ChemicalBook--->CAS DataBase List--->56341-31-2

56341-31-2

56341-31-2 Structure

56341-31-2 Structure
IdentificationBack Directory
[Name]

2-BROMO-9H-XANTHEN-9-ONE
[CAS]

56341-31-2
[Synonyms]

SBB010036
2-BroMoxanthone
2-bromo-9-xanthenone
2-bromoxanthen-9-one
2-BROMO-9H-XANTHEN-9-ONE
2-bromo-1H-xanthen-9-one
9H-Xanthen-9-one, 2-bromo-
[Molecular Formula]

C13H7BrO2
[MDL Number]

MFCD00089598
[MOL File]

56341-31-2.mol
[Molecular Weight]

275.1
Chemical PropertiesBack Directory
[Melting point ]

150 °C(Solv: ethanol (64-17-5); water (7732-18-5))
[Boiling point ]

403.2±34.0 °C(Predicted)
[density ]

1.620±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C13H7BrO2/c14-8-5-6-12-10(7-8)13(15)9-3-1-2-4-11(9)16-12/h1-7H
[InChIKey]

DYQUGFRRGGOYCA-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=CC=C2)OC2=C1C=C(Br)C=C2
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501
Hazard InformationBack Directory
[Uses]

2-Bromoxanthone is part of a group of Xanthone (X500100) derivatives that belong to an important class of oxygenated heterocycles that have potential antitumour, antidiabetic and antihypertensive activity.
[Synthesis]

Benzaldehyde, 2-(4-bromophenoxy)-

364323-77-3

2-BROMO-9H-XANTHEN-9-ONE

56341-31-2

General procedure for the synthesis of 2-bromo-9H-xanthen-9-one from 2-(4-bromophenoxy)benzaldehyde: 2-(4-bromophenoxy)-5-chlorobenzaldehyde (82.8 mg, 0.3 mmol), CuCl?(4.05 mg, 0.03 mmol), and NFSI (189 mg, 0.6 mmol) were added to a 15 mL thick-walled pressure-resistant reaction tube , and 3 mL of acetonitrile was added as solvent. The reaction mixture was magnetically stirred at 100 °C for 24 hours. After completion of the reaction, it was cooled to room temperature, 10 mL of water was added and extracted with dichloromethane (3 x 10 mL). The organic phases were combined and dried with anhydrous Na?SO? After filtration, the product was purified by column chromatography using petroleum ether/ethyl acetate (20:1, v/v) as eluent. The eluate containing the product was collected and evaporation of the solvent gave 2-bromo-9H-xanthen-9-one as a white solid in 70% yield.

[References]

[1] Organic Letters, 2012, vol. 14, # 3, p. 902 - 905
[2] Patent: CN107641111, 2018, A. Location in patent: Paragraph 0066; 0067; 0068
[3] Organic Letters, 2013, vol. 15, # 4, p. 928 - 931
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 7, p. 1589 - 1592
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-9H-XANTHEN-9-ONE(56341-31-2)1HNMR
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