AZOLE CHEMISTRY .8. RING-CHAIN TAUTOMERISM OF SOME 2-MERCAPTOPERIMIDINE DERIVATIVES

AZOLE CHEMISTRY .8. RING-CHAIN TAUTOMERISM OF SOME 2-MERCAPTOPERIMIDINE DERIVATIVES
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DOI:
10.1021/jo00961a020
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发表时间:
1973-01-01
影响因子:
3.6
通讯作者:
LIPSHUTZ, BH
LIPSHUTZ, BH
中科院分区:
化学2区
文献类型:
--
作者:
ALPER, H;LIPSHUTZ, BH

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4 的固态光谱是环或链形式的光谱,但不是两者的光谱,因为在固态下不会发生环链互变异构现象。 4a 的特征带出现在 3600-2500 cm-1 和 1125-1050 cm-1 区域,分别归因于氢键羟基伸缩和碳-氧伸缩振动。由于氢键 NH 伸缩(在几种情况下注意到 3300-3270 cm-1 处的自由 NH 伸缩),在 0-酮硫化物 4b 的固态光谱中也观察到宽吸收(3600-2500 cm-1)。羰基伸缩吸收发生在1760-1660 cm-1。溶液光谱显示 4a 和/或 4b 具有相似的谱带。
Solid-state spectra for 4 are those of the ring or chain forms, but not both, as ring-chain tautomerism does not occur in the solid state. Characteristic bands for 4a appear in theregion of 3600-2500 cm-1 and at 1125—1050 cm-1, and are due to the hydrogen-bonded hydroxyl group stretch and to the carbon-oxygen stretching vibrations, respectively. A broad absorption (3600-2500 cm-1) was also observed in the solid-state spectra of the 0-keto sulfide 4b, owing to the hydrogen-bonded NH stretch (free NH stretchingat 3300-3270 cm-1 was noted in several instances). The carbonyl stretching absorption occurred at 1760-1660 cm-1. Solution spectra showed similar bands for 4a and/or 4b.