Acetic Formic Anhydride

作者: Regina Zibuck , Ravinder Raju , Amy R. Howell

DOI: 10.1002/047084289X.RA009.PUB2

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摘要: [2258-42-6] C3H4O3 (MW 88.06) InChI = 1S/C3H4O3/c1-3(5)6-2-4/h2H,1H3 InChIKey = ORWKVZNEPHTCQE-UHFFFAOYSA-N (useful formylating agent for the hydroxyl,2 phenol,3 and amine groups4 as well other heteroatoms;5 useful synthesis of aldehydes from aromatic Grignard reagents,6 preparation formyl fluoride,7 diazoacetaldehyde8) Alternate Name: AFA. Physical Data: bp 27–28 °C/10 mmHg. Analysis Reagent Purity: IR, NMR, MS.1 Preparative Methods: acetic formic anhydride is not comercially available. The easiest method by reaction sodium formate Acetyl Chloride in dry ether reported Krimen.9 Alternatively, Ketene Formic Acid form title compound at room temperature or below.10 Acetic can be prepared rapidly situ stirring acid, acetyl chloride, Triethylamine THF −70 °C 10 min.11 AFA found a mixture acid (excess) with Anhydride.1 more accurately described acid–acetic (FAM) also used agent. Purification: by fractional distillation low pressure. Handling, Storage, Precautions: acetic decomposes slowly faster elevated temperatures, giving acetic carbon monoxide. Due to gas evolution, best stored 4 °C flask fitted polyethylene stopper since sealed samples explode. an eye skin irritant should handled fume hood.

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