6533b838fe1ef96bd12a3a18

RESEARCH PRODUCT

1H NMR and IR spectra of methyl dichloropropanoates and butanoates

Maija PitkänenIlpo O.o. KorhonenJorma Korvola

subject

Coupling constantCrystallographyChemistryStereochemistryChemical shiftOrganic ChemistryDrug DiscoveryProton NMRDiastereomerInfrared spectroscopyBiochemistryVicinal

description

Abstract Methyl dichloropropanoates and butanoates were synthesized and their 1H NMR and IR spectra were studied. Comparisons were made with the spectral characteristics of corresponding monochlorocompounds. Special attention was given to the elucidation of the characteristic spectral features associated with particular chlorine substitution patterns. The 1H NMR of erythro and threo methyl 2,3-dichlorobutanoates were analyzed using a computer program MAOCON, a modified LAOCOON 3 program. In the spectrum of the threo form the order of the chemical shifts of protons on asymmetric carbons seems to be opposite to that reported in earlier literature. Also vicinal coupling constants J23 were found to be greater than those reported earlier.

yearjournalcountryeditionlanguage
1981-01-01Tetrahedron
https://doi.org/10.1016/s0040-4020(01)98865-9