molar mass
308.3490g/mol
Density
1.2491g/cm3
Appearence

Michler's ketone is a solid compound that typically appears as yellow-brown crystalline powder.

Comment on solubility

Solubility of 4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one (C17H14O3)

The solubility of 4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one in various solvents presents intriguing aspects due to its distinctive structure. This compound exhibits behaviors typical of organic molecules with functional groups, and understanding its solubility can provide insights into its potential applications.

General Solubility Characteristics

In general, the solubility of this compound can vary significantly depending on:

  • Polarity of the Solvent: Non-polar solvents like hexane may show low solubility, whereas polar aprotic solvents, such as DMSO or acetone, may allow for greater solubility.
  • Temperature: Increased temperatures often enhance solubility for many organic compounds, leading to a more favorable dissolution.
  • Hydrogen Bonding: Given the presence of hydroxyl (-OH) groups, this molecule may interact favorably with polar solvents capable of hydrogen bonding, enhancing solubility in these environments.

Important Notes

Here are some additional points to consider regarding its solubility:

  • Due to its complex structure, solubilization may require specific conditions that can stabilize the compound in a dissolved state.
  • It’s critical to conduct empirical solubility tests in a lab setting to determine precise solubility values and behavior in different solvents.
  • Potential interactions with other solutes must be assessed, as they may impact solubility dynamics.

In conclusion, the solubility of C17H14O3 is a multifaceted topic requiring careful evaluation of various factors, suggesting that this compound may find utility in diverse chemical applications depending on its solubility profile.

Interesting facts

Interesting Facts About 4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one

4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one, commonly referred to as a derivative of chalcone, is a fascinating compound that captures the interest of chemists for several reasons:

  • Structural Uniqueness: This compound showcases a unique molecular structure that consists of a cyclohexadienone core with multiple phenolic groups, which contribute to its intriguing chemical properties.
  • Biological Activities: Researchers have found that derivatives of chalcone, including this compound, often manifest a range of biological activities. For instance, they may possess antioxidant, anti-inflammatory, and even anticancer properties, making them beneficial in pharmaceutical applications.
  • Use in Material Science: 4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one can also be explored as a precursor in the development of organic materials like OLEDs (Organic Light Emitting Diodes) due to its conjugated system.
  • Synthetic Versatility: The synthesis of this compound often involves various methods, allowing chemists to modify its structure and tailor its properties for specific uses. The flexibility in synthesis can lead to numerous derivatives that expand its applicability.

As a testament to the complexity and potential of this compound, scientists often state, "Exploring chalcones is like uncovering nature's secrets—each derivative opens doors to new possibilities in chemistry." This emphasizes the importance of continuing research in this area to unlock further benefits.

This compound not only provides insights into the world of organic chemistry but also challenges scientists to think creatively about its applications in fields ranging from medicine to material science.

Synonyms
Aurin
rosolic acid
603-45-2
Corallin
p-Rosolic acid
Aurine
4-(Bis(4-hydroxyphenyl)methylene)cyclohexa-2,5-dienone
4,4'-Dihydroxyfuchsone
Aurin No. 555
4-[bis(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one
2,5-Cyclohexadien-1-one, 4-[bis(4-hydroxyphenyl)methylene]-
C.I. 43800
Pararosolic Acid
UNII-85N4AK3JAU
85N4AK3JAU
MFCD00001624
4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one
NSC 7805
NSC-7805
EINECS 210-041-8
AURIN [MI]
Corallin yellow (Salt/Mix)
CI-43800
AI3-18245
4-(Bis(4-hydroxyphenyl)methylene)cyclohexa-2,5-dien-1-one
DTXSID2022387
2,5-Cyclohexadien-1-one, 4-(bis(4-hydroxyphenyl)methylene)-
CHEBI:34544
NSC7805
4-(Bis(p-hydroxyphenyl)methylene)cyclohexa-2,5-dien-1-one
4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadienone
4-[bis(p-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one
2,5-Cyclohexadien-1-one, 4-(bis(p-hydroxyphenyl)methylene)-
4-(P,P'-DIHYDROXYBENZHYDRYLIDENE)-2,5-CYCLOHEXADIEN-1-ONE
SMR001224399
pRosolic acid
4,4'Dihydroxyfuchsone
42,5cyclohexadien1one
Spectrum_000988
Spectrum2_000762
Spectrum3_000609
Spectrum4_000904
Spectrum5_001864
p-Rosolic acid, 85.0%
BSPBio_002118
KBioGR_001368
KBioSS_001468
MLS001359834
MLS002695900
BIDD:ER0176
DivK1c_000400
SCHEMBL590856
SPECTRUM1500762
SPBio_000804
CHEMBL210868
DTXCID002387
HMS501D22
KBio1_000400
KBio2_001468
KBio2_004036
KBio2_006604
KBio3_001618
4(bis(p-hydroxyphenyl)methylene)-2,5-cyclohexadien-1-one
NINDS_000400
4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadien-1-one
HMS1923K11
HMS3058N04
p-Rosolic acid, JIS special grade
p-Rosolic acid (C.I. 43800)
p-Rosolic acid, Dye content 85 %
BDBM50427512
CCG-39006
STL453788
AKOS015903417
FA01472
HY-W104821
2, 4-[bis(p-hydroxyphenyl)methylene]-
IDI1_000400
SMP1_000134
2, 4-[bis(4-hydroxyphenyl)methylene]-
NCGC00095266-01
NCGC00095266-02
NCGC00095266-03
DA-61323
NCI60_041721
A0598
CS-0157463
NS00034335
D88291
Q423995
4(Bis(phydroxyphenyl)methylene)cyclohexa2,5dien1one
4(p,p'Dihydroxybenzhydrylidene)2,5cyclohexadien1one
2,5Cyclohexadien1one, 4(bis(4hydroxyphenyl)methylene)
BRD-K24453427-001-02-9
BRD-K24453427-001-04-5
4(Bis(phydroxyphenyl)methylene)2methyl2,5cyclohexadien1one
2,5-Cyclohexadien-1-one, 4-[bis(p-hydroxyphenyl)]methylene-
2,5Cyclohexadien1one, 4(bis(phydroxyphenyl)methylene)2methyl
4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadien-1-one #
p-Rosolic acid;4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadienone;Corallin