3-Methylphenoxathiine

Base Information

• Chemical Name: 3-Methylphenoxathiine
• CAS No.: 46412-20-8
• Molecular Formula: C13H10OS
• Molecular Weight: 214.2829
• NSC Number: 179820
• DSSTox Substance ID: DTXSID90306801
• Nikkaji Number: J1.139.643G
• Wikidata: Q82054080
• ChEMBL ID: CHEMBL66904
• Mol file: 46412-20-8.mol

Synonyms:46412-20-8;3-methylphenoxathiine;3-Methylphenoxathiin;3-Methyl-phenoxathiine;NSC179820;CHEMBL66904;SCHEMBL9507670;DTXSID90306801;NSC-179820

Chemical Property of 3-Methylphenoxathiine

Chemical Property:

• Vapor Pressure: 0.000255mmHg at 25°C
• Boiling Point: 334°Cat760mmHg
• Flash Point: 155.8°C
• Density: 1.239g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.04523611
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)SC3=CC=CC=C3O2

Technology Process of 3-Methylphenoxathiine

There total 8 articles about 3-Methylphenoxathiine 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: 58.0%

2-iodochlorobenzene (615-41-8) + di(p-tolyl) disulfide (103-19-5) → 3-methylphenoxathiine (46412-20-8)

Guidance literature:

With copper(l) iodide; caesium carbonate; dimethyl sulfoxide; at 120 ℃; for 9h; Inert atmosphere;

DOI:10.1134/S1070363219120351

Reference yield: 57.0%

ortho-mercaptophenol (1121-24-0) + 2-fluoro-4-methyl-1-nitrobenzene (446-34-4) → 3-methylphenoxathiine (46412-20-8)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 100 ℃; for 11h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0032-1316863

Reference yield:

S-(2-hydroxyphenyl) 4-toluenethiosulfonate + 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (262373-15-9) → 3-methylphenoxathiine (46412-20-8) + 2-methylphenoxathiin (6103-33-9)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In Triethylene glycol dimethyl ether; at 20 ℃; for 24h; Overall yield = 73 percent; Inert atmosphere;

DOI:10.1246/cl.200132

upstream raw materials:

3-phenoxytoluene

aluminium trichloride

bromobenzene

iodobenzene

Refernces

• 1、 Hosoya, Takamitsu,Kanemoto, Kazuya,Sakata, Yuki,Yoshida, Suguru. "Synthesis of phenoxathiins and phenothiazines by aryne reactions with thiosulfonates". supporting information. p. 593 - 596. Retrieved 2020/05/19.