S-0 stretches in SOF2 and S0C12 occur at 1312 and 1229 cm-1, respectively.22 Kagarise23 was able to demonstrate a linear relationship between carbonyl stretching frequency and the sum of the electronegativity values (Gordy scale24) of atoms X and Y in molecules of the type XCOY. However, when this was applied to structurally similar sulfinyl compounds,25 the points fell on a smooth curve and it was noted that changes in electronegativities of substituents in XSOY had smaller effects on S-O stretching frequency than on C-0 analogs. This is in agreement with Moffitt26 who showed that there is a relatively small variation in bond order in many XSOY compounds. When the elec-tronegativities22,23 of the trifluoromethylsulfinyl halides are superimposed on this curve, the absorption bands at 1268, 1238, and 1235 cm-1 for CF3S(0)F, CF3S(0)C1, and CF3S(0)Br, respectively, correspond to the S-0 stretching frequency. By the same process, bands at 1260 and 1258 cm-1 in the spectra of C2F5S(0)F and z-C3F7S(0)F are attributable to S-0 stretch. Based (22) D.

Notes 457 which is close to the value reported in the gas phase,6 2.010. The measured N14 and F19 couplings are 16 and 56 gauss, respectively. ExperimentalThe sieves used in these experiments were Linde6 Molecular Sieves in powdered form. They were heated to 300°and then evacuated at 10~6 atm. prior to the introduction of N2F4 vá 2NF2.The e.p.r. spectra reported herein were obtained with a Varían V-4502 e.p.r. spectrometer system employing 100-kc./sec. modulation and detection. The n.m.r. spectra reported were obtained with a Varían Associates V4300 40-Mc./sec. spectrometer. The sample cells were 5-mm. o.d. and 7 in. long capped by side arms and a Fischer-Porter7 pressure valve for loading the cells with gas.Caution.-N2F4 reacts with Linde Molecular Sieve 10X at room temperature and pressures greater than 0.5 atm. Occasionally we have had samples explode with both 10X and 13X sieves. It is our belief, however, that by vigorous outgassing at 300°and by vigorous exclusion of air these systems may be handled safely.Acknowledgments.-This work was carried out under Contract No. DA-01-021 ORD-11878 (Z) Mod. No. 7. (5) L.

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