ChemicalBook--->CAS DataBase List--->10470-83-4

10470-83-4

10470-83-4 Structure

10470-83-4 Structure
IdentificationBack Directory
[Name]

5,8-QUINOLINEQUINONE
[CAS]

10470-83-4
[Synonyms]

DA 276
NSC 682996
Aids000101
Aids-000101
5,8-Quinolinedione
5,8-Qinolinequinone
QUINOLINE-5,8-DIONE
5,8-QUINOLINEQUINONE
5,8-Dihydroquinoline-5,8-dione
5,8-Dihydro-5,8-dioxoquinoline
[Molecular Formula]

C9H5NO2
[MDL Number]

MFCD04038780
[MOL File]

10470-83-4.mol
[Molecular Weight]

159.14
Chemical PropertiesBack Directory
[Melting point ]

129℃ (DEC.)
[Boiling point ]

333.6±42.0 °C(Predicted)
[density ]

1.374
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

-0.71±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H320-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Synthesis Reference(s)]

Tetrahedron Letters, 31, p. 4871, 1990 DOI: 10.1016/S0040-4039(00)97755-4
[Synthesis]

5-Hydroxyquinoline

578-67-6

5,8-QUINOLINEQUINONE

10470-83-4

Iodobenzene diacetate (10.35 mmol, 3.3 g) was dissolved in 12 mL of a solvent mixture of acetonitrile and water (2:1, v/v) under nitrogen atmosphere and cooled to 0°C. To this solution was added quinolin-5-ol (3.45 mmol, 0.50 g) and the reaction was stirred at this temperature for 1 hour. Upon completion of the reaction, 40 mL of water was added to dilute the reaction mixture, followed by extraction with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 5,8-quinoline quinone (4) as a yellow solid in 82% yield. Mass spectrum (ESI) m/z = 160 [M + H]+.

[References]

[1] Tetrahedron Letters, 1990, vol. 31, # 34, p. 4871 - 4872
[2] Organic and Biomolecular Chemistry, 2011, vol. 9, # 13, p. 4959 - 4976
[3] European Journal of Medicinal Chemistry, 2018, vol. 154, p. 199 - 209
[4] Synthetic Communications, 1999, vol. 29, # 18, p. 3063 - 3066
Spectrum DetailBack Directory
[Spectrum Detail]

5,8-QUINOLINEQUINONE(10470-83-4)1HNMR
5,8-QUINOLINEQUINONE(10470-83-4)1HNMR
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