Abstract

[7188-38-7] C5H9N (MW 83.13) InChI = 1S/C5H9N/c1-5(2,3)6-4/h1-3H3 InChIKey = FAGLEPBREOXSAC-UHFFFAOYSA-N (reactive amphiphilic reagent for 1,1-additions to form various heterocyclic N-tert-butylimines; asymmetric amino acid synthesis; fragment condensation of peptides; mild carboxylic acid esterifications; metal-catalyzed cyanation of acetals, α,β-enones, and 1-alkenes; other applications involving various iminyl 1,1-addition reactions1, 2) Physical Data: bp 91 °C/38 mmHg; d 0.74 g cm−3. Solubility: sol most organic solvents, including methanol, ethanol, ether, toluene, dichloromethane. Form Supplied in: pure liquid; commercially available. Analysis of Reagent Purity: by gas chromatography. Preparative Methods: dehydration of N‐tert‐Butylformamide with Phosphorus Oxychloride3 and by the Hofmann carbylamine reaction.4 Handling, Storage, and Precautions: awful smelling liquid: should be stored and used in a fume hood; contaminated equipment should be washed with 5% methanolic sulfuric acid.

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