5,8-dihydroxy-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 125471
• Molecular Formular: C10H6O4
• Molecular Mass: 190.15224
• Monoisotopic Mass: 190.02660867
• SMILES: O=C1c2c(O)ccc(O)c2C(=O)C=C1
• Canonical SMILES: O=C1C=CC(=O)c2c1c(O)ccc2O
• InChI: InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H
• InChIKey: RQNVIKXOOKXAJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,8-dihydroxy-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: naphthazarin
• Synonyms: Dihydroxynaphthoquinone; 5,8-Dihydroxy-1,4-naphthoquinone; Naphthazarin; 5,8-Dihydroxy-1,4-naphthoquinone; 萘茜; 5,8-二羟基-1,4-萘醌

Database IDs

• CAS Number: 475-38-7
• EC Number: 207-495-4
• MDL Number: MFCD00001685
• Beilstein Number: 880561
• PubChem SID: 24863527; 162219821; 24864236
• PubChem CID: 10141
• CHEMBL: 274056
• Chemspider ID: 9735
• Wikipedia Title: 5,8-Dihydroxy-1,4-naphthoquinone

CALCULATED PROPERTIES

• Acid pKa: 8.540678
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.186795
• LogD (pH = 7.4): 2.1570535
• Log P: 2.1871872
• Molar Refractivity: 50.145 cm^3
• Polarizability: 18.098768 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220-230 °C(lit.); ca 230°C dec.

Safety Information

• RTECS: QL7970000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥85% (HPLC); 97%
• Grade: technical; technical grade
• Sublimation Residue: ~3%
• Empirical Formula (Hill Notation): C10H6O4

DETAILS

Sigma Aldrich - 388513

Packaging
1 g in glass bottle