| Identification | Back Directory | [Name]
4-nitroperoxybenzoic acid | [CAS]
943-39-5 | [Synonyms]
p-Nitroperbenzoic acid
4-nitroperbenzoic acid
4-nitroperoxybenzoic acid
Benzenecarboperoxoic acid, 4-nitro- | [EINECS(EC#)]
213-401-2 | [Molecular Formula]
C7H5NO5 | [MDL Number]
MFCD00014716 | [MOL File]
943-39-5.mol | [Molecular Weight]
183.12 |
| Hazard Information | Back Directory | [Uses]
4-Nitroperoxybenzoic acid is an electrophile that transfers oxygen to alkenes. | [Preparation]
The reaction between Na2O2 and p-Nitrobenzoyl Chloride in THF in the presence of small quantities of water below -5 °C furnishes the sodium salt of PNPBA. p,p′- Dinitrobenzoyl peroxide and p-nitrobenzoic acid are removed from the reaction mixture during workup. PNPBA (purity 94-96%) is obtained in 85% yield (0.1 mol scale). | [Production Methods]
This peroxide can be prepared from p-nitrobenzoic acid
and 90% hydrogen peroxide in methanesulfonic acid
medium. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 27, p. 1336, 1962 DOI: 10.1021/jo01051a050
Synthetic Communications, 18, p. 2123, 1988 DOI: 10.1080/00397918808068282 | [storage]
At room temperature, PNPBA is stable for long periods. |
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