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Book Chapter

N-Methyl-N-nitroso-p-toluenesulfonamide

MPS-Authors
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Ramírez-Contreras,  Rodrigo
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Morandi,  Bill
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

External Resource

http://onlinelibrary.wiley.com/doi/10.1002/047084289X.rm221.pub2/full
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Supplementary Material (public)

rm221.pdf
(Supplementary material), 100KB

Citation

Terao, Y., Sekiya, M., Ramírez-Contreras, R., & Morandi, B. (2016). N-Methyl-N-nitroso-p-toluenesulfonamide. In e-EROS Encyclopedia of Reagents for Organic Synthesis, John Wiley & Sons: New York (pp. 1-2). doi:10.1002/047084289X.rm221.pub2.


Cite as: https://hdl.handle.net/11858/00-001M-0000-002C-38B3-4
Abstract
InChI = 1S/C8H10N2O3S/c1-7-3-5-8(6-4-7)14(12,13)10(2)9-11/h3-6H,1-2H3 InChIKey = FFKZOUIEAHOBHW-UHFFFAOYSA-N (precursor of diazomethane1a) Alternate Names: Diazald; p-tolylsulfonylmethylnitrosamide. Physical Data: mp 61–62 °C. Solubility: sol petroleum ether, ether, benzene, alcohol, CHCl3, CCl4; insol H2O. Form Supplied in: pale yellow powder; commercially available. Preparative Methods: prepared by the reaction of p-Toluenesulfonyl Chloride with methylamine, followed by nitrosation with Sodium Nitrite in glacial acetic acid.1c Purification: recrystallization is best achieved by dissolving the reagent in hot ether (1 mL g−1), adding an equal volume of petroleum ether (or pentane), and cooling in a refrigerator overnight.1c Handling, Storage, and Precautions: store in a brown bottle. Has a shelf-life of at least 1 year at rt. For longer periods of storage, it is recommended that the reagent be purified by recrystallization1c and refrigerated. Toxic; severe skin irritant; handle only in a fume hood.