7-Bromo-4-oxo-4H-chromene-2-carboxylic acid

Base Information

• Chemical Name: 7-Bromo-4-oxo-4H-chromene-2-carboxylic acid
• CAS No.: 113850-96-7
• Molecular Formula: C10H5BrO4
• Molecular Weight: 269.051
• European Community (EC) Number: 664-325-5
• DSSTox Substance ID: DTXSID60561728
• Wikidata: Q82445583
• Mol file: 113850-96-7.mol

Synonyms:7-BROMO-4-OXO-4H-CHROMENE-2-CARBOXYLIC ACID;113850-96-7;7-bromo-4-oxochromene-2-carboxylic acid;7-Bromo-4-oxo-4H-1-benzopyran-2-carboxylic acid;4H-1-Benzopyran-2-carboxylic acid, 7-bromo-4-oxo-;7-Bromochromone-2-carboxylic acid;SCHEMBL18397901;DTXSID60561728;MFCD08690667;(2-OXOAZEPAN-1-YL)ACETICACID;AKOS005135688;MB06503;AS-68106;SY251233;CS-0376358;W18978;EN300-7433722;A935215

Chemical Property of 7-Bromo-4-oxo-4H-chromene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 252-256°C
• Boiling Point: 397.767°C at 760 mmHg
• Flash Point: 194.362°C
• PSA: 67.51000
• Density: 1.875g/cm³
• LogP: 2.25370
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 267.93712
• Heavy Atom Count: 15
• Complexity: 336

Purity/Quality:

98%min ^*data from raw suppliers

7-Bromo-4-oxo-4H-chromene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)OC(=CC2=O)C(=O)O

Technology Process of 7-Bromo-4-oxo-4H-chromene-2-carboxylic acid

There total 2 articles about 7-Bromo-4-oxo-4H-chromene-2-carboxylic acid 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:

4'-bromo-2'-hydroxyacetophenone (30186-18-6) + oxalic acid diethyl ester (95-92-1) → 7-bromo-4-oxo-4H-chromene-2-carboxylic acid (113850-96-7)

Guidance literature:

4'-bromo-2'-hydroxyacetophenone; oxalic acid diethyl ester; With sodium ethanolate; In ethanol; at 40 ℃; for 0.5h;

With hydrogenchloride; acetic acid; at 80 ℃; for 31h;

DOI:10.1021/jm060683e

Reference yield:

4'-bromo-2'-hydroxyacetophenone (30186-18-6) → 7-bromo-4-oxo-4H-chromene-2-carboxylic acid (113850-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium / ethanol / 16 h / Inert atmosphere; Reflux

2: acetic acid; hydrogenchloride / water / 16 h / 90 °C / Inert atmosphere

With hydrogenchloride; sodium; acetic acid; In ethanol; water;

Reference yield:

7-bromo-4-oxo-4H-chromene-2-carboxylic acid (113850-96-7) → tert-butyl ((4-oxo-7-(1-phenyl-1H-1 ,2,3-triazol-4-yl)-4H-chromen-2-yl)methyl)carbamate

Guidance literature:

Multi-step reaction with 9 steps

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: triethylamine; p-toluenesulfonyl chloride; dmap / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

4.1: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / water / 4 h / 0 - 20 °C

6.1: triethylamine / tetrahydrofuran / 5 h / 20 °C

7.1: copper(l) iodide; triethylamine; triphenylphosphine / 4 h / 20 - 80 °C / Inert atmosphere; Sealed tube

8.1: potassium carbonate; methanol / 2 h / 20 °C

9.1: copper(II) sulfate; benzoic acid; sodium L-ascorbate / water; tert-butyl alcohol; tert-butyl methyl ether / 16 h / 20 °C

With hydrogenchloride; methanol; dmap; copper(l) iodide; sodium azide; chloroformic acid ethyl ester; potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; p-toluenesulfonyl chloride; triphenylphosphine; benzoic acid; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

4'-bromo-2'-hydroxyacetophenone

oxalic acid diethyl ester