6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one

Base Information

• Chemical Name: 6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one
• CAS No.: 161798-16-9
• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.171
• ChEMBL ID: CHEMBL4762663
• DSSTox Substance ID: DTXSID101214968
• Mol file: 161798-16-9.mol

Synonyms:161798-16-9;6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one;CHEMBL4762663;6,7-dihydroxy-4-(hydroxymethyl)chromen-2-one;2H-1-Benzopyran-2-one,6,7-dihydroxy-4-(hydroxymethyl)-(9CI);SCHEMBL8706801;DTXSID101214968;BDBM50555080;DB-270175;6,7-dihydroxy-4-(hydroxymethyl)-2h-benzopyran-2-one;6,7-Dihydroxy-4-(hydroxymethyl)-2H-1-benzopyran-2-one;2H-1-BENZOPYRAN-2-ONE, 6,7-DIHYDROXY-4-(HYDROXYMETHYL)-

Chemical Property of 6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one

Chemical Property:

• PSA: 90.90000
• LogP: 0.69650
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 208.03717335
• Heavy Atom Count: 15
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C2=CC(=C(C=C2OC1=O)O)O)CO

Technology Process of 6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one

There total 4 articles about 6,7-Dihydroxy-4-(hydroxymethyl)-2H-chromen-2-one 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: 83.0%

4-(chloromethyl)-5,7-dihydroxy-2H-chromen-2-one (85029-91-0) → 6,7-dihydroxy-4-hydroxymethyl-2H-chromen-2-one (161798-16-9)

Guidance literature:

With water; In N,N-dimethyl-formamide; for 20h; Reflux;

DOI:10.1039/c5ra06070b

Reference yield:

C22H16O6 → naphth-1-yl acetic acid (86-87-3) + 6,7-dihydroxy-4-hydroxymethyl-2H-chromen-2-one (161798-16-9)

Guidance literature:

In methanol; for 60h; Time; Kinetics; UV-irradiation;

DOI:10.1021/acs.jafc.0c00138

Reference yield:

1,2,4-Trihydroxybenzene (533-73-3) → 6,7-dihydroxy-4-hydroxymethyl-2H-chromen-2-one (161798-16-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 0 - 20 °C

2: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C

3: methanol / 60 h / UV-irradiation

With sulfuric acid; potassium carbonate; potassium iodide; In methanol; N,N-dimethyl-formamide; 1: |Pechmann Condensation;

DOI:10.1021/acs.jafc.0c00138

upstream raw materials:

4-(chloromethyl)-5,7-dihydroxy-2H-chromen-2-one

1,2,4-Trihydroxybenzene

1,2,4-triacetoxybenzene