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Decomposition of 2-isopropylnaphthalenehydroperoxide into 2-naphthol and acetone: reactor operation parameters

Boyaci, FG; Takac, S; Calik, G; Ozdamar, TH


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  <dc:creator>Boyaci, FG</dc:creator>
  <dc:creator>Takac, S</dc:creator>
  <dc:creator>Calik, G</dc:creator>
  <dc:creator>Ozdamar, TH</dc:creator>
  <dc:date>2003-01-01</dc:date>
  <dc:description>Reactor operation parameters for the liquid-phase acid-catalyzed decomposition of 2-isopropylnaphthalenehydroperoxide (2-IPNHP) were investigated to produce simultaneously 2-naphthol and acetone with a high yield. The 2-naphthol and acetone are produced from 2-IPNHP by ionic reactions, nevertheless, dimethyl-2-naphthylcarbinol (DMNC) and 2-acetonaphthone (AN) formations through radical reactions cannot be avoided because of the induced decomposition effects but can be decreased. The decomposition of 2-IPNHP was carried out in the presence of two different aprotic solvents of low dielectric (DE) constant, i.e. 2-isopropylnapthalene (IPN) and acetone (AC), and the protogenic solvent acetic acid (AcOH), with two different oxyacid catalysts, i.e. HClO4 and H2SO4. The production rate of 2-naphthol increases with the increase in the dipole moment (DM) of aprotic solvents. The increase in the initial 2-IPNHP concentration increases 2-IPNHP, decomposition and 2-naphthol production rates. 2-Naphthol production rate decreases and the radical by-product AN formation rate increases with increasing temperature. The presence of the impurities DMNC and AN of the reactant mixture and a radical scavenger in the decomposition reaction medium decreased the 2-naphthol production rate. A 70% yield of 2-naphthol was obtained in the presence of IPN by 0.047 mol dm(-3) HClO4 with the initial concentrations of 1.155 mol dm(-3) 2-IPNHP, 0.470 mol dm(-3) DMNC and 0.011 mol dm(-3) AN at T = 22degreesC and N = 1000 rpm. The reaction rate equations for the decomposition reaction of 2-IPNHP and production of 2-naphthol are also presented. (C) 2002 Elsevier Science B.V. All rights reserved.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/96471</dc:identifier>
  <dc:identifier>oai:zenodo.org:96471</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>APPLIED CATALYSIS A-GENERAL 238(1) 85-97</dc:source>
  <dc:title>Decomposition of 2-isopropylnaphthalenehydroperoxide into 2-naphthol and acetone: reactor operation parameters</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
</oai_dc:dc>
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