HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → HCID 18959824, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | 3-Bromocyclohexene | HCID 137057 | — |
| Reactant | HCID 178425073 | HCID 178425073 | — |
| Product | HCID 18959824 | HCID 18959824 | — |
Reaction Steps
Phenylterephthalic acid is valuable as an interemediate in the preparation of liquid crystalline polyesters. For example, U.S. Pat. No. 4,391,966 describes the use of phenylterephthalic acid in preparing melt-spinnable, anisotropic melt forming aromatic polyesters. Further, E. K. Weisburger and J. H. Weisburger describe the reaction of 2,5-xylylmagnesium bromide with either cyclohexanone or 3-bromocyclohexene to provide 1-(2,5-xylyl)cyclohexene, which is then dehydrogenated using sulfur to provide 2,5-dimethylbiphenyl, which is oxidized by KMnO4 to provide phenylterephthalic acid in 74% yield. The permangenate process provides an isolation and purification problem, since a relatively large amount of manganese waste is produced.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05359134 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-e8c0961a137a42d9915cdc4a0e3e5234 |
| Source note | uspto-grants-1994_10 |