Ozone chemistry of acetylenes

Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

Karl Griesbaum, Yuxiang Dong

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

Original languageEnglish (US)
Pages (from-to)753-756
Number of pages4
JournalLiebigs Annales
Issue number4
DOIs
StatePublished - Jan 1 1997

Fingerprint

Oximes
Alkynes
Ozone
Oxides
Hydrogen Peroxide
Methanol
Stabilization

Keywords

  • Alkynes
  • Hydroperoxides
  • Oximes
  • Ozonolysis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.",
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T2 - Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

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AU - Dong, Yuxiang

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Y1 - 1997/1/1

N2 - Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

AB - Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

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KW - Oximes

KW - Ozonolysis

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