3-Bromo-2-chromenone

Base Information

• Chemical Name: 3-Bromo-2-chromenone
• CAS No.: 939-18-4
• Molecular Formula: C9H5BrO2
• Molecular Weight: 225.041
• DSSTox Substance ID: DTXSID60359561
• Nikkaji Number: J824.956C
• Wikidata: Q82140819
• Mol file: 939-18-4.mol

Synonyms:3-Bromo-2-chromenone;3-bromo-2H-chromen-2-one;939-18-4;3-bromochromen-2-one;3-bromo-chromen-2-one;3-bromocoumarin;2H-1-Benzopyran-2-one, 3-bromo-;SCHEMBL2016273;DTXSID60359561;2H-1-Benzopyran-2-one,3-bromo-;MFCD00463530;STK522220;AKOS003269281;AS-37152;CS-0156001;10.14272/DZCTYFCCOGXULA-UHFFFAOYSA-N.1;A922402;doi:10.14272/DZCTYFCCOGXULA-UHFFFAOYSA-N.1

Chemical Property of 3-Bromo-2-chromenone

Chemical Property:

• Melting Point: 250 °C
• Boiling Point: 344.3±30.0 °C(Predicted)
• PSA: 30.21000
• Density: 1.738±0.06 g/cm3(Predicted)
• LogP: 2.55550
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 223.94729
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=O)O2)Br
• Uses: 3-Bromo-2H-chromen-2-one is a derivative of Coumarin (C755380) and can be used to sensitize the inactivation of viruses.

Technology Process of 3-Bromo-2-chromenone

There total 2 articles about 3-Bromo-2-chromenone 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:

3,4-dibromo-3,4-dihydrocoumarin (42974-18-5) → 3-bromo-2H-chromen-2-one (939-18-4) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

Reference yield:

(3R*,4R*)-3,4-dibromo-3,4-dihydrocoumarin → 3-bromo-2H-chromen-2-one (939-18-4) + coumarin (91-64-5)

Guidance literature:

With dimethyl sulfoxide; at 25 ℃; for 12h;

DOI:10.1021/jo070217c

Reference yield: 98.0%

3-bromo-2H-chromen-2-one (939-18-4) + (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((2'-amino-[1,1'-biphenyl]-2-yl)thio)tetrahydro-2H-pyran-3,4,5-triyltriacetate → (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((2'-((2-oxo-2H-chromen-3-yl)amino)[1,1'-biphenyl]-2-yl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:

With [(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate; caesium carbonate; In 1,4-dioxane; at 100 ℃; Sealed tube; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201701415

upstream raw materials:

3,4-dibromo-3,4-dihydrocoumarin

Downstream raw materials:

Benzofuran-2-carboxylic acid

3-bromo-6-nitro-2H-chromen-2-one

benzofuran-2-yl(piperidin-1-yl)methanone

3-ethyl-1c-(2-hydroxy-phenyl)-penten-⁽¹⁾-ol-⁽³⁾

Refernces