Hoechst-Celanese Ketones

Many other metal ions have been reported as catalysts for oxidations of paraffins or intermediates. Some of the more frequently mentioned ones include cerium, vanadium, molybdenum, nickel, titanium, and ruthenium [21, 77, 105, 106]. These are employed singly or in various combinations, including combinations with cobalt and/or manganese. Activators such as aldehydes or ketones are frequently used. The oxo forms of vanadium and molybdenum may very well have the heterolytic oxidation capability to catalyze the conversion of alcohols or hydroperoxides to carbonyl compounds (see the discussion of chromium, above). There is reported evidence that Ce can oxidize carbonyl compounds via an enol mechanism [107] (see discussion of manganese, above). Although little is reported about the effectiveness of these other catalysts for oxidation of paraffins to acetic acid, tests conducted by Hoechst Celanese have indicated that cerium salts are usable catalysts in liquid-phase oxidation of butane [108]. 

The synthesis of the nonsteroidal anti-inflammatory drug nabumetone (9) was developed by Hoechst-Celanese [71]. It was prepared via a Heck coupling of 2-bromo-6-methoxy-naphthalene (1) with methyl vinyl ketone in the presence of palladium catalyst [71]. Further reduction of unsaturated ketone provided 9. Nabumetone was also obtained in a one-step coupling reaction of 2-bromo-6-methoxy-naphthalene with 3-buten-2-ol followed by isomerization of enol [72]. 

Hydroxyphenyl methyl ketone Methyl p-hydroxyphenyl ketone NSC 3698 p-Oxyacetophenone Phenol, p-acetyl- Piceol USAF KF-15. Used in organic synthesis. Needles mp = 109.5° bp3 = 147-148° d 5 = 1.1090 Pimo 220, 275 nm (MeOH) slightly soluble In H2O, DMSO, very soluble in EtOH, Et20. Greeff R.W. i Co. Hoechst Celanese Janssen Chimica Lancaster Synthesis Co,... 

Table 2.132 Hoechst Celanese Methyl Isobutyl Ketone (42)...

The industrially available ketones offer a wide range of evaporation rates for the various coating applications. A solvent with excellent solvency and a fast, intermediate or slow evaporation rate for a particular coating application is available in the commercially produced ketones. Major producers of the ketones include Eastman Chemical Company, Exxon Chemical Company, Hoechst Celanese Company, Shell Chemical Company, and Union Carbide Corporation. BASF Corporation produces the cyclic ketone cyclohexanone. Acetone the lowest boiling-point ketone is produced by The Dow Chemical Company, Exxon Chemical Company, and Texaco Chemical Company. 

Methyl Ethyl Ketone (cont) 60 60 4 Limited resistance to Not resistant 3-5 0.5-5 >50 Hostalen HMW Hoechst Celanese Specimen 50X25X1 mm (2X1X0.04 in) from press-molded sheets to DIN 53455... 

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