p-Toluenesulfonic acid → HCID 19016910, compound

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Reaction Steps

The above-described ethynyl silanol (5.0 g, 0.028 mol) from Example 4 was dissolved in dry benzene (40 mL) and a trace of p-toluene sulfonic acid was added. The reaction was refluxed for 4 hours. Gas chromatographic analysis of the reaction mixture showed the condensation to be complete. The solution was washed well with water, dried over sodium sulfate, concentrated, and distilled at reduced pressure to give a pale yellow liquid (b.p. 125° C./0.01 torr, 4.2 g, 88% yield). Differential scanning calorimetric analysis of this liquid showed the characteristic exotherm of acetylene polymerization at 180° to 250° C. The heat of reaction was 70 calories/gram. The liquid had the following spectral characteristics:

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