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Effects of chemical environment on the carbonyl group
Author(s) -
Shillady Donald D.,
Trindle Carl
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560070733
Subject(s) - chemistry , formaldehyde , dipole , computational chemistry , carbonyl group , ab initio , ketene , basis set , charge density , gaussian , group (periodic table) , series (stratigraphy) , stereochemistry , organic chemistry , density functional theory , physics , quantum mechanics , paleontology , biology
Ab initio single‐determinant SCF‐MO wave functions expressed in a Gaussian‐lobe basis set are reported for a series of carbonyl compounds of moderate size: formaldehyde, trans ‐aciolein, propynal, ketene, and cyclopropanone. These approximate calculations produce dipole moments in reasonable agreement with experimentally established values. Difference density plots illustrate the rearrangements in charge distribution associated with substituents to the carbonyl fragment. These rearrangements are easily correlated with the physical properties and chemical behavior of carbonyl compounds, which indicates that difference densities can serve as the pattern for classifications of chemical types of the carbonyl group.