Resorcinol: Its Uses and Derivatives by Hans Dressler

By Hans Dressler

The chemistry, manufacture, and makes use of of the uniqueness chemical resorcinol (1,3-dihy­ droxybenzene) have a wealthy heritage, type, and present curiosity. This booklet is meant to be the 1st specific assessment of this product. the varied references and the Index given within the e-book are meant to assist clients of resorcinol and resorcinol derivatives of their paintings, even perhaps to assist within the improvement of latest principles. The chemical within the usa, in addition to in lots of different elements of the realm, is being challenged on many fronts, outdated and new, as a result of worldwide aggressive, environmental, governmental, political, and technological developments that appear extra variable than ever prior to. The case of resorcinol mirrors this array of demanding situations and demonstrates the large diversity of successes and a few of the issues of the undefined. it's proven how a sprout of a chemical grew over the years right into a big, nonetheless turning out to be merchandise of co~erce. within the description of this improvement it turns into obvious what percentage diversified abilities and trades it takes to boost, manufacture, and industry a product. additionally given are symptoms of ways educational examine and utilized research/devel­ opment in most cases, deliberately or now not, impact one another and will spur the inventive method to the advantage of either. components are defined the place the present, usually excessive, paintings making use of resorcinol is aimed. hence, the outdated chemical is proven to be interested by an exciting tomorrow.

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Koeberg-Telder, Reel. Trav. Chim Pays-Bas, 108(1),7 (1989). S. Pat. 2,487,586 (Nov. 8, 1949; W. D. ). S. Pat. 3,772,379 (Nov. 13,1973; P. E. ). N. Nierenstein and D. A. Clibbens, Organic Synthesis, Coil. Vol. 2, p. 557, Wiley, New York, 1943. Jpn. Kokai Tokkyo Koho JP 59,184,149 [84,184,149] (Oct. 19, 1984; to Sumitomo Chemical Co. , 102, 113072 (1985). Ger. Offen. DE 3,832,076 (March 22, 1990; P. Neumann and U. , 113, 114824 (1990). Eur. Pat. Appl. EP 436,379 (July 10, 1991; T. K. Chai, H. J. Park, and H.

Process improvement patents were obtained by Koppers Co. in the 1980s. Japanese companies did little work on this route to resorcinol. The general chemistry involved is shown in Eqs. 12). S. patents. 11) amine CH2=CHCOOMe 3·23 ~ catalyst 3·27 0 0 II /I MeCCH2 CH2CH2 COMe =bon catalyst 0 Q .. 3-cyclohexanedione. 12) ~H 3·28 NzIII, PdIPt catalyst .. 1. 66 The preparation of 5-oxohexanonitrile, 3-22, was improved by keeping the amount of oxygen dissolved in the charge (acetone, acrylonitrile, catalyst) below 20 ppm.

Certainly, it makes clear that a large technical group was involved in developing these processes. Processes for Making Resorcinol 37 From Mitsui came a method for recovering additional resorcinol from the crude product by thermally cracking the high-boiling resorcinol distillation residue in the presence of an aromatic ketone. 0%; up to 98% yields of resorcinol were obtained. 9, in the presence of dilute, aqueous alkali, using an initial oxidation temperature of 100--107 DC, followed by a lower temperature of 82-93 °C after byproducts began to build up, and carrying the oxidation to a stage where 120--140% monohydroperoxide (calculated as such based on iodometric titration) was obtainedthis was twice the conversion of DIPB described in prior art processes.

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