Eleven isotopic species of fluoromethyl formate have been synthesized. They were obtained via the decomposition of vinyl fluoride ozonide. The isotopic enrichments were consistent with the postulate that this ozonide upon decomposition produces some fluoromethyl alcohol which reacts further to give fluoromethyl formate. The isotopic species were identified by microwave spectroscopy. Transition assignments were made and rotational and centrifugal distortion constants were determined.Two excited vibrational states of the normal species were also assigned. Principal axes dipole moment components of |µ"| = 0.10 D, |µ(,| = 2.09 D, and |µ,| = 0.80 D were determined. These gave a molecular dipole moment of 2.24 (2) D. The structure was determined and detailed parameters were obtained. The heavy atoms (exclusive of fluorine) have the usual cis ester configuration but slight deviations from exact planarity apparently occur (r(OCOeC) is 1.5 ± 1°). The fluorine orientation is approximately perpendicular to the formyl ester plane (t(FCO,C) is 84 ± Io). This structure and its relationship to the anomeric effect are discussed.
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