Xanthene-9-thione

Base Information

• Chemical Name: Xanthene-9-thione
• CAS No.: 492-21-7
• Molecular Formula: C13H8OS
• Molecular Weight: 212.272
• NSC Number: 174726
• DSSTox Substance ID: DTXSID60306237
• Nikkaji Number: J11.770F
• Wikidata: Q82053230
• Metabolomics Workbench ID: 139759
• ChEMBL ID: CHEMBL502408
• Mol file: 492-21-7.mol

Synonyms:Xanthene-9-thione;9H-Xanthene-9-thione;492-21-7;Xanthione;Xanthenethione;Dibenzopyran-4-thione;9H-Xanthene, 9-thioxo-;9H-Xanthen-9-one, 9-thio-;Xanthion;SCHEMBL195537;CHEMBL502408;DTXSID60306237;VKLOKHJKPPJQMM-UHFFFAOYSA-N;NSC174726;STK331997;AKOS003621303;CCG-248406;NSC-174726;EU-0039240;AR-423/41051429;SR-01000443132;SR-01000443132-1;F0401-0133;InChI=1/C13H8OS/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8

Chemical Property of Xanthene-9-thione

Chemical Property:

• Vapor Pressure: 0.000175mmHg at 25°C
• Boiling Point: 339.9°C at 760 mmHg
• Flash Point: 159.4°C
• PSA: 45.23000
• Density: 1.33g/cm³
• LogP: 4.31550
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.02958605
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=S)C3=CC=CC=C3O2

Technology Process of Xanthene-9-thione

There total 29 articles about Xanthene-9-thione 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: 96.0%

xanth-9-one (90-47-1) → 9H-xanthene-9-thione (492-21-7)

Guidance literature:

With Lawessons reagent; for 0.0666667h; microwave irradiation;

DOI:10.1021/ol990629a

Reference yield: 94.0%

Lawessons reagent (19172-47-5,94367-93-8) + xanth-9-one (90-47-1) → 9H-xanthene-9-thione (492-21-7)

Guidance literature:

In toluene; benzene; at 80 ℃; for 0.5h;

DOI:10.1016/0040-4020(82)85078-3

Reference yield: 88.0%

trans-1-Morpholinobutadien (74322-77-3) + 3-cyano-4H-1-benzopyran-4-thione (156544-47-7) → 9H-xanthene-9-thione (492-21-7)

Guidance literature:

In benzene; 1.) 0 deg C up to RT; 2.) RT;

upstream raw materials:

xanth-9-one

9,9-bis-p-tolylmercapto-xanthene

di-xanthen-9-yl sulfide

benzene

Downstream raw materials:

4,5,6,7-tetrachloro-spiro[benzo[1,3]dioxole-2,9'-xanthene]

9-(9H-xanthene-9-ylidene)-9H-xanthene

dispiro[thioxanthene-9,2'-thiirane-3',9''-xanthene]

3-methyl-3-phenyl-spiro[thiirane-2,9'-xanthene]

Refernces

• 1、 Bondarev, Stanislav L.,Tikhomirov, Sergei A.,Buganov, Oleg V.,Knyukshto, Valeri N.,Galinovskii, Nikolaii A.,Fedunov, Roman G.,Khokhlova, Svetlana S.,Ivanov, Anatoly I.. "Spectral Dynamics of Nitro Derivatives of Xanthione in Solutions". . . Retrieved 2019.
• 2、 Vasilyev, Eugene S.,Bizyaev, Sergey N.,Komarov, Vladislav Yu,Tkachev, Alexey V.. "Bistricyclic aromatic enes annelated with nopinane fragment". . . Retrieved 2021.
• 3、 Beer, Henrik,Linke, Alexander,Bresien, Jonas,Mlostoń, Grzegorz,Celeda, Ma?gorzata,Villinger, Alexander,Schulz, Axel. "Synthesis of Bicyclic P,S-Heterocycles via the Addition of Thioketones to a Phosphorus-Centered Open-Shell Singlet Biradical". supporting information. p. 2031 - 2038. Retrieved 2022/01/31.