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13 C NMR study of some polychloro‐isobutane and ‐isobutene compounds
Author(s) -
Pitkänen Maija,
Laihia Katri,
Schulze Klaus
Publication year - 1984
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270220903
Subject(s) - isobutane , vicinal , chemistry , geminal , substituent , chlorine , coupling constant , chemical shift , double bond , chlorine atom , medicinal chemistry , computational chemistry , organic chemistry , catalysis , physics , particle physics
The 13 C chemical shifts and the carbon–proton coupling constants have been determined for some chlorinated isobutane and isobutene compounds. The one‐bond coupling constants in isobutane derivatives showed a regular increase with an increasing number of γ‐chlorine substituents. The three‐bond coupling constant of the methyl carbon decreased from 4.2 to 2.0 Hz as the number of chlorine substituents in the γ‐position increased. In the isobutene compounds, the vicinal coupling of C‐1 was larger to protons in a group that is trans with respect to a chlorine substituent on C‐1 than to those in the corresponding group cis to the chlorine. The vicinal coupling constants between atoms in geminal groups (on C‐2) seem to be affected by the orientation of the chlorine substituent on C‐1.