Crystal and Molecular Structure of 2-Acetyl-5-Methyl-3- Phenylfuran
The molecular structure of the title compound indicates that it possesses a transoid structure of the O=C-C-O group, and a dihedral angle of about 40° between the furan and phenyl rings. The same conformation is predominant also in CDCl3 solution as indicated by europium chelate induced proton shifts. The corresponding 2,4-dinitrophenyhydrazone has, however, the cisoid isomer stabilized by an intramolecular hydrogen bond.
Balaban, T.-S.; Balaban, A. T.; Daia, D. E.; Turdybekov, K. M.; Lindeman, Sergey V.; and Struchkov, Yu T., "Crystal and Molecular Structure of 2-Acetyl-5-Methyl-3- Phenylfuran" (1992). Chemistry Faculty Research and Publications. 810.