Formaldehyde → HCID 69677329, compound

Participants

Reaction Conditions

Reaction Steps

A one liter flask was charged with 376.4 g of phenol (4.0 moles), 96.8 g N-ethylaniline (0.8 mole), 85.6 g N-methylaniline (0.8 mole) and 7.0 g. 90% formic acid. The reaction mixture was heated to 70° C. and then 191.0 g. of 50% formalin (3.2 moles) was added over 60 minutes at 70-72° C. After 2 hours at 70° C. the percent free phenol determined gas chromatographically was 31.5% (vs. 57.3% for no reaction of phenol). The temperature was raised to 100° C. and maintained at 100° C. for one hour at which time the percent phenol was determined to be 30.6%. Reaction mixture was then atmospherically distilled to 160° C. to collect 165 g. distillate. Phenol (165 g.) was then recovered by vacuum distillation increasing temperature to 190° C. while increasing vacuum to 30″ inches of mercury. When phenol appeared to stop distilling over, vacuum was broken and 67 ml. of deionized water added over 50 minutes at about 190° C. Vacuum was then applied to remove water at 190° C. under 30 inches of mercury vacuum. Product yield was 406.3 g and was characterized by phenol, 0.65%; nitrogen, 5.53%; Mw/Mn, 1190/327; viscosity, 426 cps (175° C.) and in Table 5.

Provenance & Evidence