CAS 81-55-0 1,8-Dinitro-4,5-dihydroxyanthraquinone (HCID 3378440)

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Basic information

CAS: 81-55-0
Standard SMILES: O=C1c2c(O)ccc([N+](=O)[O-])c2C(=O)c2c([N+](=O)[O-])ccc(O)c21
InChIKey: GJCHQJDEYFYWER-UHFFFAOYSA-N
Molecular formula: C14H6N2O8
Average molar mass: 330.21 g/mol
Monoisotopic mass: 330.01241515

Overview

1,8-dihydroxy-4,5-dinitroanthraquinone is a brownish gold solid. (NTP, 1992)

Names & identifiers

Preferred name: 1,8-Dinitro-4,5-dihydroxyanthraquinone
IUPAC: 1,8-dihydroxy-4,5-dinitroanthracene-9,10-dione
English name: 1,8-Dihydroxy-4,5-dinitroanthraquinone
Molecular formula: C14H6N2O8
Molecular weight: 330.21

Names & synonyms

81-55-01,8-DIHYDROXY-4,5-DINITROANTHRAQUINONE4,5-Dinitrochrysazin1,8-Dinitro-4,5-dihydroxyanthraquinone1,8-Dihydroxy-4,5-dinitro-9,10-anthracenedione1,8-Dihydroxy-4,5-dinitroanthracene-9,10-dione9,10-Anthracenedione, 1,8-dihydroxy-4,5-dinitro-4,5-Dihydroxy-1,8-dinitroanthraquinoneNCI-C60742NSC 81256Anthraquinone, 1,8-dihydroxy-4,5-dinitro-CCRIS 4796

Show more names

1,8-dihydroxy-4,5-dinitro-anthraquinon1,8 DIHYARDP0006TIMTEC-BB SBB0064914,5-Dinitrodanthron4,5’-Dinitrocyrazine1,8-Dihydroxy-4,5-di

DTXSID0025076Chrysazin, 4,5-dinitro-EINECS 201-360-3BRN 2182054HEO6302D6DAI3-62955NSC-81256DTXCID005076

Database identifiers

CAS: 81-55-0

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 166 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 8
Rotatable bonds: 0
Heavy atoms: 24
Formal charge: 0
Complexity: 549

Experimental & physicochemical properties

Solubilityless than 0.1 mg/mL at 72 °F (NTP, 1992)

Physical Description1,8-dihydroxy-4,5-dinitroanthraquinone is a brownish gold solid. (NTP, 1992)

Physicochemical properties

Melting point: 225 °C · 225 °C (dec.) (lit.)
Boiling point: 467.67 °C · 467.67°C (rough estimate)
Density: 1.4944 · 1.4944 (rough estimate)
refractive index: 1.591 · 1.5910 (estimate)
storage temp.: -20 °C · -20°C Freezer
solubility: Dichloromethane (Very Slightly, Heated, Sonicated), DMSO (Slightly)
form: Solid
pka: 3.45 · 3.45±0.20(Predicted)
color: Brown
Stability: Stable. Incompatible with strong oxidizing agents.
InChI

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (95.7%): 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 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationREACH registered substance: 1,8-dihydroxy-4,5-dinitroanthraquinone (EC: 201-360-3)

Fire HazardsFlash point data for this compound are not available, however, it is probably combustible. (NTP, 1992)

Reactive GroupAlcohols and Polyols

Reactivity Profile · 1 item

A nitrated alcohol and a ketone. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Air and Water ReactionsThe neat (pure) material is sensitive to air and may be sensitive to light. (NTP, 1992). Insoluble in water.

Chemistry & industry

Uses & manufacturing

General Manufacturing Information9,10-Anthracenedione, 1,8-dihydroxy-4,5-dinitro-: INACTIVE

Applications

Uses1,8-Dihydroxy-4,5-dinitro-9,10-anthracenedione is a NS2B-NS3 protease specific inhibitor that is used for treatment of Dengue and West Nile virus infections.

General DescriptionBrownish gold solid.