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词条 Ammeline
释义

  1. Synthesis

  2. Chemical properties

  3. References

{{chembox
| Watchedfields = changed
| verifiedrevid = 443958925
| ImageFileL1 = Ammeline.svg
| ImageSizeL1 = 120px
| ImageNameL1 = Structural formula
| ImageFileR1 = Ammeline-3D-balls.png
| ImageNameR1 = Ball-and-stick model
| ImageSizeR1 = 120px
| PIN = 4,6-Diamino-1,3,5-triazin-2-ol
| OtherNames = 2,4-Diamino-6-hydroxy-1,3,5-triazine
4,6-Diamino-2-hydroxy-1,3,5-triazine
4,6-diamino-1,3,5-triazin-2(1H)-one
|Section1={{Chembox Identifiers
| Abbreviations =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 12063
| InChIKey = MASBWURJQFFLOO-UHFFFAOYAL
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C3H5N5O/c4-1-6-2(5)8-3(9)7-1/h(H5,4,5,6,7,8,9)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MASBWURJQFFLOO-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 645-92-1
| EINECS =
| PubChem = 12583
| SMILES = O=C\\1/N=C(/N)NC(=N/1)/N
| InChI = 1/C3H5N5O/c4-1-6-2(5)8-3(9)7-1/h(H5,4,5,6,7,8,9)
| RTECS =
| MeSHName =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 28646
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C08733
}}
|Section2={{Chembox Properties
| C=3 | H=5 | N=5 | O=1
| Appearance = White powder
| Density =
| MeltingPt = N/A
| MeltingPt_notes = (decomposes before melting)
| BoilingPt =
| BoilingPt_notes =
| Solubility = Trace
| SolubleOther = Soluble in aqueous alkalies and mineral acids, but not acetic acid
| Solvent =
| pKa =
| pKb = }}
|Section7={{Chembox Hazards
| EUClass =
| MainHazards =
| NFPA-H =
| NFPA-F =
| NFPA-R =
| NFPA-S =
| RPhrases =
| SPhrases =
| RSPhrases =
| FlashPt =
| AutoignitionPt =
| ExploLimits =
| PEL = }}
}}

Ammeline (4,6-diamino-2-hydroxy-1,3,5-triazine) is a triazine derivative. It is the hydrolysis product of melamine.

Synthesis

Ammeline can be synthesized by the pyrolysis of urea or the condensation reaction among 2 moles of dicyandiamide and 1 mole of biuret.

2 C2H4N4 + C2H5N3O2 → 2C3H5N5O + NH3

Chemical properties

Ammeline is weakly acidic with pKa ~9. It can form nitrate, sulfate, chromate, and oxalate salts. Ammeline reacts with boiling dilute hydrochloric acid to form melem and ammonia.

Ammeline is the first step in melamine hydrolysis. Further hydrolysis (e.g. boiling ammeline with dilute alkali) yields ammelide.

References

{{nofootnotes|date=October 2015}}
  • {{cite journal | author = B. Bann and S.A. Miller | title = Melamines and derivatives of melamine | journal = Chemical Reviews | doi = 10.1021/cr50019a004 | volume = 58 | pages = 131–172 | date = 1958}}

3 : Triazines|Aromatic amines|Phenols

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