2,5-Dichlorothioanisole

Base Information

• Chemical Name: 2,5-Dichlorothioanisole
• CAS No.: 17733-24-3
• Molecular Formula: C7H6Cl2S
• Molecular Weight: 193.09400
• DSSTox Substance ID: DTXSID90374227
• Nikkaji Number: J2.400.913K
• Wikidata: Q82162744
• Mol file: 17733-24-3.mol

Synonyms:2,5-Dichlorothioanisole;17733-24-3;1,4-dichloro-2-methylsulfanylbenzene;(2,5-Dichlorophenyl)(methyl)sulfane;1,4-dichloro-2-(methylsulfanyl)benzene;SCHEMBL1145559;DTXSID90374227;1,4-Dichloro-2-(methylthio)benzene;MFCD00085990;AKOS006242906;2,5-DICHLOROPHENYL METHYL SULFIDE;CS-0191328;FT-0702938;E89390

Chemical Property of 2,5-Dichlorothioanisole

Chemical Property:

• Melting Point: 68-69°C
• PSA: 25.30000
• LogP: 3.71530
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 191.9567268
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

(2,5-Dichlorophenyl)(methyl)sulfane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=C(C=CC(=C1)Cl)Cl

Technology Process of 2,5-Dichlorothioanisole

There total 6 articles about 2,5-Dichlorothioanisole 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: 63.0%

para-dichlorobenzene (106-46-7,84348-21-0) + Dimethyldisulphide (624-92-0) → 1,4-Dichlor-2-(methylthio)benzol (17733-24-3)

Guidance literature:

para-dichlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 0.25h;

Dimethyldisulphide; In tetrahydrofuran; hexane; at -80 ℃; for 0.25h;

DOI:10.1002/ejoc.200600541

Reference yield: 9.0%

Dithiopivalinsaeure-2,5-dichlorphenylester (137092-26-3) → methyl dithiopivalate (40920-16-9) + 1,4-Dichlor-2-(methylthio)benzol (17733-24-3) + Dithiopivalinsaeure-neopentylester (117203-55-1)

Guidance literature:

In N,N-dimethyl-formamide; cathodic reduction (and methylation of the product mixture), Hg cathode;

Reference yield:

para-dichlorobenzene (106-46-7,84348-21-0) → 1,4-Dichlor-2-(methylthio)benzol (17733-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / 120 °C

2: zinc dust; sulfuric acid; acetone

3: KOH-solution

With chlorosulfonic acid; potassium hydroxide; sulfuric acid; acetone; zinc;

upstream raw materials:

2,5-dichlorbenzenethiol

dimethyl sulfate

Dithiopivalinsaeure-2,5-dichlorphenylester

para-dichlorobenzene

Downstream raw materials:

2,5-dichlorophenyl methyl sulfone

1,4-Dichloro-2-methanesulfinyl-benzene

2-Nitro-1-<4-fluor-phenyl>-1-<2.5-dichlor-4-metylmercapto-phenyl>-propan

Refernces

• 1、 Gade, Thomas,Streek, Michael,Voss, Juergen. "Electroreduction of Organic Compounds, 19. Formation of Benzoanellated Sulfur Heterocycles by Intramolecular Cathodic Cyclization of Dithiocarboxylic Esters". . p. 127 - 142. Retrieved 2007/10/02.