The Preparation and Properties of Oxaziranes

Emmons, William D.

doi:10.1021/ja01578a043

Cited by 404 publications

(129 citation statements)

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“…The reaction intermediate might be a vibrationally excited ground state, or the ground state of the oxazirane. Oxaziranes are known to decompose in hydroxylic solvents (12) to give ketone and ammonia.…”

Section: ( F ) Fate Of the Nitrogen In The Oxinlementioning

confidence: 99%

Photochemistry of oximes. II. On the photo-induced formation of cycloalkanones and alkanoic acid amides from cycloalkanone oximes

Just¹,

Ng²

1968

Can. J. Chem.

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Cycloalkanone oximes were shown to give the corresponding alkanoic acid arnides when irradiated in iso-propanol. a-Alkylated cyclohexanone oxirnes gave products corresponding to preferential cleavage on the side of the more substituted carbonatom. iso-Propanol was shown to transfer two hydrogenatoms specifically to the excited oxime molecule, acetone being formed in the process. I n 1 % aqueous solution, irradiation of oximes gave the corresponding ketones, ammonia, and oxygen.

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Section: ( F ) Fate Of the Nitrogen In The Oxinlementioning

confidence: 99%

Photochemistry of oximes. II. On the photo-induced formation of cycloalkanones and alkanoic acid amides from cycloalkanone oximes

Just¹,

Ng²

1968

Can. J. Chem.

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“…2-Methyl-2-nitrosopropane ("t-nitroso" trap) dimer was prepared by the following sequence of reactions as described in the literature. N-Benzylidine-t-butylamine prepared by the method of Emling et al (13) was reacted with peracetic acid to form 2-butyl-3-phenyloxazirane (14). The oxazirane was then hydrolyzed to the hydroxylamine followed by formation of the t-nitrosobutane dimer (15).…”

Section: Methodsmentioning

confidence: 99%

Structure of Radicals Produced by γ-Radiolysis. Part 3. Radicals Derived from Adamantane, Adamantyl Derivatives, and Diamantane

HYFANTIS¹,

Ling²

1974

Can. J. Chem.

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The effects of γ-radiolysis on adamantane, perdeuterated adamantane, diamantane, 1- and 2-chloroadamantane, 1- and 2-bromoadamantane, 1-cyanoadamantane, 1- and 2-adamantanol, 1- and 2-adamantylamine have been examined via electron spin resonance techniques, and the nature of the predominant species produced is discussed. Spin-scavenging experiments using 2-methyl-2-nitrosopropane have been used, together with previously reported Br2 scavenging experiments, to identify the nature of the predominant species produced when purified solid adamantane is subjected to radiolysis. Data indicate that this is the 1-adamantyl radical. A possible reason for the controversial nature of data on this subject reported previously by other investigators is given.

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“…19) R. Criegee, P. Dimroth, K. Noll, R. Simon and C. Weis, Chem. Ber., 90, 1070(1957. 20) G. Braun, "Organic Syntheses," Coll.…”

Section: Methodsmentioning

confidence: 99%

Oxidation Reactions of 2,4,6-Tri-t-butylaniline

Okazaki¹,

Hosogai²,

Hashimoto³

et al. 1969

Bulletin of the Chemical Society of Japan

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Oxidation reactions of 2,4,6-tri-t-butylaniline with lead tetraacetate (LTA), lead tetrabenzoate (LTB), peroxybenzoic acid (PBA) and benzoyl peroxide (BPO) were studied and mechanisms of these reactions were briefly discussed. In the reaction with LTA, 4-acetoxy-1-imino-2,4,6-tri-t-butyl-2,5-cyclohexadiene (I), 2-acetamido-3,5-di-t-butylphenol (II) and 2-acetylimino-3,5-di-t-butyl-3,5-cyclohexadienone(III) were produced. Oxidation with LTB gave 4-benzoyloxy-1-imino-2,4,6-tri-t-butyl-2,5-cyclohexadiene (VI, major product) and 2-benzamido-3,5-di-t-butylphenol (VII). The reaction products with PBA were 2,4,6-tri-t-butylnitrosobenzene (VIII) and VII. In addition to the last two compounds, VI and 2,2′,4,4′,6,6′-hexa-t-butylazobenzene (XI) were obtained in the case of BPO.

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The Preparation and Properties of Oxaziranes

Cited by 404 publications

References 0 publications

Photochemistry of oximes. II. On the photo-induced formation of cycloalkanones and alkanoic acid amides from cycloalkanone oximes

Photochemistry of oximes. II. On the photo-induced formation of cycloalkanones and alkanoic acid amides from cycloalkanone oximes

Structure of Radicals Produced by γ-Radiolysis. Part 3. Radicals Derived from Adamantane, Adamantyl Derivatives, and Diamantane

Oxidation Reactions of 2,4,6-Tri-t-butylaniline

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