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ChemicalBook CAS DataBase List 2,5-Dimethyl-2,4-hexadiene
764-13-6

2,5-Dimethyl-2,4-hexadiene synthesis

9synthesis methods
-

Yield:-

Reaction Conditions:

niobic acid on graphite at 215 - 300; under 3620.13 - 4137.29 Torr;Prins Reaction;

Steps:

9
Example 9Niobium oxide catalyst (Süd-Chemie, >5% graphite) was crushed to particles 1 to 2.8 mm in size, immersed in 0.1 N H3PO4 (aqueous) for 4 hours, washed 5 times in distilled water, then calcined at 350° C. overnight, similar to the catalyst preparation as taught by U.S. Pat. No. 4,684,758. The bottom of a stainless steel reactor with an inner diameter of ? was filled with 4 mm borosilicate glass beads, then 15 g of the treated catalyst, and then filled with more beads. A solution of isobutyraldehyde and isobutanol (1:4 stoichiometry) was then flowed, 0.6 mL/min, through the reactor at 70-80 psi. Electrical tape was used to heat the reactor so that the material entering the catalyst region was about 215° C. and the product leaving the region was no more than 300° C. Ample butenes, primarily isobutylene, were produced. The organic phase was colored a deep yellow, and GC/FID indicated 33% of the material was 2,5-dimethyl-2,4-hexadiene, corresponding to a 25% yield. 95+% of the isobutyraldehyde was converted. See FIG. 12 for the GC/FID trace.

References:

Gevo, Inc. US2012/271082, 2012, A1 Location in patent:Page/Page column 6

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