Benzene → 1-Dodecene

Nafion™ fiber (3.5 g., 0.006" diameter, 1200 equivalent weight, hydrogen form) was loosely packed into a 1 cm. diameter vacuum-jacketed column and dried at 150° C. for 2 hours in a stream of dry nitrogen. The column was fitted onto a 50 ml. round bottom flask equipped with a side arm for sampling. A condenser and drying tube were fitted above the catalyst column. Dodecene-1 (15.0 z.), dry benzene (15.0 g.) and marble boiling chips were added to the flask; reflux was established up to the condenser. Samples (0.2 ml.) were periodically withdrawn via the side arm and analyzed by gas chromatography. The results are shown in Table XV. The residual pot (refluxing flask) contents were distilled through a 1×12 cm. vigreaux column equipped with a reflux ratio take off. The results are shown in Table XVI and illustrate that the integrated reactor fractionator is preferred for obtaining monoalkylated products. Although the conversion is somewhat slower by the refluxing of the mixture up to the catalyst, this method provides that only dodecene and benzene are present at the catalyst surface, in a ratio determined by their contributory vapor pressures, resulting in specific conversion to dodecylbenzene with no polyalkylated benzenes produced.

1. customdiameter vacuum-jacketed column and dried at 150° C. for 2 hours in a stream of dry nitrogen
2. customThe column was fitted onto a 50 ml
3. customround bottom flask equipped with a side arm
4. aliquotfor sampling
5. customA condenser and drying tube
6. customwere fitted above the catalyst column
7. additionDodecene-1 (15.0 z.), dry benzene (15.0 g.) and marble boiling chips were added to the flask
8. temperaturereflux
9. customSamples (0.2 ml.) were periodically withdrawn via the side arm
10. temperatureThe residual pot (refluxing flask) contents
11. distillationwere distilled through a 1×12 cm
12. customvigreaux column equipped with a reflux ratio
13. customfor obtaining monoalkylated products
14. temperaturerefluxing of the mixture up to the catalyst

ORD record

ord-96af48c0061b4e0cb72462043b351f54

Source dataset

uspto-grants-1982_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04316997