Nuclear magnetic resonance, paramagnetic ion induced relaxation method to differentiate between 1,3-diketo and 1,3-keto-enol isomers

Journal Article · Thu Jan 01 00:00:00 EST 1981 · J. Org. Chem.; (United States)

DOI:https://doi.org/10.1021/jo00326a007· OSTI ID:6159358

Seltzer, S

In aqueous solution manganous ion is shown to broaden the methyl /sup 1/H resonance of the enol form of acetylacetone. Under the same conditions, where (Mn(II)) << (keto-enol) and << (1,3-diketonel), the methyl of the diketo form is affected to a smaller degree. This is primarily due to the more favorable association constant of Mn(II) with the keto-enol than with the diketo form. This diagnostic is used to differentiate between resonances due to diketo and keto-enol forms of the substrate for maleylacetone cis-trans isomerase and is proposed for use in elucidating NMR spectra of other diketo/keto-enol mixtures. 4 figures, 2 tables.

• Research Organization: Brookhaven National Lab., Upton, NY
• OSTI ID: 6159358
• Journal Information: J. Org. Chem.; (United States), Vol. 13
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ACETYLACETONE
ISOMERIZATION
NMR SPECTRA
MANGANESE NITRATES
AQUEOUS SOLUTIONS
CHEMICAL SHIFT
EXPERIMENTAL DATA
HEAVY WATER
PH VALUE
QUANTITY RATIO
CHELATING AGENTS
CHEMICAL REACTIONS
DATA
DISPERSIONS
HYDROGEN COMPOUNDS
INFORMATION
KETONES
MANGANESE COMPOUNDS
MIXTURES
NITRATES
NITROGEN COMPOUNDS
NUMERICAL DATA
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
REAGENTS
SOLUTIONS
SPECTRA
TRANSITION ELEMENT COMPOUNDS
WATER
400201* - Chemical &amp; Physicochemical Properties
400301 - Organic Chemistry- Chemical &amp; Physicochemical Properties- (-1987)