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Chrysophanol

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Identification
Molecular formula
C15H10O4
CAS number
481-74-3
IUPAC name
1,8-dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione
State
State

In its pure form, chrysophanol is a solid at room temperature. Like many anthraquinones, it is a stable compound that does not easily degrade, maintaining its crystalline form under normal conditions.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.00
Boiling point (Celsius)
503.00
Boiling point (Kelvin)
776.00
General information
Molecular weight
254.24g/mol
Molar mass
254.2350g/mol
Density
1.4800g/cm3
Appearence

Chrysophanol is typically an orange-yellow crystalline powder. It has a vibrant color which is characteristic of many anthraquinone derivatives. The compound's appearance can also be influenced by particle size and purity, potentially displaying as darker hues when impurities are present.

Comment on solubility

Solubility of 1,8-Dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione

1,8-Dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione is a complex organic compound known for its intricate structure, which can significantly influence its solubility properties. When discussing solubility, several factors come into play:

  • Polarity: The presence of hydroxyl (-OH) groups introduces polar characteristics, which can enhance solubility in polar solvents like water.
  • Non-polar Characteristics: The anthracene backbone contributes hydrophobic characteristics, thus making it more soluble in organic solvents such as ethanol or acetone.
  • Hydrogen Bonding: The -OH groups facilitate hydrogen bonding, improving solubility in polar solvents.
  • pH Dependence: The solubility may vary with different pH levels, particularly as it can undergo protonation or deprotonation which can alter its ionic and neutral form.

In practice, one might find that the compound shows:

  • Higher solubility in dimethyl sulfoxide (DMSO) compared to water.
  • Limited solubility in non-polar solvents such as hexane.

In summary, the solubility of 1,8-dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione is influenced by its unique molecular structure and the environment in which it is placed. It's essential to consider these characteristics when dissolving the compound for various applications.

Interesting facts

Exploring 1,8-Dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione

1,8-Dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione, often simply referred to in the scientific community as a type of anthraquinone derivative, is a compound that has captured the attention of researchers due to its intriguing properties and potential applications. Here are some fascinating insights about this compound:

  • Versatile Applications: This compound has been studied for its role in various fields including organic electronics, photovoltaics, and as a potential anticancer agent.
  • Dye and Pigment Potential: Due to its vibrant color properties, it can serve as a useful dye and pigment in industrial applications, offering a sustainable alternative to synthetic dyes.
  • Structure-Activity Relationship: The specific arrangement of hydroxyl, methoxy, and methyl groups plays a crucial role in defining the biological activity and reactivity of this compound.
  • Natural Occurrences: Compounds with similar structures can be found in nature, particularly in plants, contributing to their vibrant colors and potential health benefits.
  • Synthetic Pathways: The synthesis of this complex molecule involves several steps, showcasing the beautiful integration of organic synthesis techniques often explored in advanced chemistry courses.

One of the remarkable aspects of studying compounds like 1,8-dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione is the potential for discovering new properties and applications. Researchers continue to investigate how variations in structure can lead to significant differences in chemical behavior and efficacy in various applications.

As you delve deeper into the world of anthraquinone derivatives, remember the impact of such compounds not just in laboratories, but also in real-world applications, from medicine to art. The intersection of chemistry with biology, physics, and material science is where true innovation occurs!

Synonyms
Physcion
521-61-9
Physcione
Parietin
Rheochrysidin
Emodin 3-methyl ether
1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
Parienin
1,8-Dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione
NSC 251670
Emodin monomethyl ether
CCRIS 4399
1,8-Dihydroxy-3-methyl-6-methoxyanthraquinone
EINECS 208-315-7
UNII-H6PT94IV61
BRN 1915778
H6PT94IV61
PHYSCIONE-
1,8-Dihydroxy-3-methyl-6-methoxy-9,10-anthraquinone
ANTHRAQUINONE, 1,8-DIHYDROXY-3-METHOXY-6-METHYL-
6-O-METHYLEMODIN
NSC-251670
9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl-
CHEBI:38167
DTXSID20200101
CHRYSOPHANIC ACID, 6-METHOXY-
DTXCID80122592
208-315-7
Emodin-3-methyl ether
1,8-Dihydroxy-3-methoxy-6-methylanthraquinone
Rheochrysidin (Physcione)
Parietin;Rheochrysidin
MFCD00017374
NSC251670
CHEMBL42624
Methoxyemodin
fischione
Physcion (Standard)
Spectrum_001782
SpecPlus_000471
Spectrum2_000503
Spectrum3_001829
Spectrum4_000909
Spectrum5_001742
1,8-Dihydroxy-3-methoxy-6-methyl-anthraquinone
BSPBio_003477
KBioGR_001378
KBioSS_002265
Physcion, analytical standard
DivK1c_006567
SCHEMBL486155
SPECTRUM1504070
SPBio_000425
MEGxm0_000018
HY-N0108R
KBio1_001511
KBio2_002264
KBio2_004832
KBio2_007400
KBio3_002981
1,8-dihydroxy-3-methoxy-6-methyl-anthracene-9,10-dione
HMS3656I15
HMS3874M13
Physcion, >=98.0% (TLC)
EX-A6797
HY-N0108
MSK40046
QYB75127
EMODIN 3-METHYL ETHER [MI]
BDBM50005886
CCG-38713
s2395
AKOS015905689
AC-7979
FP27033
KS-5385
SDCCGMLS-0066772.P001
NCGC00096075-01
NCGC00096075-02
NCGC00096075-03
1ST40046
9, 1,8-dihydroxy-3-methoxy-6-methyl-
AS-15488
DA-66695
NCI60_002011
CS-0007795
NS00010362
SW219324-1
1,8-dihydroxy-6-methoxy-3-methylanthraquinone
Anthraquinone,8-dihydroxy-3-methoxy-6-methyl-
C17045
AC-542/20316002
SR-05000002537
Q1668551
SR-05000002537-1
8,9-dihydroxy-3-methyl-6-methoxy-1,10-anthraquinone
8,9-dihydroxy-6-methyl-3-methoxy-1,10-anthraquinone
BRD-K67772619-001-03-6
BRD-K67772619-001-05-1
1,8-Dihydroxy-3-methoxy-6-methylanthra-9,10-quinone #
7-methoxy-2-methyl-4,5-dihydroxyanthracene-9,10-dione
1,8-Dihydroxy-3-methoxy-6-methylanthraquinone, Emodin-3-methyl ether