4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Base Information

• Chemical Name: 4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• CAS No.: 219305-27-8
• Molecular Formula: C₂₀H₁₂O₇
• Molecular Weight: 364.311
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10564507
• Nikkaji Number: J1.028.876B
• Wikidata: Q82449214
• Mol file: 219305-27-8.mol

Synonyms:219305-27-8;p-Carboxyphenylfluoron;4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid;4-(2,3,7-TRIHYDROXY-6-OXOXANTHEN-9-YL)BENZOIC ACID;9-(4-Carboxyphenyl)-3-fluoron;DTXSID10564507;J-100067;4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoicacid

Chemical Property of 4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 3.65E-23mmHg at 25°C
• Boiling Point: 742.7oC at 760 mmHg
• Flash Point: 274.1oC
• PSA: 128.20000
• Density: 1.73g/cm3
• LogP: 3.37980
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 364.05830272
• Heavy Atom Count: 27
• Complexity: 754

Purity/Quality:

97% ^*data from raw suppliers

PARA-CARBOXYPHENYLFLUORON 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=C3C=C(C(=O)C=C3OC4=CC(=C(C=C42)O)O)O)C(=O)O
• Uses: Simple, higly sensitive determination of ascorbic acid in complex mixtures: Y. Fujita et al., Anal. Sci., 853 (2001)

Technology Process of 4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

There total 2 articles about 4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic 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: 3.2%

1,2,4-triacetoxybenzene (613-03-6) + 4-Carboxybenzaldehyde (619-66-9) → 9-(4-carboxyphenyl)-2,6,7-trihydroxyxanthen-3-one (219305-27-8)

Guidance literature:

1,2,4-triacetoxybenzene; 4-Carboxybenzaldehyde; With methanesulfonic acid; In methanol; at 80 ℃; Reflux;

With dmap; acetic anhydride; triethylamine; In dichloromethane; at 50 ℃;

With water; potassium hydroxide; In methanol; at 50 ℃; for 2h;

DOI:10.1248/cpb.57.1405

Reference yield:

C20H14O8 → 9-(4-carboxyphenyl)-2,6,7-trihydroxyxanthen-3-one (219305-27-8)

Guidance literature:

In ethanol; water; for 0.333333h; Reflux;

DOI:10.1055/s-2008-1078447

Reference yield: 98.0%

methanol (67-56-1) + 9-(4-carboxyphenyl)-2,6,7-trihydroxyxanthen-3-one (219305-27-8) → p-methoxycarbonylphenylfluorone (31201-20-4)

Guidance literature:

With methanesulfonic acid; for 12h; Reflux;

DOI:10.1248/cpb.57.1405

upstream raw materials:

1,2,4-triacetoxybenzene

4-Carboxybenzaldehyde

Downstream raw materials:

p-methoxycarbonylphenylfluorone