Gas-phase thermolysis oft-butylsulfenamides:N, N-dimethylt-butylsulfenamide, 2,6-dimethylpiperidinylt-butylsulfenamide, andN-t-butylt-butylsulfenamide

Martín, Gonzalo; Ascanio, Julián; Rodríguez, Jesús

doi:10.1002/(sici)1097-4601(1996)28:5<353::aid-kin4>3.0.co;2-u

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Cited by 3 publications

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References 6 publications

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“…Gas phase thermolysis of N-(tert-butylthio)diethylamine at 310-410°C, followed by isolation of the product gas at -78°C [5] resulted in a solution that apparently contained N,N-diethylthiohydroxylamine. However, it was found that N,N-dimethylthiohydroxylamine decomposes above -78°C to dimethylamine and sulfur [6].…”

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confidence: 99%

Does Pseudomonas Fluorescens produce N-mercapto-4-formylcarbostyril?

Christophersen

Hammerich

2011

Natural Product Communications

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confidence: 99%

Does Pseudomonas Fluorescens produce N-mercapto-4-formylcarbostyril?

Christophersen

Hammerich

2011

Natural Product Communications

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Gas-phase thermolysis ofN-methyl-N-phenyl-tert-butylsulfenamide and morpholinyl-tert-butylsulfenamide

Martín¹,

Ascanio²,

Rodríguez³

1998

J. Phys. Org. Chem.

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N-Methyl-N-phenyl-tert-butylsulfenamide (MPSA) and morpholinyl-tert-butylsulfenamide (MOSA) were thermolyzed in a stirred-flow reactor at temperatures of 340-390°C and pressures of 7-13 Torr, using toluene as carrier gas, at residence times of 0.3-1.3 s. Isobutene was formed in 99% yield through first-order reactions having the following Arrhenius parameters (A,s À1 , E a , kJ mol À1 ): MPSA, log A = 12.41 AE 0.02, E a = 158.8 AE 0.2; MOSA, log A = 12.91 AE 0.22, E a = 159 AE 3. It is proposed that the elimination of isobutene takes place by unimolecular reaction mechanisms involving polar, four-center cyclic transition states, forming S-unsubstituted thiohydroxylamines as coproducts. Thermochemical parameters, estimated by semiempirical AM1 calculations, are reported for the latter and for the parent molecules.

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Alkylnitrogen Compounds: Compounds with NHalogen, NO, NS, NSe, and NTe Functional Groups

Efremov

2005

Comprehensive Organic Functional Group Transformations II

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Gas-phase thermolysis oft-butylsulfenamides:N, N-dimethylt-butylsulfenamide, 2,6-dimethylpiperidinylt-butylsulfenamide, andN-t-butylt-butylsulfenamide

Cited by 3 publications

References 6 publications

Does Pseudomonas Fluorescens produce N-mercapto-4-formylcarbostyril?

Does Pseudomonas Fluorescens produce N-mercapto-4-formylcarbostyril?

Gas-phase thermolysis ofN-methyl-N-phenyl-tert-butylsulfenamide and morpholinyl-tert-butylsulfenamide

Alkylnitrogen Compounds: Compounds with NHalogen, NO, NS, NSe, and NTe Functional Groups

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