6-Methoxy-2H-chromene-3-carboxylic acid

Base Information

• Chemical Name: 6-Methoxy-2H-chromene-3-carboxylic acid
• CAS No.: 57543-62-1
• Molecular Formula: C11H10O4
• Molecular Weight: 206.19
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID90377258
• Wikidata: Q82166412
• Mol file: 57543-62-1.mol

Synonyms:6-Methoxy-2H-chromene-3-carboxylic acid;57543-62-1;SCHEMBL3198679;DTXSID90377258;VOOCQPOSPBMQSK-UHFFFAOYSA-N;HMS3449D15;BBL028383;MFCD00202057;STL372922;AKOS000623158;5G-302S;AB04730;CCG-147970;6-Methoxy-2H-3-chromenecarboxylic acid;6-Methoxy-2H-chromone-3-carboxylic acid;FT-0677551;EN300-49437;A831491;J-519451;6-Methoxy-2H-chromene-3-carboxylic acid, AldrichCPR;F2121-0015;Z228588852

Chemical Property of 6-Methoxy-2H-chromene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.64E-06mmHg at 25°C
• Melting Point: 190-192°C
• Refractive Index: 1.592
• Boiling Point: 363°Cat760mmHg
• PKA: 3.63±0.20(Predicted)
• Flash Point: 145.2°C
• PSA: 55.76000
• Density: 1.331g/cm³
• LogP: 1.55560
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 284

Purity/Quality:

98%Min ^*data from raw suppliers

6-Methoxy-2H-chromene-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OCC(=C2)C(=O)O

Technology Process of 6-Methoxy-2H-chromene-3-carboxylic acid

There total 4 articles about 6-Methoxy-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: 95.0%

6-methoxy-2H-chromene-3-carbonitrile (57543-71-2) → 3-caboxy-6-methoxy-2H-1-benzopyran (57543-62-1)

Guidance literature:

6-methoxy-2H-chromene-3-carbonitrile; With sodium hydroxide; for 6h; Reflux;

With hydrogenchloride; In water;

DOI:10.1002/cmdc.201100469

Reference yield:

2-hydroxy-5-methoxybenzaldehyde (672-13-9) → 3-caboxy-6-methoxy-2H-1-benzopyran (57543-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 1,4-diazabicyclo<2.2.2>octane / 20 h / Heating

2: 74 percent / aq. sodium hydroxide / 6 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hydroxide;

DOI:10.1021/jm00398a032

Reference yield:

→ 6-methoxy-2H-chromene-3-carbonitrile (57543-71-2) + 3-caboxy-6-methoxy-2H-1-benzopyran (57543-62-1)

Guidance literature:

upstream raw materials:

6-methoxy-2H-chromene-3-carbonitrile

2-hydroxy-5-methoxybenzaldehyde

Downstream raw materials:

SR 3850

(S)-6-methoxychroman-3-carboxylic acid

6-methoxy-3,4-dihydro-2H-1-benzopyran-3-carboxylic acid

6-methoxychroman-3-one

Refernces

• 1、 Contino, Marialessandra,Cantore, Mariangela,Capparelli, Elena,Perrone, Maria Grazia,Niso, Mauro,Inglese, Carmela,Berardi, Francesco,Leopoldo, Marcello,Perrone, Roberto,Colabufo, Nicola Antonio. "A Benzopyrane Derivative as a P-Glycoprotein Stimulator: A Potential Agent to Decrease β-Amyloid Accumulation in Alzheimer's Disease". scheme or table. p. 391 - 395. Retrieved 2012/06/18.
• 2、 Wise, Lawrence D.,DeWald, Horace A.,Hawkins, Elma S.,Reynolds, Donna M.,Heffner, Thomas G.,et al.. "6- and 8-Hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine Agonists with Autoreceptor Selectivity". . p. 688 - 691. Retrieved 2007/10/02.