5,12-Naphthacenedione

HCID 14160

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Basic information

CAS: 1090-13-7
Standard SMILES: O=C1c2ccccc2C(=O)c2cc3ccccc3cc21
InChIKey: LZPBKINTWROMEA-UHFFFAOYSA-N
Molecular formula: C18H10O2
Average molar mass: 258.3 g/mol
Monoisotopic mass: 258.06807956

Overview

Tetracene-5,12-dione is a tetracenequinone.

Names & identifiers

Preferred name: 5,12-Naphthacenedione
IUPAC: tetracene-5,12-dione
English name: 5,12-NAPHTHACENEQUINONE
Molecular formula: C18H10O2
Molecular weight: 258.27

Names & synonyms

5,12-Naphthacenequinone1090-13-75,12-NaphthacenedioneNaphthacenequinoneTetracenemonoquinone5,12-TetracenequinoneNaphthacene-6,11-quinoneNSC-40118334XLX2VR6GDTXSID70614835,12-NpQRefChem:100931

Show more names

etracene-5,12-dione2,3-BENZANTHRACHINON2,3-BENZANTHRAQUINONENaphthacene-6,11-dione

DTXCID9033135214-127-6tetracene-5,12-dione2,3-Benzo-9,10-anthraquinoneMFCD000037015,12-NapthacenequinoneNAPHTHACENE-5,12-DIONETetracenequinone

Database identifiers

CAS: 1090-13-7
PubChem CID: 14160
DTXSID: DTXSID7061483
ChEBI: CHEBI:51287
UNII: 34XLX2VR6G
EC Number: 214-127-6
Nikkaji: J120A

Properties

Computed structural properties

XLogP: 4.6
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 20
Formal charge: 0
Complexity: 387

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Ketones

Physical DescriptionDark brown powder; [Sigma-Aldrich MSDS]

Collision Cross Section155.7 Å² [M+H]+

Physicochemical properties

Melting point: 282 · 282-286 °C (dec.) (lit.)
Boiling point: 361.53 °C · 361.53°C (rough estimate)
Density: 1.1584 · 1.1584 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Sparingly, Heated), DMF (Slightly, Heated), DMSO (Slightly, Heated)
form: Solid
color: Light Yellow to Yellow
BRN: 1880180 · 1880180
InChI: InChI=1S/C18H10O2/c19-17-13-7-3-4-8-14(13)18(20)16-10-12-6-2-1-5-11(12)9-15(16)17/h1-10H
InChIKey: LZPBKINTWROMEA-UHFFFAOYSA-N
SMILES: C1=C2C(C(=O)C3=C(C2=O)C=C2C(C=CC=C2)=C3)=CC=C1
CAS DataBase Reference: 1090 · 1090-13-7
FDA UNII: 34 XLX2VR6G · 34XLX2VR6G
EPA Substance Registry System: 5 · 5,12-Naphthacenedione (1090-13-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 317 · H317-H319
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29146990 · 29146990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Hazard information

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See 2-Ethylanthraquinone, 1,4-Naphthoquinone, and Anthraquinone.

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29146990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H317-H319
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information5,12-Naphthacenedione: INACTIVE

Applications

Uses5,12-Naphthacenequinone was used to study the phototransformation of phenol in aqueous solution.

General DescriptionThe electronic structure of the lowest excited triplet state of 5,12-naphthacenequinone was studied using pulsed electron nuclear double resonance and continuous-wave time-resolved EPR (cw-TREPR).