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Elsevier Inc.
DOI: 10.1016/s0099-5428(08)60164-1
  • Physics


Publisher Summary Benzocaine can be synthesized in number of ways: p-Nitrobenzoic acid is esterified and the resulting product is reduced with metallic tin and hydrochloric acid or hydrogen in the presence of platinum oxide to ethyl p-aminobenzoate. Other methods are the esterification of p-aminobenzoic acid or the reduction of ethyl p-nitrobenzoate with ammonium sulfide. This chapter shows the infrared spectrum of benzocaine. The spectrum has been obtained with Perkin–Elmer 257 spectrophotometer from a KBr pellet. The nuclear magnetic resonance spectrum of benzocaine has been obtained on a Varian T-60 NMR spectrometer in deuterated chloroform containing l% tetramethyl silane as the internal standard. The chapter also discusses the identification and color reactions of benzocaine. Benzocaine gives characteristic reactions of an aromatic amine. After dissolving it in water and the addition of few drops 3 N hydrochloric acid and 10 % sodium nitrite, followed by 2 ml of a solution of 100 mg 2-naphtol in 5 ml 1 N sodium hydroxide, an orange-red precipitate is formed.

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