1-(Methylthio)-3-nitrobenzene

Base Information

• Chemical Name: 1-(Methylthio)-3-nitrobenzene
• CAS No.: 2524-76-7
• Molecular Formula: C7H7 N O2 S
• Molecular Weight: 169.204
• Hs Code.: 2930909090
• European Community (EC) Number: 219-761-7
• NSC Number: 53644
• DSSTox Substance ID: DTXSID30179899
• Nikkaji Number: J192.010C
• Wikidata: Q72496313
• Mol file: 2524-76-7.mol

Synonyms:3-Nitrothioanisole;2524-76-7;1-(Methylthio)-3-nitrobenzene;3-NITRO THIOANISOLE;1-methylsulfanyl-3-nitrobenzene;1-(methylsulfanyl)-3-nitrobenzene;Methyl(3-nitrophenyl)sulfane;EINECS 219-761-7;methyl 3-nitrophenyl sulfide;3-nitro thioanisol;NSC53644;methyl m-nitrophenyl sulfide;SCHEMBL1145909;DTXSID30179899;CAA52476;MFCD00024501;NSC 53644;NSC-53644;AKOS006344921;AC-16440;BS-23129;CS-0206996;FT-0616213;N0800;F87390;A817740;J-512953

Chemical Property of 1-(Methylthio)-3-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.0176mmHg at 25°C
• Melting Point: 14 °C
• Refractive Index: 1.6160 to 1.6200
• Boiling Point: 92 °C / 1mmHg
• Flash Point: 112.6°C
• PSA: 71.12000
• Density: 1.27g/cm³
• LogP: 2.83990
• XLogP3: 2.5
• 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

3-Nitrothioanisole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-(Methylthio)-3-nitrobenzene

There total 21 articles about 1-(Methylthio)-3-nitrobenzene 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: 91.0%

S-(3-nitrophenyl) dimethylthiocarbamate (13511-86-9) + dimethyl sulfate (77-78-1) → 1-(methylsulfanyl)-3-nitrobenzene (2524-76-7)

Guidance literature:

S-(3-nitrophenyl) dimethylthiocarbamate; With potassium hydroxide; In methanol; water; for 2h; Heating / reflux;

dimethyl sulfate; In methanol; water; at 20 ℃; for 16h;

Reference yield: 89.0%

3-nitrobenzenediazonium o-benzenedisulfonimide + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + 1-(methylsulfanyl)-3-nitrobenzene (2524-76-7) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at -15 ℃;

DOI:10.1021/jo0003347

Reference yield: 78.0%

m-iodonitrobenzene (645-00-1) + Dimethyldisulphide (624-92-0) → 1-(methylsulfanyl)-3-nitrobenzene (2524-76-7)

Guidance literature:

With tetrabutylammomium bromide; copper(II) acetate monohydrate; potassium hydroxide; In water; at 100 ℃; for 12h; Sealed tube;

DOI:10.1055/s-0040-1707131

upstream raw materials:

3-nitrophenyl thiocyanate

bis(3-nitrophenyl) disulfide

sodium thiomethoxide

Dimethyldisulphide

Downstream raw materials:

3-methylmercaptoaniline

methyl 3-nitrophenyl sulfoxide

acetic acid

6-(methylsulfanyl)-2-nitroaniline

Refernces

• 1、 Huang, Dayun,Wu, Xiangmei. "t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions". . . Retrieved 2021/03/24.
• 2、 Blank, Lena,Fagnoni, Maurizio,Protti, Stefano,Rueping, Magnus. "Visible light-promoted formation of C-B and C-S bonds under metal- A nd photocatalyst-free conditions". . p. 1243 - 1252. Retrieved 2019/02/26.