409715

6,11-Dihydroxy-5,12-naphthacenedione

96%

• Empirical Formula (Hill Notation): C₁₈H₁₀O₄
• CAS Number: 1785-52-0
• Molecular Weight: 290.27
• MDL number: MFCD00192048
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865669
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 96%
• form: solid
• mp: 350-351 °C (lit.)
• functional group: ketone
• SMILES string: Oc1c2C(=O)c3ccccc3C(=O)c2c(O)c4ccccc14
• InChI: 1S/C18H10O4/c19-15-9-5-1-2-6-10(9)16(20)14-13(15)17(21)11-7-3-4-8-12(11)18(14)22/h1-8,19-20H
• InChI key: QECAURYYBPUIFF-UHFFFAOYSA-N

Description

General description

Crystallographic analysis of 6,11-dihydroxy-5,12-naphthacenedione has been reported. Study indicates the presence of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis[isobenzofuran-1(3H)-one] as impurity.

Application

6,11-Dihydroxy-5,12-naphthacenedione was used in the synthesis of a tetracene derivative, 5,6,11,12-tetrachlorotetracene. It was also used for the synthesis of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis[isobenzofuran-1(3H)-one]. It may be used for the following studies:

• Synthesis of self-assembled, chair-shaped dirhenium(I) macrocyclic compounds.
• Synthesis of half-sandwich Ir, Rh-based organometallic molecular boxes.
• As ligand for the synthesis of supramolecular coordination complexes (SCCs).

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves