Tetrahedron p. 1817 - 1820 (1980)
Update date:2022-09-26
Topics:
Mishnev, A. F.
Bleidelis, J. J.
Venters, K. K.
X-ray crystallography established the structure of the acetyl nitrate adduct to furfural diacetate (H.Gilman and G.F.Wright (1930)) as trans-2-acetoxy-5-nitro-2,5-dihydro-2-furfural diacetate (1a).The furanoid ring is essentially planar, its geometry being similar to that of 2,5-dihydrofuran molecule, except for the interatomic distance C(3)-C(4) which is shorter than the corresponding length of double C-C bond in alkenes.The C(5)-N 1.52 Angstroem bond significantly exceeds the standard C-N bond lengths in nitroalkanes and nitrobenzene.
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(2007)