1-Octene → Nonanal

Participants

Reaction Conditions

Reaction Steps

A 300-mL stainless steel autoclave equipped with a magnetically driven stirrer was charged under nitrogen with rhodium (14.55 mg of rhodium, 0.14 mmole charged as the 2-ethylhexanoate salt), α,α'-bis(diphenylphosphino)-o-xylene ligand (0.16 gm, 0.34 mmole), 1-octene (22.44 grams), and toluene (70 mL). This was pressured to 300 psig with a 1/1 mixture of hydrogen/carbon monoxide (synthesis gas) and heated to 105° C. The autoclave was repressured to 300 psig with the synthesis gas mixture whenever the pressure dropped to 250 psig. The reaction was kept at 105° C. for 2 hours, during which time a total pressure drop of 460 psig was observed. The mixture was analyzed by gas/liquid chromatography and showed a 94.3 percent conversion of 1-octene. A 90.6 percent yield to isomeric nonanal products was obtained based on 1-octene charged. The ratio of linear/branched nonanal product was 3.47/1.

Provenance & Evidence