Acetic Acid → HCID 21288658, compound

Participants

Reaction Steps

The plasticizer 2-nitrophenyl 4-hexylphenyl ether (NPHPE) is synthesized by reacting p-hexylphenol (available from Kodak Lab. Chem., catalog No. 14,319) with 2-chloronitrobenzene (available from Aldrich Chem. Co., catalog No. C5,910-6). 1.44 g (0.06 mol) of sodium hydride is suspended in 75 ml of THF under N2. 9.01 g (0.05 mol) of p-hexylphenol are dissolved in 25 ml of THF and added dropwise to the suspension. 7.86 (0.05 mol) of 2-chloronitrobenzene are dissolved in 25 ml of THF and added dropwise to the reaction mixture; the resultant mixture is refluxed for 88 hours. Following reflux 3 ml of acetic acid are added, and the reaction is filtered through filter cel, concentrated, chromatographed twice on silical gel, and Kugelrohr distilled at 0.01 mm Hg, 140°-150° C., to yield 4.7 g (34% yield) of 2-nitrophenl 4-hexylphenyl ether as an orange oil.

Provenance & Evidence