2-Methoxythioanisole

Base Information

• Chemical Name: 2-Methoxythioanisole
• CAS No.: 2388-73-0
• Molecular Formula: C8H10OS
• Molecular Weight: 154.233
• Hs Code.: 2930909090
• European Community (EC) Number: 624-313-2
• DSSTox Substance ID: DTXSID30178584
• Nikkaji Number: J100.175B
• Wikidata: Q72486185
• Mol file: 2388-73-0.mol

Synonyms:2-Methoxythioanisole;2388-73-0;2-Methoxy thioanisole;1-methoxy-2-methylsulfanylbenzene;1-methoxy-2-methylsulfanyl-benzene;Benzene, 1-methoxy-2-(methylthio)-;1-Methoxy-2-(methylthio)benzene;Anisole, o-(methylthio)-;2-(Methylthio)anisole;1-Methoxy-2-methylthiobenzene;1-Methoxy-2-(methylsulfanyl)benzene;2-(Methylsulphanyl)anisole;2-Methoxythioanisole, 97%;SCHEMBL71009;o-Methoxyphenyl methyl sulfide;2-methoxyphenyl methyl sulfide;2-Methoxythiophenol, S-methyl-;(2-methoxyphenyl)(methyl)sulfane;DTXSID30178584;MFCD00792424;AKOS006221872;1-Methoxy-2-(methylsulfanyl)benzene #;PS-6252;AC-16435;CS-0204744;FT-0612782;M1851;D91542;A816963;J-509891

Chemical Property of 2-Methoxythioanisole

Chemical Property:

• Vapor Pressure: 0.134mmHg at 25°C
• Melting Point: 19 °C
• Refractive Index: n20/D 1.5950(lit.)
• Boiling Point: 224.8 °C at 760 mmHg
• Flash Point: 89.7 °C
• PSA: 34.53000
• Density: 1.08 g/cm³
• LogP: 2.41710
• Sensitive.: Stench
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.04523611
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

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

2-Methoxythioanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1SC

Technology Process of 2-Methoxythioanisole

There total 20 articles about 2-Methoxythioanisole 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%

2-(methylsulfenyl)phenol (1073-29-6) + methyl iodide (74-88-4) → 1-methoxy-2-(methylsulfanyl)benzene (2388-73-0)

Guidance literature:

2-(methylsulfenyl)phenol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 ℃; for 19h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.0c01026

Reference yield: 93.0%

1-methylsulfinyl-2-methoxybenzene (38452-13-0) → 1-methoxy-2-(methylsulfanyl)benzene (2388-73-0)

Guidance literature:

With potassium borohydride; hafnium tetrachloride; In tetrahydrofuran; for 13h; Inert atmosphere; Reflux;

DOI:10.1080/00397910903161819

Reference yield: 88.0%

2-methoxybenzenediazonium o-benzenedisulfonamide + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + 1-methoxy-2-(methylsulfanyl)benzene (2388-73-0) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at 0 - 5 ℃;

DOI:10.1021/jo0003347

upstream raw materials:

2-Methoxybenzenethiol

dimethyl sulfate

2-chlorothioanisole

sodium methylate

Downstream raw materials:

1-methylsulfinyl-2-methoxybenzene

2-methanesulfinyl-1-methoxy-4-nitro-benzene

<(2-Methoxyphenyl)thio>acetic acid

3-Carboxymethylsulfanyl-2-methoxy-benzoic acid

Refernces

• 1、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.
• 2、 Kuninobu, Yoichiro,Naito, Morio,Torigoe, Takeru,Yamanaka, Masahiro,Zeng, Jialin. "Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand". supporting information. . Retrieved 2020/05/08.