HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Cyclooctanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclooctane | HCID 9266 | — |
| Reactant | HCID 10465358 | HCID 10465358 | — |
| Product | Cyclooctanone | HCID 10403 | 19% |
| Product | Cyclooctanol | HCID 12766 | 9% |
| Product | 1,4-Cyclooctanedione | HCID 521684 | 4% |
Reaction Steps
To 7.5 ml of acetic acid were added to 336 mg (3.0 mmol) of cyclooctane, 60 mg (0.3 mmol) of N-hydroxysaccharin and 5.3 mg (0.015 mmol) of Fe(acac)3. The resultant mixture was stirred under an oxygen atmosphere at a temperature of 75° C. for 24 hours. The products in the reaction mixture were analysed by gas chromatography, with cyclooctane being transformed, with a conversion of 56%, into cyclooctanone (selectivity 33.5%, yield 19%), cyclooctanol (selectivity 16%, yield 9%), 1,4-cyclooctanedione (selectivity 7%, yield 4%) and octanediacid (selectivity 21%, yield 12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07019175B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-6d0210dc4b8a4adfbfbac8d36c04906e |
| Source note | uspto-grants-2006_03 |