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1,8-Dihydroxyanthraquinone

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Identification
Molecular formula
C14H8O4
CAS number
117-10-2
IUPAC name
1,8-dihydroxyanthracene-9,10-dione
State
State

At room temperature, 1,8-Dihydroxyanthraquinone is in a solid state. It is typically handled as a fine powder, which can be dispersed easily if not managed under controlled environments.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
479.00
Boiling point (Kelvin)
752.15
General information
Molecular weight
240.22g/mol
Molar mass
240.2140g/mol
Density
1.5480g/cm3
Appearence

1,8-Dihydroxyanthraquinone, also known as Dantron, typically appears as a yellow to orange crystalline powder. It is known for its vivid coloration due to the extensive conjugated system present in its structure.

Comment on solubility

Solubility of 1,8-Dihydroxyanthracene-9,10-dione (C14H8O4)

1,8-Dihydroxyanthracene-9,10-dione is an intriguing compound known for its specific solubility characteristics. Its solubility can be summarized as follows:

  • Solvent Polarity: This compound is typically soluble in polar solvents, such as methanol and ethanol, indicating that its chemical structure allows for good interactions with polar molecules.
  • Insolubility in Non-Polar Solvents: Conversely, 1,8-dihydroxyanthracene-9,10-dione is insoluble in non-polar solvents like hexane or benzene, which is common for many compounds containing hydroxyl groups.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups enhances its ability to form hydrogen bonds, contributing to its solubility in polar environments.

In summary, the solubility profile of 1,8-dihydroxyanthracene-9,10-dione illustrates the importance of solvent polarity and molecular interactions. As a result, understanding its solubility fundamentals can be crucial for applications in fields such as organic synthesis and material science.

Interesting facts

Exploring 1,8-Dihydroxyanthracene-9,10-dione

1,8-Dihydroxyanthracene-9,10-dione, often referred to as anthraquinone derivative, is a fascinating compound in the realm of organic chemistry. This molecule is particularly notable for its role in various fields, including materials science, pigmentation, and even medicinal chemistry.

Key Characteristics and Applications

  • Dyes and Pigments: This compound is widely recognized for its use in the production of dyes and pigments. Its vibrant color properties make it invaluable in textile industries.
  • Photodynamic Therapy: Research is underway exploring the use of 1,8-dihydroxyanthracene-9,10-dione in photodynamic therapy, a treatment that utilizes light-sensitive compounds to target cancer cells.
  • Electron Acceptors: In the field of supramolecular chemistry, this compound serves as a key electron acceptor, facilitating diverse electronic and photonic applications.

Chemical Behavior and Reactivity

Due to the presence of hydroxyl groups, 1,8-dihydroxyanthracene-9,10-dione exhibits interesting chemical reactivity:

  • Intermolecular Interactions: It can form hydrogen bonds, enhancing solubility and interaction in various solvents.
  • Redox Properties: The compound can participate in redox reactions, making it a candidate for studies in electron transfer mechanisms.

In the Lab

Researchers find 1,8-dihydroxyanthracene-9,10-dione particularly intriguing for its potential in synthesizing new compounds. Many have noted the versatility of this anthraquinone in creating derivatives with modified functionalities, leading to exciting discoveries.

As one scientist noted, "The beauty of 1,8-dihydroxyanthracene-9,10-dione lies not only in its structure but also in the multitude of possibilities it presents for innovation in chemistry."

Overall, 1,8-dihydroxyanthracene-9,10-dione stands out as a compound with a broad spectrum of applications and an essential role in advancing contemporary science.

Synonyms
danthron
1,8-Dihydroxyanthraquinone
117-10-2
Chrysazin
Dantron
Dorbane
Istizin
Antrapurol
Laxanthreen
Diaquone
Laxanorm
Altan
1,8-Dihydroxyanthracene-9,10-dione
Laxipurin
Zwitsalax
Danivac
Dionone
Laxipur
9,10-Anthracenedione, 1,8-dihydroxy-
danthrone
Dantrone
Duolax
1,8-Dihydroxy-9,10-anthraquinone
Dioxyanthrachinonum
Usaf nd-59
1,8-Dihydroxyanthrachinon
Prugol
Roydan
Chrysazine
Dantronum
Dorbanex
1,8-Dihydroxyanthra-9,10-quinone
1,8-Dihydroxy-9,10-anthracenedione
Criasazin
Dantrona
LTAN
Dantron [INN]
1,8-Dihydroxyanthrachinon [Czech]
Pilules Vinchy N.F.
1,8-dioxyanthraquinone
Laxapur
Anthraquinone, 1,8-dihydroxy-
1,8-Dihydroanthraquinone
NSC7210
Z4XE6IBF3V
1,8-dihydroxy-anthraquinone
MFCD00001211
NSC 38626
NSC-38626
Dantron (INN)
NSC 646568
NSC-646568
CHEBI:3682
1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione
DTXSID9020328
DANTHRON [HSDB]
DANTHRON [MI]
DANTRON [IARC]
DANTHRON [VANDF]
DANTRON [MART.]
NSC646568
DANTRON [WHO-DD]
Pilules Vinchy N.F. (TN)
CHEMBL53418
DTXCID10328
Pastomin
Bancon
Istan
component of Doxan
Neokutin S
component of Modane
NSC38626
Scatron D
component of Doxidan
component of Dorbantyl
NCGC00091367-01
NCGC00091367-05
DITHRANOL IMPURITY B [EP IMPURITY]
DANTRON (IARC)
9, 1,8-dihydroxy-
DANTRON (MART.)
Anthraquinone,8-dihydroxy-
Dantrone [INN-French]
Dantronum [INN-Latin]
Dantrona [INN-Spanish]
dianthon
1,4,5,8-Tetroxyantraquinone
1,8-Dihydroxyanthrachinon (Czech)
danthro-lax
WLN: L C666 BV IVJ DQ NQ
Danthron [USP]
CAS-117-10-2
DITHRANOL IMPURITY B (EP IMPURITY)
CCRIS 3529
EINECS 204-173-5
UNII-Z4XE6IBF3V
Istizine
AI3-38117
HSDB 7764
3nsq
Danthron, BAN
Dantron, INN
Danthron (Standard)
Dorbanex (Salt/Mix)
Dorbantyl (Salt/Mix)
Spectrum_001750
dihyanthraquin_P41_LT
Spectrum2_000603
Spectrum3_000650
Spectrum4_001682
Spectrum5_000324
dihyanthraquin_P21/n_LT
NCIMech_000114
1,8-Dihydroxyanthracene-9,10-dione (Danthron)
dihyanthraquin_P41212_RT
SCHEMBL83688
BSPBio_002259
KBioGR_001944
KBioSS_002230
SPECTRUM211468
MLS000069608
DivK1c_000284
SPBio_000506
1,8-DHAQ
MEGxp0_001693
ACon1_000135
BDBM11316
HMS500O06
HY-B0923R
KBio1_000284
KBio2_002230
KBio2_004798
KBio2_007366
KBio3_001479
A06AB03
1,8-Dihydroxyanthraquinone ,(S)
NINDS_000284
1,8-Dihydroxyanthraquinone, 96%
HMS2091A09
HMS3715F08
Pharmakon1600-00211468
8,9-dihydroxy-1,10-anthraquinone
BCP31079
HY-B0923
NSC-7210
Tox21_111122
Tox21_200986
BBL013161
CCG-35470
NSC755828
s4561
STK238373
AKOS001583216
Tox21_111122_1
1,8-Dihydroxyanthra-9,10-quinone #
9,10-Antiraquinone, 1,8-dihydroxy-
CS-4392
DB04816
FD22098
HS-1003
NSC-755828
IDI1_000284
NCGC00091367-02
NCGC00091367-03
NCGC00091367-04
NCGC00091367-06
NCGC00091367-07
NCGC00091367-08
NCGC00258539-01
1,8-bis(oxidanyl)anthracene-9,10-dione
DA-72552
NCI60_041443
SMR000059018
SY011288
SBI-0051330.P003
1,8-Dihydroxy-9,10-anthracenedione, 9CI
D0563
EU-0099935
NS00015698
D07107
F17670
AB00051961_09
Danthron (1,8-Dihydroxyanthracene-9,10-dione)
EN300-1693514
A803710
SR-01000721864
Q5221244
SR-01000721864-2
BRD-K10065684-001-02-5
BRD-K10065684-001-03-3
BRD-K10065684-001-06-6
BRD-K10065684-001-07-4
1,8-Dihydroxyanthraquinone, Vetec(TM) reagent grade, 96%
Dantron; Chrysazin;1,8-Dihydroxyanthraquinone;1,4,5,8-tetroxyantraquinone
1,8-Dihydroxy-9,10-anthracenedione;1,8-Dihydroxy-9,10-anthraquinone;Chrysazine;Danthron
204-173-5
CHZ