2-Hydroxychrysophanol

Base Information

• Chemical Name: 2-Hydroxychrysophanol
• CAS No.: 58322-78-4
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.241
• DSSTox Substance ID: DTXSID70207049
• Nikkaji Number: J1.816.069B
• Wikidata: Q27107547
• Metabolomics Workbench ID: 27925
• ChEMBL ID: CHEMBL190245
• Mol file: 58322-78-4.mol

Synonyms:2-hydroxychrysophanol;norobtusifolin

Chemical Property of 2-Hydroxychrysophanol

Chemical Property:

• Vapor Pressure: 1.84E-10mmHg at 25°C
• Melting Point: 239-240 °C
• Boiling Point: 496°C at 760 mmHg
• PKA: 6.44±0.20(Predicted)
• Flash Point: 267.9°C
• PSA: 94.83000
• Density: 1.583g/cm³
• LogP: 1.88720
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 270.05282342
• Heavy Atom Count: 20
• Complexity: 434

Purity/Quality:

99% ^*data from raw suppliers

1,2,8-TRIHYDROXY-3-METHYLANTHRAQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC=C3O

Technology Process of 2-Hydroxychrysophanol

There total 10 articles about 2-Hydroxychrysophanol 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%

(1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone (108637-81-6) → 1,7-Dihydroxy-8-methoxy-6-methyl-9,10-anthraquinone (477-85-0) + 2-hydroxychrysophanol (58322-78-4)

Guidance literature:

1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)85117-5

Reference yield: 30.0%

3-hydroxyphthalic anhydride (37418-88-5) + 3-methylbenzene-1,2-diol (488-17-5) → 1-methyl-2,3,8-trihydroxyanthraquinone (850836-72-5) + 2-hydroxychrysophanol (58322-78-4)

Guidance literature:

With aluminium trichloride; sodium chloride; at 165 ℃; for 4h;

DOI:10.1021/jm0492655

Reference yield: 30.0%

→ 1-methyl-2,3,8-trihydroxyanthraquinone (850836-72-5) + 2-hydroxychrysophanol (58322-78-4)

Guidance literature:

upstream raw materials:

1,7-Dihydroxy-8-methoxy-6-methyl-9,10-anthraquinone

(1S,4aR,9aS)-8-Hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone

(1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone

3-hydroxyphthalic anhydride

Downstream raw materials:

2-methoxychrysophanol

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