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9H-Xanthen-9-ol

Base Information
  • Chemical Name:9H-Xanthen-9-ol
  • CAS No.:90-46-0
  • Molecular Formula:C13H10O2
  • Molecular Weight:198.221
  • Hs Code.:29329990
  • European Community (EC) Number:201-996-1
  • NSC Number:4038
  • UNII:7131M69IKF
  • DSSTox Substance ID:DTXSID8059009
  • Nikkaji Number:J4.318D
  • Wikipedia:Xanthydrol
  • Wikidata:Q4021716
  • Mol file:90-46-0.mol
9H-Xanthen-9-ol

Synonyms:xanthen-9-ol;xanthydrol

Suppliers and Price of 9H-Xanthen-9-ol
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Xanthydrol
  • 1g
  • $ 55.00
  • Sigma-Aldrich
  • Xanthydrol 98%
  • 5g
  • $ 48.90
  • Sigma-Aldrich
  • Xanthydrol for the detection of urea, ≥99.0% (HPLC)
  • 25g
  • $ 177.00
  • Sigma-Aldrich
  • Xanthydrol 98%
  • 25g
  • $ 158.00
  • Sigma-Aldrich
  • Xanthydrol for the detection of urea, ≥99.0% (HPLC)
  • 100g
  • $ 575.00
  • Chem-Impex
  • 9-Hydroxyxanthene,99+% 99+%
  • 1KG
  • $ 2234.40
  • Chem-Impex
  • 9-Hydroxyxanthene 99+%
  • 250G
  • $ 710.00
  • Chem-Impex
  • 9-Hydroxyxanthene,99+% 99+%
  • 100G
  • $ 358.40
  • Chem-Impex
  • 9-Hydroxyxanthene 99+%
  • 5G
  • $ 25.00
  • Chem-Impex
  • 9-Hydroxyxanthene,99+% 99+%
  • 25G
  • $ 100.80
Total 66 raw suppliers
Chemical Property of 9H-Xanthen-9-ol
Chemical Property:
  • Appearance/Colour:white powder 
  • Vapor Pressure:4.14E-05mmHg at 25°C 
  • Melting Point:122-124 °C 
  • Refractive Index:1.661 
  • Boiling Point:337.3 °C at 760 mmHg 
  • PKA:13.57±0.20(Predicted) 
  • Flash Point:156.6 °C 
  • PSA:29.46000 
  • Density:1.286 g/cm3  
  • LogP:2.87400 
  • Storage Temp.:2-8°C 
  • Sensitive.:Light Sensitive 
  • Solubility.:methanol: 0.1 g/mL, clear 
  • XLogP3:1.9
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:198.068079557
  • Heavy Atom Count:15
  • Complexity:207
Purity/Quality:

99% *data from raw suppliers

Xanthydrol *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,Toxic
  • Hazard Codes:F,T,Xi,Xn 
  • Statements: 11-23/24/25-39/23/24/25-40 
  • Safety Statements: 7-16-24-45-24/25-36-22-36/37 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Other Aromatic Compounds
  • Canonical SMILES:C1=CC=C2C(=C1)C(C3=CC=CC=C3O2)O
  • General Description 9-Hydroxyxanthene (xanthydrol) is a key reagent used in ring-opening reactions with vinylidenecyclopropanes (VDCPs) to form conjugate triene derivatives, demonstrating its utility in synthesizing complex structures like spiro-alkanes. The reactions, catalyzed by BF3·OEt2, proceed under mild conditions (0°C in DCE) and yield moderate to good product efficiencies, highlighting its role in facilitating novel transformations. Further studies are ongoing to explore its broader synthetic applications and mechanistic pathways.
Technology Process of 9H-Xanthen-9-ol

There total 25 articles about 9H-Xanthen-9-ol 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:
Guidance literature:
With tetrabutylammomium bromide; zinc(II) cation; In N,N-dimethyl-formamide; Ambient temperature; electrolysis;
Guidance literature:
With potassium carbonate; cesium fluoride; In acetonitrile; at 20 ℃; for 15h;
DOI:10.1021/ol802597x
Guidance literature:
With [5,10,15,20-tetrakis-1-methyl-4-pyridylporphyrinate iron(III) tetrachloride salt]chloride; 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 20 ℃; pH=4.7; aq. acetate buffer;
DOI:10.1021/ja903394s
Refernces

Cysteinyl-flavan-3-ol conjugates from grape procyanidins. Antioxidant and antiproliferative properties.

10.1016/S0968-0896(02)00127-X

The research focuses on the synthesis and evaluation of cysteinyl-flavan-3-ol conjugates derived from grape procyanidins. These new antioxidant compounds were prepared by depolymerizing grape polymeric flavanols in the presence of cysteine and were assessed for their antiradical/antioxidant and antiproliferative properties. The reactants included grape polymeric flavanols, cysteine, and other reagents necessary for the depolymerization process and subsequent purification. The analyses used to characterize and evaluate the compounds comprised cation-exchange chromatography, preparative reversed-phase chromatography, nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR), and theoretical calculations of bond dissociation enthalpies (BDEs). The experiments also involved the DPPH assay to measure the free radical scavenging activity and an MTT assay to evaluate the antiproliferative activity on human colon carcinoma HT29 cells. The results indicated that the new cysteinyl derivatives showed improved antioxidant efficiency and antiproliferative effects compared to the underivatised (-)-epicatechin.

Reactions of vinylidenecyclopropanes with xanthydrol and xanthene

10.1016/j.tet.2010.07.004

The research discusses the reactions of vinylidenecyclopropanes (VDCPs) with xanthydrol and xanthene, exploring their ring-opening reactions under specific conditions to yield conjugate triene derivatives. The study aimed to investigate the effects of different substituents on the reaction outcomes and to propose plausible reaction mechanisms based on previous literature and control experiments. The researchers used BF3·OEt2 as a catalyst with xanthydrol and DDQ with xanthene, conducting the reactions in 1,2-dichloroethane (DCE) at 0°C. The reactions resulted in moderate to good yields of conjugate triene derivatives, which were further transformed into novel spiro-alkanes using BF3·OEt2 at 70°C. The study concluded that these reactions provided a versatile method for synthesizing complex molecular structures and shed light on the reaction mechanisms involved, with further work underway to elucidate the mechanistic details and determine the scope and limitations of the reaction.

Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups

10.1016/j.bmc.2010.06.077

The research discusses the synthesis and inhibitory activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin against ribonuclease A (RNase A), with the aim of increasing the number of phenolic hydroxyl groups to enhance inhibition. The study concluded that these novel conjugates were more effective inhibitors of RNase A than catechin and epicatechin, highlighting the importance of phenolic hydroxyl groups in inhibiting ribonucleolytic activity. The research also explored the compounds' anti-angiogenic activity through the chorioallantoic membrane (CAM) assay, finding that the epicatechin-based polyphenols showed inhibition of angiogenin-induced angiogenesis. Chemicals used in the synthesis process included (+)-catechin, (-)-epicatechin, phloroglucinol, resorcinol, LiBr, and various protecting groups such as benzyl ether. The study employed techniques like fluorescence studies, protein-ligand docking, and CD spectroscopic studies to evaluate binding parameters and interactions.

Tannins and related compounds. XXXV. Proanthocyanidins with a doubly linked unit from the root bark of Cinnamomum sieboldii Meisner

10.1248/cpb.33.4338

The research focused on the isolation and structural elucidation of proanthocyanidins from the root bark of Cinnamomum sieboldii Meisner, a plant belonging to the Lauraceae family. The purpose of the study was to determine the structures of proanthocyanidin trimers and to clarify the composition of higher oligomeric proanthocyanidins in this plant. The researchers used acid-catalyzed thiolytic degradation, proton and carbon-13 nuclear magnetic resonance analyses to establish the structures of the compounds. They isolated a trimer, two tetramers, and a pentamer, and demonstrated the presence of (-)-epicatechin, (+)-catechin, and known proanthocyanidins B-1, B-2, and B-5, among others. The conclusions highlighted that the root bark of C. sieboldii contains large amounts of proanthocyanidins with a doubly linked bisflavanoid (A-type) unit, accompanied by minor singly linked procyanidins, and that the composition of proanthocyanidins in C. sieboldii is similar to that in C. zeylanicum, which is of chemotaxonomical interest. The study also noted that proanthocyanidin trimers 1 and 9 have a sweet taste, contrasting with the astringent taste of other oligomeric proanthocyanidins.

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