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pressure (10 mm), and a fraction boiling at 108°C was
distilled off. Yield 1.11 g (92%), colorless liquid, ratio
2d/3d 95:5 (1H NMR). IR spectrum (film), ν, cm–1:
1
2198 (C≡C), 1941 (C=C=C). H NMR spectrum, δ,
ppm: 2d: 2.14 s (3H, CH3), 7.23 m and 7.76 m (5H,
C6H5); 3d: 5.02 d (2H, H2C=, 4J = 6.2 Hz), 6.00 t (1H,
4
=CHS, J = 6.2 Hz), 7.23 m (5H, C6H5). 13C NMR
spectrum, δC, ppm: 2d: 5.77 (CH3), 64.52 (≡CS), 95.84
(CH3C≡), 126.51 (Cm), 126.73 (Cp), 129.64 (Co),
134.22 (Ci); 3d: 79.31 (H2C=), 86.59 (=CHS), 209.94
(=C=). Found, %: C 73.13; H 5.40; S 21.43. C9H8S.
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data of 2d and 3d coincided with those given in [20].
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of the Baikal Joint Analytical Center, Siberian Branch,
Russian Academy of Sciences.
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RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 52 No. 9 2016