Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Phenyl-1-propanone | HCID 7148 | — |
| Reactant | Acetophenone | HCID 7410 | — |
| Reactant | 1,3-Diacetylbenzene | HCID 23229 | — |
| Reactant | 1,2-Diacetylbenzene | HCID 35459 | — |
| Reactant | Benzene, 1,3-diethynyl- | HCID 123130 | — |
| Reactant | 1,2-Diethynylbenzene | HCID 140862 | — |
| Reactant | 1-(3-(Prop-1-en-2-yl)phenyl)ethan-1-one | HCID 13574685 | — |
| Reactant | 1-(3-Ethynylphenyl)ethanone | HCID 15181428 | — |
| Reactant | 1-(3-Vinylphenyl)ethanone | HCID 20405179 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,4-Diacetylbenzene | HCID 13888 | — |
| Product | 1,4-Diethynylbenzene | HCID 120463 | — |
Reaction Steps
One gram of the catalyst used in Run No. 3 of Example 4 was mixed with 11.1 g. of quartz, and the mixture was charged to a tubular quartz reactor unit, as in Example 2. Following generally the procedure of Example 3, m-diacetylbenzene was passed through the tubular reactor at 650° C., 10.0 Torr total pressure, 9.1 Torr partial pressure of the diacetylbenzene and a contact time of 0.0041 second for 10 minutes on stream. The selectivity for the formation of m-diethynylbenzene and the total fractional conversion were 0.66 and 0.16, respectively. The other products in the reaction mixture besides diethynylbenzene and water were m-ethynylacetophenone, acetophenone, methylacetophenone, m-isopropenylacetophenone and m-vinylacetophenone. Based on additional runs, it was found that product distribution depended considerably on the contact time. Comparable results were obtained in the conversion of p-diacetylbenzene to p-diethynylbenzene following the procedure of this example.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04120909 |
|---|
| Source dataset | uspto-grants-1978_10 |
|---|
| ORD ID | ord-8932e850e81247e4ab962f8fb9653ade |
|---|
| Source note | uspto-grants-1978_10 |
|---|