2,6-Dihydroxyanthrachinon

2,6-Dihydroxyanthraquinone

HCID 6776CAS 84-60-6

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Grundinformationen

Standard-SMILES: O=C1c2ccc(O)cc2C(=O)c2ccc(O)cc21
InChIKey: APAJFZPFBHMFQR-UHFFFAOYSA-N
Summenformel: C14H8O4
Durchschnittliche Molmasse: 240,21 g/mol
Monoisotopische Masse: 240,04225874

Überblick

Anthraflavic acid is a dihydroxyanthraquinone that is anthracene substituted by hydroxy groups at C-3 and C-7 and oxo groups at C-9 and C-10. It has a role as an antimutagen and a plant metabolite. It derives from a hydride of an anthracene.

Namen und Bezeichner

Bevorzugter Name: 2,6-Dihydroxyanthraquinone
IUPAC: 2,6-dihydroxyanthracene-9,10-dione
Lokaler Name: 2,6-Dihydroxyanthrachinon
Englischer Name: 2,6-DIHYDROXYANTHRAQUINONE
Summenformel: C14H8O4
Molmasse: 240.21

Namen und Synonyme

2,6-DihydroxyanthraquinoneAnthraflavic acid84-60-62,6-dihydroxyanthracene-9,10-dioneAnthraflavin9,10-Anthracenedione, 2,6-dihydroxy-NSC-335312,6-dihydroxy-9,10-anthraquinoneAnthraquinone, 2,6-dihydroxy-2,6-dihydroxy-9,10-anthracenedioneCHEBI:34250W83883330W

Weitere Namen anzeigen

2,6-dihydroxy-anthraquinon2,6-DHAQanthraflavicaciAnthraflaric acidAnthraflavic Acid >

RefChem:445580201-544-32,6-Dihydroxyanthra-9,10-quinoneAz-FAnthrafravic acid2,6-DIHYDROXY-ANTHRAQUINONEMFCD000012282,6-dihydroxy-9,10-dihydroanthracene-9,10-dione

Datenbank-Bezeichner

CAS: 84-60-6
PubChem CID: 6776
DTXSID: DTXSID6036546
ChEMBL: CHEMBL298398
ChEBI: CHEBI:34250
UNII: W83883330W
EC Number: 201-544-3
Nikkaji: J55.275E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,2
Polarare Oberfläche (TPSA): 74,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 0
Schwere Atome: 18
Formalladung: 0
Komplexität: 342

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Endocrine DisruptorsPotential endocrine disrupting compound

Physikochemische Eigenschaften

Schmelzpunkt: 320 °C · >320 °C(lit.)
Siedepunkt: 342.92 °C · 342.92°C (rough estimate)
Dichte: 1.3032 · 1.3032 (rough estimate)
Brechungsindex: 1.543 · 1.5430 (estimate)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Soluble in DMSO
Aggregatzustand: powder to crystal
pka: 6.72 · 6.72±0.20(Predicted)
Farbe: Light yellow to Brown to Dark green
Stabilität: Stable. Incompatible with strong oxidizing agents.
InChI: 1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H
InChIKey: APAJFZPFBHMFQR-UHFFFAOYSA-N
SMILES: Oc1ccc2C(=O)c3cc(O)ccc3C(=O)c2c1
LogP: 3.36 · 3.360 (est)
CAS Datenbank: 84 · 84-60-6(CAS DataBase Reference)
EPA chemische Informationen: 9 · 9,10-Anthracenedione, 2,6-dihydroxy- (84-60-6)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationChemical: 9,10-Anthracenedione, 2,6-dihydroxy-

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29146990
RTECS-Nr.: CB6675000
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39-36/37
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information9,10-Anthracenedione, 2,6-dihydroxy-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenAnthraflavic acid can be used as a starting material to synthesize tetrahydroxy tetrathiafulvalene (TTF) derivatives, which are used as redox-active building blocks in supramolecular and materials science. It is also utilized to prepare phosphanylidene anthra[2,1-b]furans by reacting with dialkyl acetylenedicarboxylates and triphenylphosphine.