Phosphoramides
Phosphoramides are a class of phosphorus compounds with the formula O=P(NR2)3-n(OH)n. They can be considered derivatives of phosphoric acid where OH groups have been replaced with an amino or R-substituted amino group. In practise the term is commonly confined to the phosphoric triamides (P(=O)(NR2)3), essentially phosphoramide and derivatives thereof.[1] Derivatives with the general structures P(=O)(OH)(NR2)2 or P(=O)(OH)2(NR2) are usually referred to as phosphoramidic acids.
Examples
- Na[PO2(OH)(NH2)], the lightly studied parent monoamide of phosphoric acid.[2]
- Phenyl phosphorodiamidate, a phosphoramide but also a phosphate ester, is used in agriculture to enhance the effectiveness of urea-based fertilizers.
- Hexamethylphosphoramide (HMPA) is a polar solvent.
References
- ^ "Phosphoramide". IUPAC GoldBook.
- ^ Steger, E.; Versuchen, Nach; Stopperka, K. (1963). "Infrarotspektroskopische Untersuchungen zur Frage der Wasserstoffbrücken‐Absorptionen bei Natriumhydrogenamidophosphat und Amidosulfonsäure" [Phosphoramidic acid and its salts and their infrared spectra]. Zeitschrift für Anorganische und Allgemeine Chemie. 325 (1–2): 89–97. doi:10.1002/zaac.19633250113.
- v
- t
- e
Organophosphorus
- PO3H2−
- P(O–)3
- P2O5·nH2O
- OP(O–)3
- –P(OH)2
- –P(O–)2
- –P(O)(O–)2
- –OP<
- free acid HOP(CF3)2
- HOP(O)<
- PO2H−
2 - –P<
- –P(O)<
- (–O)2PN<
- e.g. Nucleoside phosphoramidite
- (–O)2P(O)N<
- e.g. Phosphocreatine
- –OP(N<)2
- –OP(O)(N<)2
- e.g. Morpholino
- Cyclophosphamide
- P(NMe2)3
- OP(N<)3
- e.g. Hexamethylphosphoramide
- Metepa
- –NP(N<)3
- –P(O)(O–)N<
- –P(O)(N<)2
- >P(O)N<
- PSxO3−
4-x - (–O)3PS
- (-P)5
