Selective Oxidative Dimerization of p-Cresol in Water-Organic Solvent Two Phase Systems.
-
- ASAKURA Kouichi
- Faculty of Science and Technology, Keio University
-
- NAKATA Yoshiaki
- Faculty of Science and Technology, Keio University
-
- SAKAZUME Hiroyuki
- Faculty of Science and Technology, Keio University
-
- OSANAI Shuichi
- Faculty of Science and Technology, Keio University
Bibliographic Information
- Other Title
-
- 水-有機溶媒二相系におけるp-クレゾールの選択的酸化二量化反応
- Selective Oxidative Dimerization of p-C
Search this article
Abstract
Oxidative coupling reactions of p-cresol with iron (III) chloride in aqueous solution were carried out in the presence of ethyl acetate, chloroform and hexane. The major reaction products were the o-o dimer, o-p dimer and o-o trimer. The influence of organic solvents on the selectivity of o-o dimer production was examined. In all cases, selectivity was improved by the addition of organic solvent at any rate, since the trimerization was prevented. By organic solvents, the o-o dimer could be extracted in preference to the p-cresol monomer during reaction. The dimer was thus efficiently excluded from the aqueous oxidation system where the oxidizing agent, the Fe3+ ion, was present. Ethyl acetate was good for increasing selectivity. The conversion of p-cresol, however, drastically decreased with an increase in the volume of ethyl acetate, since not only the o-o dimer but p-cresol monomer as well were efficiently extracted. The influence of hexane addition on the conversion and product distribution was slight due to the low extraction ability for p-cresol and its oxidized products. When chloroform was added, selectivity was significantly increased with little decline in conversion. Although nearly all the o-o dimer was extracted by chloroform during reaction, the p-cresol monomer was more prone to exist in the aqueous phase in contrast to the system containing ethyl acetate.
Journal
-
- Journal of Japan Oil Chemists' Society
-
Journal of Japan Oil Chemists' Society 45 (5), 453-457, 1996
Japan Oil Chemists' Society
- Tweet
Details 詳細情報について
-
- CRID
- 1390001204092304640
-
- NII Article ID
- 130001016496
- 10002269157
-
- NII Book ID
- AN10512582
-
- ISSN
- 18841996
- 13418327
-
- NDL BIB ID
- 3967152
-
- Text Lang
- en
-
- Data Source
-
- JaLC
- NDL
- Crossref
- CiNii Articles
-
- Abstract License Flag
- Disallowed