Abstract
| - In contrast to the thermolysis of p-benzoquinone, which does not decompose until the temperatureis over 800 °C, and then primarily yields vinylacetylene, the corresponding anion radical, precipitatedfrom liquid ammonia [Na+(NH3)C6H4O2•-], decomposes at 380 °C and fragments primarily intophenol, hydroquinone, ammonia, methane, carbon monoxide, hydrogen, and minor amounts of othersimple compounds. When the benzoquinone is replaced with perdeuteriobenzoquinone, deuteriumand hydrogen are randomly scrambled into the products, and both ND3 and CH4 are formed. Whenthe hot pyrolysis container is completely sealed, preventing the escape of volatile materials,p-aminophenol, as opposed to phenol, is the major liquid product.
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