p-Toluenesulfonyl Cyanide

Autor: Gareth J. Griffiths, John T. Markiewicz
Rok vydání: 2014
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
DOI: 10.1002/047084289x.rt136m.pub2
Popis: (R = p-tolyl) [19158-51-1] C8H7NO2S (MW 181.23) InChI = 1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3 InChIKey = JONIMGVUGJVFQD-UHFFFAOYSA-N (R = methyl) [24225-08-9] C2H3NO2S (MW 105.13) InChI = 1S/C2H3NO2S/c1-6(4,5)2-3/h1H3 InChIKey = QEIOAAJCOKZGDV-UHFFFAOYSA-N (R = phenyl) [24224-99-5] C7H5NO2S (MW 167.20) InChI = 1S/C7H5NO2S/c8-6-11(9,10)7-4-2-1-3-5-7/h1-5H InChIKey = VKEVYOIDTOPARM-UHFFFAOYSA-N (nitrile group as dienophile in [4 + 2] cycloadditions; nitrile group as source of +CN and ˙CN) Alternate Name: tosyl cyanide Physical Data: R = p-tolyl, mp 49–50 °C. R = methyl, bp 68–69 °C/15 mmHg. R = phenyl, bp 73 °C/0.1 mmHg. Form Supplied in: tosyl cyanide is available as an off-white solid. Preparative Methods: sulfonyl cyanides are best prepared by the reaction of cyanogen chloride with the sodium salt of a sulfinic acid. Procedures for tosyl cyanide1 and methanesulfonyl cyanide2 have been published. Handling, Storage, and Precautions: tosyl cyanide has been reported to undergo occasionally violent decomposition on drying.1 Methanesulfonyl cyanide can be stored in a well-stoppered bottle, at or below 0 °C, over a prolonged period without loss of purity and can be distilled without decomposition.2 Use in a fume hood.
Databáze: OpenAIRE
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