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

Synonyms:xanthen-9-ol;xanthydrol

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): F,T
• 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
• Uses: 9-Hydroxyxanthene is an Intermediate in the preparation of Propantheline Bromide. It is useful in tests for urea also used in the protection of thiols as their S-xanthenyl (Xan) thioethers, by reaction in the presence of TFA.

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:

Reference yield: 100.0%

xanth-9-one (90-47-1) → 9-hydroxyxanthene (90-46-0)

Guidance literature:

With tetrabutylammomium bromide; zinc(II) cation; In N,N-dimethyl-formamide; Ambient temperature; electrolysis;

Reference yield: 91.0%

salicylaldehyde (90-02-8) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 9-hydroxyxanthene (90-46-0)

Guidance literature:

With potassium carbonate; cesium fluoride; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1021/ol802597x

Reference yield: 90.0%

xanthene (92-83-1) → 9-hydroxyxanthene (90-46-0) + xanth-9-one (90-47-1)

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

upstream raw materials:

xanth-9-one

tert.-butylhydroperoxide

xanthene

sulfuric acid

Downstream raw materials:

1-(2,5-dioxo-imidazolidin-4-yl)-3-xanthen-9-yl-urea

N-(9H-xanthen-9-yl)acetamide

1-(9H-xanthen-9-yl)pyrrolidine-2,5-dione

N-xanthen-9-yl-benzenesulfonamide

Refernces

• 1、 Fukui, Nami,Ueno, Kanako,Hada, Masahiko,Fujii, Hiroshi. "Meso-Substitution Activates Oxoiron(IV) Porphyrin π-Cation Radical Complex More Than Pyrrole-β-Substitution for Atom Transfer Reaction". supporting information. p. 3207 - 3217. Retrieved 2021/03/01.
• 2、 Tokairin, Yoshinori,Soloshonok, Vadim A.,Moriwaki, Hiroki,Konno, Hiroyuki. "Asymmetric synthesis of (2S,3S)-3-Me-glutamine and (R)-allo-threonine derivatives proper for solid-phase peptide coupling". . p. 419 - 432. Retrieved 2018/11/27.