3-Bromo-6-fluorochromone

Base Information

• Chemical Name: 3-Bromo-6-fluorochromone
• CAS No.: 179111-05-8
• Molecular Formula: C₉H₄BrFO₂
• Molecular Weight: 243.032
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00350971
• Wikidata: Q82127044
• Metabolomics Workbench ID: 73899
• Mol file: 179111-05-8.mol

Synonyms:3-Bromo-6-fluorochromone;179111-05-8;3-bromo-6-fluoro-4H-chromen-4-one;3-bromo-6-fluorochromen-4-one;C9H4BrFO2;ST059073;4H-1-Benzopyran-4-one,3-bromo-6-fluoro-;SCHEMBL9056432;DTXSID00350971;3-Bromo-6-fluorochromone, 97%;MFCD03094003;AKOS015910663;FS-5289;A812425;J-011427

Chemical Property of 3-Bromo-6-fluorochromone

Chemical Property:

• Vapor Pressure: 0.00395mmHg at 25°C
• Melting Point: 130-134 °C(lit.)
• Refractive Index: 1.629
• Boiling Point: 279.7 °C at 760 mmHg
• Flash Point: 123 °C
• PSA: 30.21000
• Density: 1.818 g/cm³
• LogP: 2.69460
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 241.93787
• Heavy Atom Count: 13
• Complexity: 264

Purity/Quality:

98%Min ^*data from raw suppliers

3-Bromo-6-fluorochromone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)C(=O)C(=CO2)Br

Technology Process of 3-Bromo-6-fluorochromone

There total 4 articles about 3-Bromo-6-fluorochromone 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: 76.0%

3-(dimethylamino)-1-(5-fluoro-2-hydroxyphenyl)prop-2-en-1-one → 3-bromo-6-fluoro-4H-chromen-4-one (179111-05-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium bromide; at 20 ℃; for 12h;

DOI:10.1039/d0nj00825g

Reference yield:

1-(5-fluoro-2-methoxyphenyl)ethanone (445-82-9) → 3-bromo-6-fluoro-4H-chromen-4-one (179111-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / 1 h / -78 - 23 °C

2: 2 h / 100 °C

3: bromine / chloroform / 0.08 h / 0 - 23 °C

With bromine; boron tribromide; In dichloromethane; chloroform;

DOI:10.1016/j.bmcl.2011.10.068

Reference yield:

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one (394-32-1) → 3-bromo-6-fluoro-4H-chromen-4-one (179111-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / 100 °C

2: bromine / chloroform / 0.08 h / 0 - 23 °C

With bromine; In chloroform;

DOI:10.1016/j.bmcl.2011.10.068

upstream raw materials:

1-(5-fluoro-2-methoxyphenyl)ethanone

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

5-fluoro-2-methoxybenzonitrile

Refernces

• 1、 Lin, Yan,Liu, Yunyun,Wan, Jie-Ping. "Synthesis of 3-halochromones with simple KX halogen sources enabled by: In situ halide oxidation". . p. 8120 - 8124. Retrieved 2020/06/09.