Further Observations Concerning the Periodic Acid Oxidation of Hydroxylamine Derivatives1
Further Observations Concerning the Periodic Acid Oxidation of Hydroxylamine Derivatives1
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关于羟胺衍生物高碘酸氧化的进一步观察1
DOI：
10.1021/jo01050a531
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发表时间：
1962
影响因子：
3.6
通讯作者：
J. Neilands
中科院分区：
文献类型：
--
作者：
T. Emery;J. Neilands
Oxidation of hydroxylamine. A flask attached to a manom-eter was charged with a dilute solution of hydroxylamine hydrochloride in O. IM acetate buffer, pH 4.5. The opening of a connecting port to allow the addition of excess aqueous metaperiodic acid solution gave rise to approximately 0.5 equivalent of a colorless gas which displayed an infrared spectrum (10 cm. cell) identical to that of nitrous oxide. 7 Measured aliquots of the gas were subjected to vapor phase chromatography on a silica gel column8 9; these experiments showed that the generated gas was essential purenitrous oxide.Oxidation of potassiumbenzohydroxamate. Exactly 0.7 g.(4 mmoles) of potassium benzohydroxamate8 was dissolved in 50 ml. of water and 15 ml. of water containing 1.37 g. of paraperiodic acid was added with stirring. The crystalline precipitate was filtered off, dissolved in 50 ml. of 0.051 V potassium hydroxide and recrystallized by dropwise addition to 0.51 V hydrochloric acid to pH 4. The product was dried at 78 in vacuo to yield 0.2 g.(0.8 mmole, 40%) IV, O-dibenzoyl-hydroxy lamine. After recrystallization fromethanol, the mp (164), mixed mp ultraviolet, and infrared spectra were identical with those of an authentic specimen. 10 Anal. Caled, for CuHuOiN: C, 69.69; H, 4.59; N, 5.80. Found: C, 70.73; H, 4.74; N, 5.69. Detection of alkyl-substituted hydroxylamine compounds. Aliquots of 0.05, 0.10, and 0.15 ml. of dilute aqueous solutions of some synthetic and natural hydroxylamine derivatives were placed in 1-cm. quartz cuvettes. After the addition of 0.5 ml. of 0.05% aqueous periodic acid the reaction mix-ture was diluted with 1 ml. of water, a drop of glycerol was
