2-bromo-9H-xanthen-9-one

Base Information

• Chemical Name: 2-bromo-9H-xanthen-9-one
• CAS No.: 56341-31-2
• Molecular Formula: C13H7BrO2
• Molecular Weight: 275.101
• Hs Code.: 2932999099
• European Community (EC) Number: 665-722-6
• DSSTox Substance ID: DTXSID60408008
• Nikkaji Number: J2.718.598C
• Wikidata: Q82213364
• Mol file: 56341-31-2.mol

Synonyms:2-bromo-9H-xanthen-9-one;56341-31-2;2-bromoxanthen-9-one;9H-Xanthen-9-one, 2-bromo-;C13H7BrO2;2-bromoxanthone;2-bromo-9-xanthenone;2-Bromo-9H-xanthene-9-one;SCHEMBL2592127;DTXSID60408008;DYQUGFRRGGOYCA-UHFFFAOYSA-N;AMY18867;MFCD00089598;AKOS003395875;s10966;AS-58123;CS-0141437;FT-0769936;A869970

Chemical Property of 2-bromo-9H-xanthen-9-one

Chemical Property:

• Vapor Pressure: 1.03E-06mmHg at 25°C
• Melting Point: 150 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 403.2oC at 760 mmHg
• Flash Point: 197.7oC
• PSA: 30.21000
• Density: 1.62g/cm3
• LogP: 3.70870
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 273.96294
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

99%,99.5%, ^*data from raw suppliers

2-Bromoxanthone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)Br
• 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.

Technology Process of 2-bromo-9H-xanthen-9-one

There total 32 articles about 2-bromo-9H-xanthen-9-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-bromo-9H-xanthene (54313-98-3) → 2-bromo-9H-xanthene-9-one (56341-31-2)

Guidance literature:

With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; for 12h; Solvent; Irradiation; Schlenk technique; Sealed tube;

DOI:10.1055/s-0037-1610678

Reference yield: 98.0%

(5-bromo-2-hydroxyphenyl)(2-fluorophenyl)methanone → 2-bromo-9H-xanthene-9-one (56341-31-2)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.202012496

Reference yield: 92.0%

bis(4-bromophenyl)iodonium triflate (139139-81-4) + methyl salicylate (119-36-8,8024-54-2) → 2-bromo-9H-xanthene-9-one (56341-31-2)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 110 ℃; Temperature; Solvent; Reagent/catalyst; Sealed tube; Inert atmosphere;

upstream raw materials:

xanth-9-one

4-bromo-phenol

ortho-chlorobenzoic acid

5-bromo-2-hydroxy-benzoic acid methyl ester

Downstream raw materials:

C₁₃H₈BrNO₂

C₁₃H₈BrNO₂

C₁₉H₁₃NO₂

C₁₉H₁₃NO₂

Refernces

• 1、 Chinchilla, Rafael,Torregrosa-Chinillach, Alejandro. "Synthesis of xanthones, thioxanthones and Acridones by a metal-free photocatalytic oxidation using visible light and molecular oxygen". . . Retrieved 2021/06/12.
• 2、 Shi, Zeyu,Chen, Si,Xiao, Qiong,Yin, Dali. "Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis". . p. 3334 - 3343. Retrieved 2021/02/05.