Methyl 3-nitrobenzenesulfonate

Base Information

• Chemical Name: Methyl 3-nitrobenzenesulfonate
• CAS No.: 6214-21-7
• Molecular Formula: C7H7NO5S
• Molecular Weight: 217.202
• DSSTox Substance ID: DTXSID20211196
• Wikidata: Q83086050
• Mol file: 6214-21-7.mol

Synonyms:Methyl 3-nitrobenzenesulfonate;6214-21-7;Methyl 3-Nitro Benzenesulfonate;Benzenesulfonic acid, 3-nitro-, methyl ester;SCHEMBL1317032;Methyl 3-nitrobenzenesulfonate #;DTXSID20211196

Chemical Property of Methyl 3-nitrobenzenesulfonate

Chemical Property:

• Vapor Pressure: 6.27E-05mmHg at 25°C
• Boiling Point: 355.8°C at 760 mmHg
• Flash Point: 169°C
• Density: 1.453g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.00449350
• Heavy Atom Count: 14
• Complexity: 301

Purity/Quality:

> 95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-nitrobenzenesulfonate

There total 5 articles about Methyl 3-nitrobenzenesulfonate 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: 88.0%

Methyl benzenesulfonate (80-18-2) → methyl 4-nitrobenzenesulfonate (6214-20-6) + methyl m-nitrobenzenesulphonate (6214-21-7)

Guidance literature:

With Iron(III) nitrate nonahydrate; phosphorus pentoxide; In neat (no solvent); at 20 ℃; for 6h; Overall yield = 97 percent; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2021.153087

Reference yield: 81.0%

sodium methylate (124-41-4) + 3-nitrobenzenesulphonyl chloride (121-51-7) → methyl m-nitrobenzenesulphonate (6214-21-7)

Guidance literature:

In tetrahydrofuran; methanol; at 25 ℃; for 2h;

DOI:10.1039/P29820000579

Reference yield: 42.0%

methanol (67-56-1) + 3-nitrobenzenesulphonyl chloride (121-51-7) → methyl m-nitrobenzenesulphonate (6214-21-7)

Guidance literature:

With triethylamine; at 20 ℃; for 2h;

DOI:10.1002/poc.364

upstream raw materials:

sodium methylate

3-nitrobenzenesulphonyl chloride

perchloric acid methyl ester

tetra-n-butylammonium 3-nitrobenzenesulphonate

Downstream raw materials:

methylene chloride

3-nitrobenzenesulfonic acid anion

1-benzenesulfonyl-1-methanesulfonyl-ethane

N,N-Dimethyl-N-ethylanilinium 3-nitrobenzenesulfonate

Refernces

• 1、 Bloxham, Joseph C.,Brock, Daniel J.,Jackson, Erika W.,Johnson, Jeremy A.,Kenney, Karissa C.,Michaelis, David J.,Smith, Stacey J.,Valdivia-Berroeta, Gabriel A.,Wayment, Adam X.. "6MNEP: A molecular cation with large hyperpolarizability and promise for nonlinear optical applications". supporting information. p. 11079 - 11087. Retrieved 2020/09/09.
• 2、 Bird, Roger,Griffiths, Gwerydd,Griffiths, Gwynfor F.,Stirling, Charles J. M.. "Intramolecular Reactions. Part 12. Ring Size and Leaving Group Effects on Inter- and Intra-molecular Nucleophilic Substitution by Carbanions". . p. 579 - 584. Retrieved 2007/10/02.