Content deleted Content added
m Dating maintenance tags: {{Nofootnotes}} |
No edit summary |
||
(10 intermediate revisions by 8 users not shown) | |||
Line 1: | Line 1: | ||
{{chembox |
{{chembox |
||
| Watchedfields = changed |
|||
| verifiedrevid = 443958925 |
| verifiedrevid = 443958925 |
||
| ImageFileL1 = Ammeline.svg |
| ImageFileL1 = Ammeline.svg |
||
Line 7: | Line 8: | ||
| ImageNameR1 = Ball-and-stick model |
| ImageNameR1 = Ball-and-stick model |
||
| ImageSizeR1 = 120px |
| ImageSizeR1 = 120px |
||
| |
| PIN = 4,6-Diamino-1,3,5-triazin-2-ol |
||
| OtherNames = |
| OtherNames = 2,4-Diamino-6-hydroxy-1,3,5-triazine<br />4,6-Diamino-2-hydroxy-1,3,5-triazine<br />4,6-diamino-1,3,5-triazin-2(1''H'')-one |
||
|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
||
| Abbreviations = |
| Abbreviations = |
||
Line 20: | Line 21: | ||
| CASNo_Ref = {{cascite|correct|??}} |
| CASNo_Ref = {{cascite|correct|??}} |
||
| CASNo = 645-92-1 |
| CASNo = 645-92-1 |
||
| UNII_Ref = {{fdacite|correct|FDA}} |
|||
| UNII = LC8G9556Q0 |
|||
| EINECS = |
| EINECS = |
||
| PubChem = 12583 |
| PubChem = 12583 |
||
Line 30: | Line 33: | ||
| KEGG_Ref = {{keggcite|correct|kegg}} |
| KEGG_Ref = {{keggcite|correct|kegg}} |
||
| KEGG = C08733 |
| KEGG = C08733 |
||
}} |
|||
| ATCCode_prefix = |
|||
| ATCCode_suffix = |
|||
| ATC_Supplemental =}} |
|||
|Section2={{Chembox Properties |
|Section2={{Chembox Properties |
||
| C=3|H=5|N=5|O=1 |
| C=3 | H=5 | N=5 | O=1 |
||
| Appearance = White powder |
| Appearance = White powder |
||
| Density = |
| Density = |
||
Line 47: | Line 48: | ||
| pKb = }} |
| pKb = }} |
||
|Section7={{Chembox Hazards |
|Section7={{Chembox Hazards |
||
| EUClass = |
|||
| MainHazards = |
| MainHazards = |
||
| NFPA-H = |
| NFPA-H = |
||
Line 53: | Line 53: | ||
| NFPA-R = |
| NFPA-R = |
||
| NFPA-S = |
| NFPA-S = |
||
| RPhrases = |
|||
| SPhrases = |
|||
| RSPhrases = |
|||
| FlashPt = |
| FlashPt = |
||
| AutoignitionPt = |
| AutoignitionPt = |
||
Line 62: | Line 59: | ||
}} |
}} |
||
'''Ammeline''' ('''4,6-diamino-2-hydroxy-1,3,5-triazine''') is a triazine [[derivative (chemistry)|derivative]]. It is the hydrolysis product of [[melamine]]. |
'''Ammeline''' ('''4,6-diamino-2-hydroxy-1,3,5-triazine''') is a triazine [[derivative (chemistry)|derivative]]. It is the hydrolysis product of [[melamine]].<ref>{{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}}</ref> |
||
==Synthesis== |
==Synthesis== |
||
Line 70: | Line 67: | ||
==Chemical properties== |
==Chemical properties== |
||
Ammeline is weakly acidic with [[pKa]] ~9. It can form [[nitrate]], [[sulfate]], [[chromate]], and [[oxalate]] [[salt (chemistry)|salts]]. Ammeline reacts with boiling dilute [[hydrochloric acid]] to form [[melem]] and [[ammonia]]. |
Ammeline is weakly acidic with [[pKa]] ~9. It can form [[nitrate]], [[sulfate]], [[Monochromate|chromate]], and [[oxalate]] [[salt (chemistry)|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]]. |
Ammeline is the first step in melamine hydrolysis. Further hydrolysis (e.g. boiling ammeline with dilute alkali) yields [[ammelide]]. |
||
==References== |
==References== |
||
{{reflist}} |
|||
{{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}} |
|||
[[Category:Triazines]] |
[[Category:Triazines]] |
||
[[Category:Aromatic amines]] |
[[Category:Aromatic amines]] |
||
[[Category:Phenols]] |
Latest revision as of 14:53, 5 January 2024
| |||
Names | |||
---|---|---|---|
Preferred IUPAC name
4,6-Diamino-1,3,5-triazin-2-ol | |||
Other names
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 | |||
Identifiers | |||
3D model (JSmol)
|
|||
ChEBI | |||
ChemSpider | |||
ECHA InfoCard | 100.010.415 | ||
KEGG | |||
PubChem CID
|
|||
UNII | |||
CompTox Dashboard (EPA)
|
|||
| |||
| |||
Properties | |||
C3H5N5O | |||
Molar mass | 127.107 g·mol−1 | ||
Appearance | White powder | ||
Melting point | N/A (decomposes before melting) | ||
Trace | |||
Solubility | Soluble in aqueous alkalies and mineral acids, but not acetic acid | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Ammeline (4,6-diamino-2-hydroxy-1,3,5-triazine) is a triazine derivative. It is the hydrolysis product of melamine.[1]
Synthesis[edit]
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[edit]
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[edit]
- ^ B. Bann and S.A. Miller (1958). "Melamines and derivatives of melamine". Chemical Reviews. 58: 131–172. doi:10.1021/cr50019a004.