Published August 1985
| Version v1
Journal article
18O and secondary 2H kinetic isotope effects confirm the existence of two pathways for acid-catalysed hydrolyses of α-arabinofuranosides
- 1. Bristol Univ. (UK). Dept. of Organic Chemistry
Description
The 18O kinetic isotope effect on the HClO4-catalysed hydrolysis of 4-nitrophenyl [1-18O]-α-arabinofuranoside (k16/k18) is 1.023 +- 0.003 at 80.0 C; that for isopropyl [1-18O]-α-arabinofuranoside is 0.988 at 30.2 C and the secondary deuterium effect on the hydrolysis of [2-2H]propan-2-yl α-arabinofuranoside (ksub(H)/ ksub(D)) is 0.979. The nitrophenyl glycoside reacts with exocyclic C-O cleavage and the propan-2-yl glycoside by endocyclic C-O cleavage. (author)
Additional details
Publishing Information
- Journal Title
- J. Chem. Soc. (London), Perkin Trans., II
- Journal Issue
- no.8
- Series
- J. Chem. Soc. (London), Perkin Trans., II.
- ISSN
- 0300-9580
- CODEN
- JCPKB
INIS
- Country of Publication
- United Kingdom
- Country of Input or Organization
- United Kingdom
- INIS RN
- 17035038
- Subject category
- S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
- Descriptors DEI
- AQUEOUS SOLUTIONS; CATALYSIS; CHEMICAL REACTION KINETICS; DEUTERIUM; GLYCOSIDES; HYDROLYSIS; ISOTOPE EFFECTS; OXYGEN 18; PERCHLORIC ACID
- Descriptors DEC
- CARBOHYDRATES; CHEMICAL REACTIONS; CHLORINE COMPOUNDS; DECOMPOSITION; DISPERSIONS; EVEN-EVEN NUCLEI; HALOGEN COMPOUNDS; HOMOGENEOUS MIXTURES; HYDROGEN COMPOUNDS; HYDROGEN ISOTOPES; INORGANIC ACIDS; ISOTOPES; KINETICS; LIGHT NUCLEI; MIXTURES; NUCLEI; ODD-ODD NUCLEI; ORGANIC COMPOUNDS; OXYGEN COMPOUNDS; OXYGEN ISOTOPES; REACTION KINETICS; SOLUTIONS; SOLVOLYSIS; STABLE ISOTOPES