K. Chandler et al., ALKYLATION REACTIONS IN NEAR-CRITICAL WATER IN THE ABSENCE OF ACID CATALYSTS, Industrial & engineering chemistry research, 36(12), 1997, pp. 5175-5179
We report successful alkylation reactions in near-critical water in th
e absence of added acid catalysts. Water has a strong tendency to ioni
ze as the temperature is increased, allowing water in the near-critica
l region (250-350 degrees C) to act as an effective acid catalyst. By
simultaneously employing near-critical water as the reaction solvent a
nd catalyst, the need for environmentally hazardous organic solvents a
nd acid catalysts is eliminated. The high hydronium ion content of nea
r-critical water proved to be sufficient to synthesize a variety of su
bstituted phenols with tertiary, secondary, and even primary alcohols.
The reaction products for each of these reactions are reported.