# Phosphoramide

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> Markdown URL: https://mediated.wiki/source/Phosphoramide.md
> Source: https://en.wikipedia.org/wiki/Phosphoramide
> Source revision: 1319525621
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{{see also|Phosphoramides}}
{{Chembox
| ImageFile = Phosphoramide.svg
| ImageClass = skin-invert 
| ImageSize = 180px
| ImageAlt = 
| IUPACName = Phosphoric triamide
| OtherNames = {{ubl|Diaminophosphorylamine|Phosphoric amide|Phosphoryl triamide|Triaminophosphine oxide}}
| Section1 = {{Chembox Identifiers
| CASNo = 13597-72-3
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = M27WLZ6CWP
| PubChem = 123317
| ChemSpiderID = 109920
| SMILES = NP(=O)(N)N
| InChI = 1/H6N3OP/c1-5(2,3)4/h(H6,1,2,3,4)
| InChIKey = DMSZORWOGDLWGN-UHFFFAOYAP
| StdInChI = 1S/H6N3OP/c1-5(2,3)4/h(H6,1,2,3,4)
| StdInChIKey = DMSZORWOGDLWGN-UHFFFAOYSA-N}}
| Section2 = {{Chembox Properties
| Formula = {{chem2|O\dP(NH2)3}}
| H=6|N=3|O=1|P=1
| Appearance = white solid
| pKa = <3.6<ref name=P82db>{{cite book|title=Ionisation Constants of Inorganic Acids and Bases in Aqueous Solution|editor-first=D.&nbsp;D.|editor-last=Perrin|edition=2nd|series=[IUPAC](/source/IUPAC) Chemical Data|issue=29|publisher=Pergamon|location=Oxford|year=1982|publication-date=1984|orig-date=1969|lccn=82-16524|isbn=0-08-029214-3|at=Entry&nbsp;186}}</ref>
| Solubility = good
 }}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
 }}
}}
'''Phosphoramide''' is a [chemical compound](/source/chemical_compound) with the molecular formula {{chem2|O\dP(NH2)3}}. It is a [derivative](/source/derivative_(chemistry)) of [phosphoric acid](/source/phosphoric_acid) in which each of the [hydroxyl groups](/source/hydroxyl) have been replaced with an [amino group](/source/amino_group). In bulk, the compound is a white solid which is soluble in [polar solvent](/source/polar_solvent)s.

==Chemical properties==
Phosphoramide arises from the reaction of phosphoryl chloride with ammonia. In moist air, it hydrolyzes to an [ammonium salt](/source/ammonium_salt):
:{{chem2|2 H2O + O\dP(NH2)3 → [NH4]+[PO2(OH)(NH2)]− + NH3}}

It reacts with sodium hydroxide with loss of [ammonia](/source/ammonia):<ref>{{cite journal|journal=Chemische Berichte|title=Phosphoroxy‐triamid und Phosphorthio‐triamid|author=Robert Klement |author2=Otto Koch |volume=87|pages=333–340|year=1954|issue=3|doi=10.1002/cber.19540870308}}</ref>
:{{chem2|NaOH + O\dP(NH2)3 → Na+[PO2(NH2)2]− + NH3}}

The related {{ill|thiophosphoryl triamide|qid=Q82903490}} compound {{chem2|S\dP(NH2)3}} was made from the reaction of [thiophosphoryl chloride](/source/thiophosphoryl_chloride) with ammonia.

==Phosphoramides==
{{main|Phosphoramides}}
Phosphoramide is also the parent compound for a range of derivatives called phosphoramides.<ref>{{GoldBookRef|title=phosphoramides| file = A00484}}</ref> An example compound is the polar solvent [hexamethylphosphoramide](/source/hexamethylphosphoramide) (HMPA).

==References==
{{reflist}}

==External links==
* {{commons category-inline|phosphoramides}}
* {{wiktionary inline|phosphoramide}}

Category:Phosphoramides
Category:Functional groups

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Adapted from the Wikipedia article [Phosphoramide](https://en.wikipedia.org/wiki/Phosphoramide) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Phosphoramide?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.