6-bromo-2-oxo-2H-chromene-3-carboxylic acid

Base Information

• Chemical Name: 6-bromo-2-oxo-2H-chromene-3-carboxylic acid
• CAS No.: 2199-87-3
• Molecular Formula: C10H5 Br O4
• Molecular Weight: 269.051
• Hs Code.: 2932209090
• European Community (EC) Number: 681-898-7
• DSSTox Substance ID: DTXSID40351245
• Nikkaji Number: J687.684F
• Wikidata: Q82127495
• ChEMBL ID: CHEMBL2333943
• Mol file: 2199-87-3.mol

Synonyms:2199-87-3;6-bromo-2-oxo-2H-chromene-3-carboxylic acid;6-Bromocoumarin-3-carboxylic acid;UBP608;6-bromo-2-oxochromene-3-carboxylic acid;6-Bromo-3-carboxycoumarin;CHEMBL2333943;MFCD00047640;Maybridge1_000837;6-bromo-3-carboxy-coumarin;Oprea1_401589;AN-512/13264022;SCHEMBL569881;HMS543O01;DTXSID40351245;UBP 608;UBP-608;DibutylCarbamodithioicacidsodiumsalt;6-bromo-coumarin-3-carboxylic acid;BBL013807;BDBM50259886;STK054038;AKOS000104815;AS-16493;HY-100667;B4696;CS-0019908;FT-0620993;EN300-11879;VU0013274-2;AB00079900-01;2-Oxo-6-bromo-2H-1-benzopyran-3-carboxylic acid;2H-1-Benzopyran-3-carboxylicacid,6-bromo-2-oxo-;A878821;SR-01000395255;SR-01000395255-1;W-206706;Z56899036;F0405-0649

Chemical Property of 6-bromo-2-oxo-2H-chromene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.76E-08mmHg at 25°C
• Melting Point: 195-198 °C(lit.)
• Boiling Point: 439°Cat760mmHg
• PKA: 1.50±0.20(Predicted)
• Flash Point: 219.3°C
• PSA: 67.51000
• Density: 1.874g/cm³
• LogP: 2.25370
• Storage Temp.: room temp
• Solubility.: DMSO: soluble10mg/mL, clear
• XLogP3: 2.9
• 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:

97% ^*data from raw suppliers

6-Bromocoumarin-3-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C=C(C(=O)O2)C(=O)O
• Uses: 6-Bromocoumarin-3-carboxylic Acid acts on NMDA receptor subtypes Glu1/Glu2. Inhibition of these receptors can be used in therapeutic treatments for various neurological conditions.

Technology Process of 6-bromo-2-oxo-2H-chromene-3-carboxylic acid

There total 19 articles about 6-bromo-2-oxo-2H-chromene-3-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: 99.0%

cycl-isopropylidene malonate (2033-24-1) + 5-bromosalicyclaldehyde (1761-61-1) → 6-bromocoumarin-3-carboxylic acid (2199-87-3)

Guidance literature:

With lemon juice; In water; at 20 ℃; for 0.0833333h; Reagent/catalyst; Sonication; Green chemistry;

DOI:10.1016/j.tetlet.2016.09.023

Reference yield: 99.0%

ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate (2199-90-8) → 6-bromocoumarin-3-carboxylic acid (2199-87-3)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

Reference yield: 94.0%

5-(5-Bromo-2-methoxy-benzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione (117646-13-6) → 6-bromocoumarin-3-carboxylic acid (2199-87-3)

Guidance literature:

With sulfuric acid; for 2h; Ambient temperature;

upstream raw materials:

2-oxo-6-bromo-2H-chromene-3-carbonitrile

ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate

malonic acid

5-bromosalicyclaldehyde

Downstream raw materials:

6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride

C₁₉H₁₄BrNO₅

C₁₇H₁₀BrNO₅

6-bromo-3-(3-phenyl-1,2,4-oxadiazol-5-yl)coumarin