Burke, Patrick M’s team published research in Canadian Journal of Chemistry in 1976 | 5455-94-7

Canadian Journal of Chemistry published new progress about Exchange reaction. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Product Details of C8H14O2.

Burke, Patrick M.; Reynolds, William F.; Tam, Janet C. L.; Yates, Peter published the artcile< The assignment of proton and carbon-13 chemical shifts for dihydro-3(2H)-furanone derivatives by means of specific deuterium labeling experiments and 13C{1H} decoupling experiments>, Product Details of C8H14O2, the main research area is PMR hydrotetramethylfuranone; furanone dihydrotetramethyl carbon NMR; ring cleavage methyldihydrofuranone acid.

The PMR of I(R=Me,R2=H)(II) in 80% H2SO4 shows a time-dependent decrease in the intensity of the lower-field gem-di-Me signal relative to the upper-field gem-di-Me signal. Due to the reversible opening of II to 2-hydroxy-2,5-dimethyl-4-hexen-3-one which results in D exchange at the C-5 Me groups of II. The lower-field gem-di-Me signal of II in this medium is therefore assigned to these Me groups. A similar relation between the Me proton signals of II in organic solvents is demonstrated by synthesis of I(R=CD3, R1=D), comparison of the PMR and its 2,2- and 5,5-di-Me analogs. and observation of long range coupling in the spectrum of II. Assignment of 13C chem. shifts for II are made based on proton-coupled spectra, showing that the signal of the C-5 Me carbons appears at ∼4 ppm towards lower field than that of the C-2 Me carbons. Both the 1H and 13C chem. shift assignments for II are confirmed from 13C{1H} spectra using low power single frequency 1H decoupling.

Canadian Journal of Chemistry published new progress about Exchange reaction. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Product Details of C8H14O2.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem