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1,4-Dihydroxyanthraquinone

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

At room temperature, 1,4-Dihydroxyanthraquinone is typically in a solid state, appearing as either needle-like crystals or fine powder with a dark orange or red hue.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.00
Boiling point (Celsius)
424.00
Boiling point (Kelvin)
697.00
General information
Molecular weight
240.21g/mol
Molar mass
240.2100g/mol
Density
1.4420g/cm3
Appearence

1,4-Dihydroxyanthraquinone, also known as quinizarin, typically appears as orange-tinted, needle-like crystals or a reddish-brown powder. The compound is visually distinctive due to its deep coloration and crystalline form.

Comment on solubility

Solubility of 1,4-dihydroxyanthracene-9,10-dione

1,4-dihydroxyanthracene-9,10-dione, also known as lawsone, exhibits notable solubility characteristics that can significantly influence its applications in various fields, such as dyes and organic electronics.

The key points regarding its solubility include:

  • Polar Solvents: 1,4-dihydroxyanthracene-9,10-dione is soluble in polar solvents like ethanol and methanol, which facilitate its dissolution through hydrogen bonding interactions.
  • Non-Polar Solvents: In contrast, it shows limited solubility in non-polar solvents, indicating that its structure has substantial polar functional groups that enhance interactions with polar environments.
  • pH Sensitivity: The solubility behavior can also change with pH levels. In acidic conditions, it may exist in a protonated form, potentially increasing solubility.
  • Temperature Effects: Like many organic compounds, solubility can be influenced by temperature; typically, increasing temperature enhances solubility.

Overall, understanding the solubility of 1,4-dihydroxyanthracene-9,10-dione is crucial for its effective utilization, enabling scientists and engineers to tailor conditions for optimal performance in various applications.

Interesting facts

Interesting Facts About 1,4-Dihydroxyanthracene-9,10-dione

1,4-Dihydroxyanthracene-9,10-dione, commonly known as quinizarin, is a fascinating organic compound belonging to the anthraquinone family. This compound is often celebrated for its distinct characteristics and applications in various fields. Here are some interesting facts about quinizarin:

  • Natural Occurrence: Quinizarin can be found in some natural sources, including certain fungi and lichens, making it an interesting subject of study for those interested in natural product chemistry.
  • Colorants: It serves as an important dye and pigment, utilized in the textile industry, plastics, and inks. Its vibrant color makes it an attractive choice for artists and manufacturers alike.
  • Photodynamic Properties: Research has indicated that quinizarin exhibits potential photodynamic activity, opening avenues for applications in fields such as phototherapy and cancer treatment.
  • Analytical Chemistry: This compound has found use as a reagent in various analytical techniques, helping chemists to detect and quantify other substances.

In the words of a chemist: "The versatility of quinizarin reminds us of the intricate dance between nature and synthetic applications, showcasing the beauty of organic compounds in our daily lives."
As research continues, we can anticipate uncovering even more fascinating uses and characteristics of this remarkable compound.

Synonyms
Quinizarin
1,4-Dihydroxyanthraquinone
81-64-1
1,4-dihydroxyanthracene-9,10-dione
Quinizarine
Chinizarin
Solvent Orange 86
1,4-Dihydroxyanthrachinon
Smoke Orange R
1,4-Dihydroxy-9,10-anthraquinone
Macrolex Orange GG
9,10-Anthracenedione, 1,4-dihydroxy-
Anthraquinone, 1,4-dihydroxy-
1,4-Dioxyanthraquinone
1,4-Dihydroxyanthra-9,10-quinone
103220-12-8
1,4-Doa
C.I. 58050
1,4-DIHYDROXY-9,10-ANTHRACENEDIONE
NSC 15367
NSC 646569
CHEBI:37487
MFCD00001209
NSC-15367
NSC-646569
CHEMBL17594
8S496ZV3CS
DTXSID8044464
DIHYDROXYANTHRAQUINONE, 1,4-
NSC646569
9, 1,4-dihydroxy-
1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione
1,4-Dihydroxy-anthraquinone
1,4-Doa [Russian]
WLN: L C666 BV IVJ DQ GQ
CCRIS 3524
HSDB 5242
1,4-Dioxyanthraquinone [Russian]
1,4-Dihydroxyanthrachinon [Czech]
EINECS 201-368-7
UNII-8S496ZV3CS
CI 58050
AI3-17616
1,4-Dihydroxy-9,10-anthraquinone; 1,4-Dihydroxyanthraquinone; Smoke Orange R; Quinizarine
4,9-dihydroxy-1,10-anthraquinone
9,10-Dihydroxy-1,4-anthraquinone
Quinizarin, 96%
Solvent Orange 86
QUINIZARIN [MI]
EC 201-368-7
1,4 Dihydroxy-Anthraquinone
SCHEMBL160038
MEGxp0_001867
SCHEMBL2639287
DTXCID6024464
ACon1_000101
HY-D0226
NSC15367
NSC40899
Tox21_302041
BBL010354
BDBM50240382
CCG-48149
NSC-40899
NSC229036
STK264108
1,4-dihydroxy-anthracene-9,10-dione
AKOS001595052
1,4-Dihydroxy-9,10-anthracene-dione
1,4-Dihydroxyanthra-9,10-quinone #
9,10-Anthraquinone, 1,4-dihydroxy-
FD39689
NSC-229036
CAS-81-64-1
NCGC00160196-01
NCGC00160196-02
NCGC00255951-01
Solvent Orange 86;Quinizarin;Quinizarine
AC-11267
AS-14244
DA-57310
NCI60_001089
CS-0010138
D0243
NS00003772
F87345
EN300-6486266
AE-641/02529036
Q906609
SR-01000108129
1,4-DIHYDROXY-9,10-ANTHRACENEDIONE [HSDB]
doi:10.14272/GUEIZVNYDFNHJU-UHFFFAOYSA-N.1
SR-01000108129-1
SR-01000637713-1
F1565-0160
1,4-Dihydroxyanthraquinone, purum, >=98.0% (HPLC), powder, red-brown
201-368-7
InChI=1/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16