/sup 18/O isotope shift upon /sup 13/C NMR spectra and its application to the study of oxygen exchange kinetics

Journal Article · Wed Jan 03 04:00:00 EST 1979 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00495a059· OSTI ID:6168996

Risley, J M; Van Etten, R L

The natural abundance /sup 13/C NMR spectra of C-1 of tert-butyl alcohol were measured from known concentrations of (/sup 18/O)- and (/sup 16/O)-tert butyl alcohol in water-deuterium oxide. An upfield shift occurs because of /sup 18/O isotopic substitution at the hydroxyl carbon. The acid-catalyzed exchange of the hydroxyl oxygen of tert-butyl alcohol was measured by /sup 13/C isotope shift NMR. /sup 18/O-labelled tert-butyl alcohol was dissolved in .16 N hydrochloric acid. The loss of /sup 18/O from the C-1 position of the alcohol was measured as a function of time. By 810 m no further change was measureable. The /sup 13/C spectra were recorded on a Varian CFT-20 spectrometer at 65/sup 0/C. 2 figures.

• Research Organization: Purdue Univ., West Lafayette, IN
• OSTI ID: 6168996
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 101:1; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400302* -- Organic Chemistry-- Isotope Effects-- (-1987)
400303 -- Organic Chemistry-- Isotope Exchange & Isotope Separation-- (-1987)
ALCOHOLS
BUTANOLS
CHEMICAL REACTIONS
EVEN-EVEN NUCLEI
HEAVY WATER
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INORGANIC ACIDS
ISOTOPE EFFECTS
ISOTOPES
ISOTOPIC EXCHANGE
LABELLING
LIGHT NUCLEI
MAGNETIC RESONANCE
MEDIUM TEMPERATURE
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ORGANIC COMPOUNDS
OXYGEN 18
OXYGEN COMPOUNDS
OXYGEN ISOTOPES
QUANTITY RATIO
RESONANCE
SPECTRAL SHIFT
STABLE ISOTOPES
TEMPERATURE DEPENDENCE
TIME DEPENDENCE
WATER