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Quinizarin

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Identification
Molecular formula
C14H8O4
CAS number
81-64-1
IUPAC name
1,2,4-trihydroxyanthracene-9,10-dione
State
State

It is a solid at room temperature.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.00
General information
Molecular weight
240.21g/mol
Molar mass
240.2100g/mol
Density
1.5700g/cm3
Appearence

Quinizarin appears as an orange to red solid powder. It can be presented as a crystalline powder, which may darken upon exposure to light and air.

Comment on solubility

Solubility of 1,2,4-Trihydroxyanthracene-9,10-dione

1,2,4-Trihydroxyanthracene-9,10-dione, known for its polycyclic structure, exhibits diverse solubility characteristics based on its chemical composition and molecular interactions. Below are some noteworthy points regarding its solubility:

  • Polar Solvents: This compound tends to be more soluble in polar solvents such as water, ethanol, and methanol due to the presence of hydroxyl (-OH) groups that can form hydrogen bonds, enhancing solvation.
  • Non-Polar Solvents: In contrast, its solubility in non-polar solvents, like hexane or benzene, is significantly lower. This behavior is attributed to the hydrophobic nature of its anthracene backbone.
  • pH Dependency: The solubility can also be influenced by pH; under acidic or basic conditions, the ionization of the hydroxyl groups may enhance solubility further.
  • Temperature Influence: Temperature changes can impact solubility, with many compounds becoming more soluble at elevated temperatures, making solubility studies critical for applications.

Overall, the solubility of 1,2,4-trihydroxyanthracene-9,10-dione is a complex interplay of its molecular structure and the solvent environment. As a result, understanding this solubility profile is crucial for its practical applications in various fields, including pharmaceuticals and materials science.

Interesting facts

Interesting Facts about 1,2,4-trihydroxyanthracene-9,10-dione

1,2,4-trihydroxyanthracene-9,10-dione, a fascinating compound in the anthraquinone family, has gained attention in various fields, including organic chemistry and materials science. Its unique structure and properties make it suitable for a variety of applications:

  • Natural Dyes: This compound is sometimes used as a precursor for the synthesis of dyes. Its vivid color and stability contribute to its potential in textile and colorant industries.
  • Fluorescent Properties: It demonstrates notable fluorescent characteristics, which allow it to be used in organic light-emitting diodes (OLEDs) and other electronic materials.
  • Biological Activity: Research suggests that 1,2,4-trihydroxyanthracene-9,10-dione exhibits potential biological activities, including anti-cancer properties, making it a subject of interest in medicinal chemistry.

The compound’s molecular architecture is intriguing - featuring three hydroxyl groups that influence its chemical behavior and interactions. "Understanding the reactivity of such compounds expands our knowledge of organic systems and their functionalities," noted a prominent chemist at a recent conference on organic synthesis.

Moreover, its ability to undergo redox reactions opens avenues for studying electron transfer processes, which are fundamental in various organic and inorganic reactions.

Overall, 1,2,4-trihydroxyanthracene-9,10-dione serves as a brilliant example of how complex organic compounds can be harnessed for advanced applications, illustrating the intersection of chemistry, technology, and biology.

Synonyms
PURPURIN
81-54-9
Verantin
1,2,4-trihydroxyanthracene-9,10-dione
Purpurine
1,2,4-Trihydroxyanthraquinone
Hydroxylizaric acid
Smoke Brown G
1,2,4-Trihydroxy-9,10-anthracenedione
1,2,4-Trihydroxy-9,10-anthraquinone
1,2,4-Trihydroxyanthrachinon
C.I. 58205
Anthraquinone, 1,2,4-trihydroxy-
9,10-Anthracenedione, 1,2,4-trihydroxy-
C.I. 75410
CCRIS 3527
CHEBI:8645
1,2,4-Trihydroxyanthra-9,10-quinone
Alizarin purpurin
C.I. Natural Red 16
C.I. 1037
UNII-L1GT81LS6N
EINECS 201-359-8
L1GT81LS6N
NSC 10447
BRN 1887127
DTXSID4021214
C.I. Natural Red 8
PURPURIN (DYE)
MFCD00001203
NSC-10447
MLS002473304
DTXCID401214
1,2,4-Trihydroxy-Anthraquinone
4-08-00-03568 (Beilstein Handbook Reference)
NSC10447
1,2,4-trihydroxy-9,10-dihydroanthracene-9,10-dione
Purpurin (85%)
SMR001306802
1,2,4-Trihydroxyanthrachinon [Czech]
Purpurin (C.I. 58205)
4-Hydroxyalizarin
9TF
Purpurin (Standard)
Purpurin (85per cent)
PURPURIN [MI]
Spectrum2_000037
Spectrum3_001947
1,4-Trihydroxyanthrachinon
Epitope ID:116185
NCIMech_000036
1,4-Trihydroxyanthraquinone
cid_6683
9, 1,2,4-trihydroxy-
SCHEMBL33871
BSPBio_003547
hsp90_173
MLS002207287
SPECTRUM1505300
Purpurin, Dye content 90 %
SPBio_000133
Anthraquinone,2,4-trihydroxy-
CHEMBL294264
BDBM67454
HY-N0571R
KBio3_002835
HMS2232F04
HMS3374D11
HY-N0571
Tox21_301526
1,4-Trihydroxy-9,10-anthraquinone
CCG-35463
s4963
STK396669
AKOS001482720
1,2,4-Trihydroxy-9,10-anthrachinon
4,9,10-trihydroxy-1,2-anthraquinone
FP01409
SDCCGMLS-0066870.P001
CAS-81-54-9
NCGC00095346-01
NCGC00095346-02
NCGC00095346-03
NCGC00255399-01
WLN: L C666 BV IVJ DQ EQ GQ
AC-34603
AS-63166
DA-67019
NCI60_000107
1,2,4-Trihydroxyanthra-9,10-quinone #
1,2,4-tris(oxidanyl)anthracene-9,10-dione
CS-0009108
EU-0000318
NS00014423
P0605
Purpurin, for spectrophotometric det. (of B, Pb)
Q116472
SR-05000002508
doi:10.14272/BBNQQADTFFCFGB-UHFFFAOYSA-N.1
SR-05000002508-1
1,2,4-Trihydroxyanthraquinone;1,2,4-Trihydroxyanthracene-9,10-dione;Oxylizarinic acid
201-359-8
InChI=1/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19