130-140 °C (0.01 mm); mass spectrum, mje 381, 379, 377 (M+); NMR (CDClg) 0.27 (9 H, s, SnCHg, Jn9Sn_iH = 52 Hz) and 1.42 (CCH3) are associated with the major (7) isomer, while corresponding signals at 0.24 and 1.45 characterize the 6-N02 isomer. Consistent alkyl proton absorption and two regions of aromatic resonance (ca. 7.0-7.42 and 7.9-8.2) are observed. (Some impurities are revealed by the and 13C NMR spectra.) 13C spectra were obtained on the JEOL FX-100 spectrometer at 25.04 MHz. The solvent employed was a mixture (60:40) of deuteriochloroform and dichloromethane, and spectra were referenced to 13CDC13 as 77.00 ppm. 199Hg spectra were obtained on the same spectrometer modified for multinuclear observation. The operating frequency was 17.82 MHz (benzylmercuric chlorides) and 17.83 MHz (dibenzylmercury series). The solvent was again 60:40 CDC13-CH2C12 and 10-mm tubes were used. The chemical shifts are referenced to the (unsubstituted) parent compounds, so that the differences represent the substituent chemical shifts. The variation in shift between the mono-and dibenzyl mercurials is in excess of 400 ppm, and relative to (CH3)2Hg, the shifts can be calculated to be ca.-1120 and -700 ppm, respectively (i.e., upfield). Concentrations of mercurials were very close to 0.4 M, and in most cases, known mixtures of two compounds were examined, and the 199Hg shifts obtained were little different from those when single compounds were examined.Usually a fluoro-substituted benzyl mercurial was a member of the mixture, as this l99Hg resonánce (with 199Hg-19F coupling) could be easily recognized. The dibenzyl mercurials provide sharp spectra, whereas some broadening characterized the spectra of the mercuric chlorides. u9Sn spectra were obtained on the JEOL FX-100 spectrometer at a frequency of 37.70 MHz for solutions 0.5 M in 65:35 CDC13-CH2C12 solvent. Internal tetramethyltin (CH3)4Sn was used as reference, and dilution studies showed very minor concentration effects.
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