Methyl 4-nitrobenzenesulfonate

Base Information

• Chemical Name: Methyl 4-nitrobenzenesulfonate
• CAS No.: 6214-20-6
• Molecular Formula: C7H7 N O5 S
• Molecular Weight: 217.202
• Hs Code.: 2905199090
• European Community (EC) Number: 228-282-2
• UNII: HD3FYB9V7W
• DSSTox Substance ID: DTXSID9064138
• Nikkaji Number: J149.999H
• Wikidata: Q27279867
• Mol file: 6214-20-6.mol

Synonyms:methyl-4-nitrobenzenesulfonate;methyl-p-nitrobenzenesulfonate;MNBS

Chemical Property of Methyl 4-nitrobenzenesulfonate

Chemical Property:

• Vapor Pressure: 3.6E-05mmHg at 25°C
• Melting Point: 89-92 °C(lit.)
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 364.2°C at 760 mmHg
• Flash Point: 174°C
• PSA: 97.57000
• Density: 1.453g/cm³
• LogP: 2.53390
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: acetone: 50 mg/mL, clear, slightly yellow
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.00449350
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

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

Methyl 4-nitrobenzenesulfonate 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COS(=O)(=O)C1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Methylating agent.

Technology Process of Methyl 4-nitrobenzenesulfonate

There total 12 articles about Methyl 4-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: 88.0%

sodium p-nitrobenzenesulphonic acid (5134-88-3) → methyl 4-nitrobenzenesulfonate (6214-20-6)

Guidance literature:

With Lewatit SP 120 H form; In dichloromethane; for 4h;

DOI:10.1016/S0040-4039(01)01683-5

Reference yield: 41.0%

4-Nitrobenzenesulfonyl chloride (98-74-8) → methyl 4-nitrobenzenesulfonate (6214-20-6)

Guidance literature:

DOI:10.1021/ja00405a034

upstream raw materials:

4-nitro-benzenesulfonic acid-(methyl-nitroso-amide)

chlorobenzene

sodium methylate

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

Dimethyl ether

p-nitrobenzenesulfonic acid

N-methyl-4-chlorobenzylamine

4-methoxy-N-methylbenzylamine

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、 Khan, M. Adil,Moktar, Joel,Mott, Patrick J.,Vu, Mary,McKie, Aaron H.,Pinter, Thomas,Hof, Fraser,Bishop, Russell E.. "Inscribing the perimeter of the PagP hydrocarbon ruler by site-specific chemical alkylation". experimental part. p. 9046 - 9057. Retrieved 2011/11/04.