Abstract
The crystal and molecular structure of 2,5-dimethyl-3,4-diacetylfuran has been determined by direct methods using CuKα. photographic data. Refinement by full-matrix least-squares methods gave a finalR factor of 0·097. The crystals are monoclinic: space groupP21/c,a =14·92(2),b = 4·09(1),c =16·68(3) Å and β = 109·7(5) °;Z = 4. The furan ring of the molecule is planar, and the exocyclic atoms bound to the atoms of the ring lie close to the ring plane. The planes of the acetyl groups are tilted by 16 ° and 47 ° with respect to the ring plane. The exocyclic bond angles of this compound are significantly different from the equivalent angles in furan.
Similar content being viewed by others
References
Ahmed, F. R. & Hall, S. R. NRC Crystallographic Programs. NRC 4. SAP (Division of Pure Physics and Pure Chemistry, NRC, Ottawa, 1967).
Bak, B., Christensen, D., Dixon, W. B., Hansen-Hygaard, L., Rastrup Andersen, J. & Schottlander, M. (1962)J. Mol. Spectr. 9, 124.
Becker, R. S., Inuzuka, K. & King, J. (1970)J. Chem. Phys. 52, 5164.
Chadwick,D. J., Chambers, J., Meakins, G.D. & Snowden, R. L. (1971)Chem. Com. 624.
Cherniak, E. A. & Constain, C. C. (1966)J. Chem. Phys. 45, 104.
DeGroot, M. S. & Lamb, J. (1957)Proc. Roy. Soc. (London) A242, 36.
Fournie-Zaluski, M. C. & Rogues, B. (1970)Tetrahedron Letters 56, 4909.
Hamilton, W. C., Rollet, J. S. & Sparks, R. A. (1965)Acta Crystallogr. 18, 129.
Hudson, P. (1962)Acta Crystallogr. 15, 919.
Karle, I. L., Dragonette, K. S. & Porenner, S. A. (1965)Acta Crystallogr. 19, 713.
Karle, J. & Karle, I. L. (1966)Acta Crystallogr. 21, 849.
Martuscelli, E. & Pedone, C. (1968)Acta Crystallogr. B24, 175.
Nardelli, M., Fava, G. & Giraldi, G. (1962)Acta Crystallogr. 15, 737.
Paul, I. C. (1965)Chem. Com. 461.
Paul, I. C. & Martin, L. L. (1967)Acta Crystallogr. 22, 559.
Ramachandran, G. N. & Sasisekharan, V. (1968)Advances in Protein Chemistry, Vol. 23 (Academic Press, New York and London, P. 326).
Singh, P. & Ahmed, F. R. (1969)Acta Crystallogr. B25, 2401.
Williams, D. E. & Rundle, R. E. (1964)J. Am. Chem. Soc. 86, 1660.
Zanetti, C. U. (1893)Gazzetta Chimica Italiana 2311, 299.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Baggio, S., Amzel, L.M. Crystal and molecular structure of 2,5-dimethyl-3,4-diacetylfuran. Journal of Crystal and Molecular Structure 3, 115–123 (1973). https://doi.org/10.1007/BF01237434
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01237434