1-Methylmercapto-2,4-dinitrobenzene

Base Information

• Chemical Name: 1-Methylmercapto-2,4-dinitrobenzene
• CAS No.: 2363-23-7
• Molecular Formula: C7H6 N2 O4 S
• Molecular Weight: 214.202
• NSC Number: 25819
• UNII: RBN9L8V33S
• DSSTox Substance ID: DTXSID30178302
• Nikkaji Number: J1.207.142F
• Wikidata: Q83048690
• Mol file: 2363-23-7.mol

Synonyms:2,4-Dinitrophenyl methyl sulfide;Methyl 2,4-dinitrophenyl sulfide;1-Methylmercapto-2,4-dinitrobenzene;2,4-Dinitrothioanisole;CCRIS 1804;Benzene, 1-(methylthio)-2,4-dinitro-;Benzene, 2,4-dinitro-1-(methylthio)-;2363-23-7;Sulfide, 2,4-dinitrophenyl methyl;2,4-Dinitro-1-(methylthio)benzene;NSC 25819;BRN 2054390;RBN9L8V33S;NSC-25819;Benzene, 2,4-dinitro-1-(methylthio)- (9CI);UNII-RBN9L8V33S;SCHEMBL8973665;DTXSID30178302;1-(methylthio)-2,4-dinitrobenzene;NSC25819;1-Methylsulfanyl-2,4-dinitro-benzene;AKOS003235646;1-(methylsulfanyl)-2,4-dinitrobenzene;LS-147929

Chemical Property of 1-Methylmercapto-2,4-dinitrobenzene

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Boiling Point: 342°C at 760 mmHg
• Flash Point: 160.6°C
• Density: 1.48g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 214.00482785
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Methylmercapto-2,4-dinitrobenzene

There total 19 articles about 1-Methylmercapto-2,4-dinitrobenzene 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: 95.0%

2,4-dinitrobenzenesulfenyl chloride (528-76-7) → methylene chloride (74-87-3) + bis(2,4-dinitrophenyl) disulphide (2217-55-2) + methyl 2,4-dinitriophenyl sulfide (2363-23-7)

Guidance literature:

With tetramethylstannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 4h; Mechanism; other sulfenyl halides, other reagents: tetraethylstannane, hexamethyldistannane, tributylvinylstannane, tetracyclohexylstannane, tetraphenylstannane, cyclohexene, tetramethylgermane, other solvent: THF-d8;

DOI:10.1021/jo951378w

Reference yield: 95.0%

2,4-dinitrobenzenesulfenyl chloride (528-76-7) → bis(2,4-dinitrophenyl) disulphide (2217-55-2) + methyl 2,4-dinitriophenyl sulfide (2363-23-7)

Guidance literature:

With tetramethylstannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 4h; other reagents: tetraethylstannane, hexamethyldistannane, tributylvinylstannane, tetracyclohexylstannane, tetraphenylstannane, cyclohexene, tetramethylgermane;

DOI:10.1021/jo951378w

Reference yield: 89.0%

2,4-dinitrobenzenediazonium o-benzenedisulfonimide + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + methyl 2,4-dinitriophenyl sulfide (2363-23-7) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at -15 ℃;

DOI:10.1021/jo0003347

upstream raw materials:

methylthiol

2,4-Dinitrofluorobenzene

1-chloro-2,4-dinitro-benzene

sodium thiomethoxide

Downstream raw materials:

4-(methylthio)-3-nitroaniline

2-(methylthio)-5-nitroaniline

potassium 2,4-dinitrophenolate

potassium methanethiolate

Refernces

• 1、 Day,Patton. "-". . p. 137,138, 140. Retrieved 1959.
• 2、 Fu, Zhengjiang,Li, Zhaojie,Xiong, Qiheng,Cai, Hu. "Palladium-catalyzed decarboxylative methylthiolation of aromatic carboxylic acids by using DMSO as the sulfurizing reagent". supporting information. p. 7798 - 7802. Retrieved 2015/02/19.
• 3、 Gupta,Dixit, Vandana,Das, Indira. "Co-C bond cleavage in the reactions of alkyl, benzyl and heteroaromaticmethyl cobaloximes with arene sulfenyl chloride: Homolytic and heterolytic pathways". . p. 49 - 58. Retrieved 2007/10/03.