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Chrysophanol

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Identification
Molecular formula
C15H10O4
CAS number
481-74-3
IUPAC name
1,8-dihydroxy-10H-anthracen-9-one
State
State
Chrysophanol is typically found as a solid at room temperature. It is stable and retains its form under standard conditions, making it suitable for storage in a laboratory environment.
Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
443.20
Boiling point (Kelvin)
716.35
General information
Molecular weight
254.24g/mol
Molar mass
254.2360g/mol
Density
1.4840g/cm3
Appearence

Chrysophanol appears as a yellow to orange powder or crystal. It exhibits a bright, metallic luster when in crystal form. Under natural light, it presents a warm hue that can vary slightly depending on its purity and the specific form it takes.

Comment on solubility

Solubility of 1,8-Dihydroxy-10H-anthracen-9-one (C15H10O4)

1,8-Dihydroxy-10H-anthracen-9-one, commonly referred to as an anthraquinone derivative, exhibits notable solubility characteristics that are essential for its applications in various fields. Here's a closer look:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and acetone. However, it shows poor solubility in polar solvents like water.
  • Influence of Polarity: The solubility can be attributed to the presence of hydroxyl groups, which enhances interaction with non-polar solvents, while hindering solubility in polar mediums.
  • Temperature Effects: Increasing temperature can often improve the solubility of organic compounds, including anthraquinones, in solvents, allowing for better dissolution and reactivity.
  • Applications: Due to its solubility in organic solvents, this compound is widely used in dyes and pigments, emphasizing the practical importance of understanding its solubility behavior.

In summary, the solubility profile of 1,8-dihydroxy-10H-anthracen-9-one heavily depends on the choice of solvent and the conditions under which it is dissolved. A deep understanding of these solubility characteristics can truly enhance its utilization in industrial and research applications.

Interesting facts

Interesting Facts about 1,8-Dihydroxy-10H-Anthracen-9-One

1,8-Dihydroxy-10H-anthracen-9-one, commonly known as "Alizarin," is an intriguing compound with a rich history and several notable characteristics:

  • Natural Dye: Alizarin is historically significant as it is a natural dye that was originally obtained from the roots of the madder plant. It has been used for centuries to produce a vibrant red color in textiles.
  • Synthetic Production: In the 19th century, Alizarin became one of the first synthetic dyes produced, resulting from advancements in organic chemistry. This marked a major shift in the dye industry, allowing for consistent color production.
  • Role in Research: In modern scientific applications, Alizarin serves as a powerful indicator in analytical chemistry, particularly in the determination of calcium levels in solutions, showcasing its utility beyond the textile industry.
  • Fluorescent Properties: When exposed to UV light, Alizarin exhibits fluorescence, making it useful in various applications, including bioimaging and fluorescence microscopy in biological studies.
  • Cultural Impact: The use of Alizarin in art and culture extends to various paintings and artworks, providing not just aesthetic appeal but also historical significance in understanding art materials and techniques.

As a chemistry enthusiast, one might appreciate the transition of Alizarin from a natural product to a synthetic marvel, reflecting the evolution of both industry and science. In the words of the renowned chemist, Richard W. Hamming, "The purpose of computing is insight, not numbers." Alizarin perfectly embodies this idea, as its applications provide insight into both chemistry and history.

Synonyms
anthralin
Dithranol
1143-38-0
1,8-Dihydroxyanthrone
Cignolin
1,8-Dihydroxy-9-anthrone
9(10H)-Anthracenone, 1,8-dihydroxy-
Chrysodermol
Cigthranol
1,8-Dihydroxyanthracen-9(10H)-one
Batridol
Psoriacid-Stift
Anthra-Derm
Drithoscalp
Derobin
DrithoCreme
Lasan
Batidrol
Psodadrate
Psoriacide
Anthrone, 1,8-dihydroxy-
1,8-dihydroxy-10H-anthracen-9-one
Dithranolum
Anthraderm
Dermaline
1,8-DIHYDROXY-9(10H)-ANTHRACENONE
Zithranol-RR
CCRIS 628
NSC 43970
Anthraline
Ditranol
NSC 629313
CHEBI:37510
UNII-U8CJK0JH5M
Dithranolum [INN-Latin]
U8CJK0JH5M
EINECS 214-538-0
Anthralin (USP)
Anthralin [USP]
Dithranol [INN]
MFCD00053409
NSC-43970
NSC-629313
BRN 2054360
CCRIS 5592
DTXSID7024538
NSC629313
NSC 403736
BRN 1976792
CHEMBL46469
DTXCID504538
Dithranol (INN)
4-06-00-07602 (Beilstein Handbook Reference)
NSC43970
NCGC00091330-01
DITHRANOL (IARC)
DITHRANOL [IARC]
Dithranolum (INN-Latin)
1,8-dihydroxy-9,10-dihydroanthracen-9-one
1,8-Dihydroxy-9(10H)-anthracenone;Anthralin
DITHRANOL (MART.)
DITHRANOL [MART.]
ANTHRALIN (USP-RS)
ANTHRALIN [USP-RS]
DITHRANOL (EP IMPURITY)
DITHRANOL [EP IMPURITY]
DITHRANOL (EP MONOGRAPH)
DITHRANOL [EP MONOGRAPH]
ANTHRALIN (USP MONOGRAPH)
ANTHRALIN [USP MONOGRAPH]
Dihydroxyanthranol
CAS-1143-38-0
Anthralin (Dithranol)
SR-05000002011
1,8 Dihydroxy 9 anthrone
Zithranol
Prestwick_528
Anthralin, Dithranol
Dithranol ,(S)
BATRIDROL
Dithranol (Standard)
Anthrone,8-dihydroxy-
Spectrum_000056
1,8-dihydroxy-anthrone
ANTHRADERM (TN)
ANTHRALIN [MI]
Spectrum2_000111
Spectrum3_000304
Spectrum4_000151
Spectrum5_000820
ANTHRALIN [VANDF]
Epitope ID:114081
1,8-dihydroxy-9-anthrane
cid_2202
DITHRANOL [WHO-DD]
DITHRANOL [WHO-IP]
SCHEMBL3197
BSPBio_001868
KBioGR_000622
KBioSS_000436
MLS001332632
MLS002415712
DivK1c_000021
SPECTRUM1500127
SPBio_000122
Dithranol, >=90% (HPLC)
HMS500B03
HY-B0738R
KBio1_000021
KBio2_000436
KBio2_003004
KBio2_005572
KBio3_001368
NUZWLKWWNNJHPT-UHFFFAOYSA-
D05AC01
1,8-Dihydroxyanthrone; Dithranol
NINDS_000021
HMS1920E07
HMS2091K07
HMS2271B09
HMS3715H19
Pharmakon1600-01500127
HY-B0738
9(10H)-Anthracenone,8-dihydroxy-
Tox21_111115
Tox21_201851
Tox21_300290
BDBM50041802
CCG-38920
NSC755873
s4590
1,8-dihydroxy-9-(10H)anthracenone
AKOS015914122
Tox21_111115_1
DB11157
FA17945
KS-5183
NSC-755873
IDI1_000021
1,8-Dihydroxy-9(10H)-anthracenone #
NCGC00091330-02
NCGC00091330-03
NCGC00091330-04
NCGC00091330-05
NCGC00091330-07
NCGC00253941-01
NCGC00259400-01
AC-14842
NCI60_004019
SBI-0051286.P003
DB-060606
NS00005038
C06831
D00233
D97650
SBI-0051286.0001
AB00051916_07
EN300-18537628
Q419397
SR-05000002011-1
SR-05000002011-2
BRD-K04725460-001-10-5
BRD-K04725460-001-11-3
Dithranol, European Pharmacopoeia (EP) Reference Standard
Anthralin, United States Pharmacopeia (USP) Reference Standard
Anthralin (Dithranol), Pharmaceutical Secondary Standard; Certified Reference Material
214-538-0
InChI=1/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2