Benzene → HCID 20291559, compound

Participants

Reaction Steps

The cumylphenyl glycidyl ether was prepared as follows: a 3-liter flask equipped with a mechanical stirrer, thermometer, addition funnel, and external heating and cooling devices was charged sequentially with 1 liter of benzene, 1 liter of 4.5 wt. % aqueous sodium hydroxide and 1 mole of cumylphenol. The cumylphenol salt dispersion formed after mixing was cooled to 10°-15° C., mixed and maintained at 10°-15° C. during the addition of 1.1 moles of epichlorohydrin over a four hour period. After the addition of the chlorohydrin, the reaction mix was warmed to 50° C. for 8 hours. The two phases which formed were separated and the water phase discarded. The organic phase was thrice washed with cold water and the residual organic material fractionated. One hundred ninety grams (71 mole %) of a pale yellow oil having a boiling point at 5 mm Hg of 258°-263° C. was obtained. The oil had an Epoxide Number determined by MgCl2 -HCl titration of 3.72 meq/g, while the theoretical Epoxide Number for cumylphenol glycidyl ether is 3.73 meq/g.

Provenance & Evidence