Cyclodextrins in reactions of alcohols with aqueous hypochlorite

Catalysts or reactants?

Ryan S. Hays, G. Paul Hobbs, Massaran Kourouma, Jennifer J. Ries, Timothy M. Timothy, Susan K M Sherwood, R. G. Landolt

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

β-Cyclodextrin, a cyclic oligosaccharide/poly alcohol, reacts with aqueous sodium hypochlorite at elevated temperatures, resulting in a drop in the pH of the medium. Hypochlorite-induced oxidations of 1-phenyl-1-propanol or benzyl alcohol in the presence of the cyclic oligosaccharide are enhanced by lowering of pH rather than by inverse phase transfer catalysis. The secondary alcohol is inert in aqueous hypochlorite maintained at high pH, even in presence of the cyclodextrin. More rapid and efficient oxidations may be effected by pH control than by heating and/or addition of β-cyclodextrin.

Original languageEnglish (US)
JournalJournal of Molecular Catalysis A: Chemical
Volume129
Issue number2-3
DOIs
StatePublished - Mar 6 1998

Fingerprint

Hypochlorous Acid
Cyclodextrins
Oligosaccharides
alcohols
Alcohols
catalysts
Catalysts
Benzyl Alcohol
Sodium Hypochlorite
Oxidation
Propanol
Catalysis
oxidation
Sodium
catalysis
Heating
sodium
heating
Temperature
temperature

Keywords

  • β-Cyclodextrin
  • 1-Phenyl-1-propanol
  • Aqueous
  • Benzyl alcohol
  • Hypochlorite
  • Inverse phase transfer catalyst
  • Oxidation
  • PH
  • Propiophenone

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

Cyclodextrins in reactions of alcohols with aqueous hypochlorite : Catalysts or reactants? / Hays, Ryan S.; Hobbs, G. Paul; Kourouma, Massaran; Ries, Jennifer J.; Timothy, Timothy M.; Sherwood, Susan K M; Landolt, R. G.

In: Journal of Molecular Catalysis A: Chemical, Vol. 129, No. 2-3, 06.03.1998.

Research output: Contribution to journalArticle

Hays, Ryan S. ; Hobbs, G. Paul ; Kourouma, Massaran ; Ries, Jennifer J. ; Timothy, Timothy M. ; Sherwood, Susan K M ; Landolt, R. G. / Cyclodextrins in reactions of alcohols with aqueous hypochlorite : Catalysts or reactants?. In: Journal of Molecular Catalysis A: Chemical. 1998 ; Vol. 129, No. 2-3.
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