2-Nitrothioanisole

Base Information

• Chemical Name: 2-Nitrothioanisole
• CAS No.: 3058-47-7
• Molecular Formula: C7H7NO2S
• Molecular Weight: 169.204
• Hs Code.: 2930909090
• NSC Number: 62852
• DSSTox Substance ID: DTXSID40289695
• Nikkaji Number: J380.971D
• Wikidata: Q82027127
• Mol file: 3058-47-7.mol

Synonyms:2-Nitrothioanisole;3058-47-7;Methyl (2-nitrophenyl)sulfane;1-methylsulfanyl-2-nitrobenzene;1-(methylsulfanyl)-2-nitrobenzene;methyl(2-nitrophenyl)sulfane;methyl-(2-nitro-phenyl)-sulfide;1-methylsulfanyl-2-nitro-benzene;NSC62852;Samarium(III)AcetateHydrate;NCIOpen2_000171;SCHEMBL3384869;Methyl (2-nitrophenyl) sulfide;LYERWKWSYZQUDA-UHFFFAOYSA-;DTXSID40289695;Benzene, 1-(methylthio)-2-nitro-;MFCD03094691;NSC 62852;NSC-62852;STL450173;AKOS006230289;DS-3153;AC-10714;CS-0043789;FT-0634625;C74572;A820447

Chemical Property of 2-Nitrothioanisole

Chemical Property:

• Vapor Pressure: 0.0156mmHg at 25°C
• Melting Point: 64.5°C
• Refractive Index: 1.601
• Boiling Point: 264.7 °C at 760 mmHg
• Flash Point: 113.9 °C
• PSA: 71.12000
• Density: 1.27 g/cm³
• LogP: 2.83990
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Stench
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 169.01974964
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl(2-nitrophenyl)sulfane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1[N+](=O)[O-]

Technology Process of 2-Nitrothioanisole

There total 34 articles about 2-Nitrothioanisole 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: 97.1%

2-Chloronitrobenzene (88-73-3) + sodium thiomethoxide (5188-07-8) → methyl 2-nitrophenyl sulfide (3058-47-7)

Guidance literature:

With tetrabutylammomium bromide; In water; at 55 ℃; for 6h; Reagent/catalyst; Temperature;

Reference yield: 94.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + dimethyl sulfoxide (67-68-5,8070-53-9) → methyl 2-nitrophenyl sulfide (3058-47-7)

Guidance literature:

With copper(l) iodide; tris-(o-tolyl)phosphine; palladium dichloride; at 160 ℃; for 20h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201403147

Reference yield: 93.0%

Trimethyl(methylthio)silane (3908-55-2) + 1,2-Dinitrobenzene (528-29-0) → methyl 2-nitrophenyl sulfide (3058-47-7)

Guidance literature:

1,2-Dinitrobenzene; With caesium carbonate; In dimethyl sulfoxide;

Trimethyl(methylthio)silane; In dimethyl sulfoxide; at 20 ℃; for 16h;

DOI:10.1080/00397910903531664

upstream raw materials:

bis(2-nitrophenyl)disulfide

methylthiol

2-Chloronitrobenzene

dimethyl sulfoxide

Downstream raw materials:

bis-(2-methylsulfanyl-phenyl)-diazene

2-(Methylthio)aniline

bis-(2-methylsulfanyl-phenyl)-diazene-N-oxide

methyl-(2-nitro-phenyl)-sulfoxide

Refernces

• 1、 -. "Preparation method of o-aminothiophenol". Paragraph 0033; 0038-0039; 0042-0043; 0046-0047; 0051. . Retrieved 2020/12/30.
• 2、 Wang, Ying-Yu,Wu, Xiang-Mei,Yang, Ming-Hua. "Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water". supporting information. . Retrieved 2020/07/20.