HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → 1-Nitroadamantane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | (Trifluoromethyl)benzene | HCID 7368 | — |
| Reactant | Adamantane | HCID 9238 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Nitrogen Dioxide | HCID 178526396 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Adamantanol | HCID 64152 | 2% |
| Product | 1-Nitroadamantane | HCID 64165 | 73% |
| Product | 1-Adamantyl acetate | HCID 519973 | 1% |
Reaction Steps
Into a flask, 1 mmole of adamantane, 0.05 mmole of N-hydroxyphthalimide, 15 mmole of nitrogen dioxide (NO2), 1 ml of acetonitrile and 2 ml of trifluoromethylbenzene were added and stirred for 5 hours at 60° C. in an atmosphere of oxygen. The reaction products were analyzed by gas chromatography, and, as a result, the conversion of adamantane was 90%, and nitroadamantane (yield 73%), adamantanol (yield 2%), acetyloxyadamantane (yield 1%) and adamantanone (yield 3%) were formed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06468487B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-684f6da515db4ca99b2f29e56dd22d9f |
| Source note | uspto-grants-2002_10 |