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m →top: GHS update: remove empty EUClass/Rphrase/Sphrase parameters (depr), replaced: | EUClass = | → | (3), | SPhrases = | → | Tag: AWB |
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{{short description|Chemical compound}} |
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{{chembox |
{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 444456809 |
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| ImageFile = Ammelide.png |
| ImageFile = Ammelide.png |
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| ImageSize = 150px |
| ImageSize = 150px |
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| ImageName = Structural formula |
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| IUPACName = 6-Amino-2,4-Dihydroxy-l,3,5-Triazine |
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| ImageFile1 = Ammelide-3D-balls.png |
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| ImageName1 = Ball-and-stick model |
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| PIN = 6-Amino-1,3,5-triazine-2,4-diol |
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| OtherNames = Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine |
| OtherNames = Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine |
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|Section1={{Chembox Identifiers |
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| Abbreviations = |
| Abbreviations = |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 12064 |
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| InChIKey = YSKUZVBSHIWEFK-UHFFFAOYAA |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = YSKUZVBSHIWEFK-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 645-93-2 |
| CASNo = 645-93-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = J604QC4098 |
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| EINECS = |
| EINECS = |
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| PubChem = |
| PubChem = 12584 |
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| SMILES = |
| SMILES = O=C1NC(=N/C(=O)N1)\N |
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| InChI = 1/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) |
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| InChI = |
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| RTECS = |
| RTECS = |
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| MeSHName = |
| MeSHName = |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = |
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| ChEBI = 28134 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| ATCCode_prefix = |
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| KEGG = C08734 |
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| ATCCode_suffix = |
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}} |
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| ATC_Supplemental =}} |
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|Section2={{Chembox Properties |
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| Formula = C<sub>3</sub>H<sub>4</sub>N<sub>4</sub>O<sub>2</sub> |
| Formula = C<sub>3</sub>H<sub>4</sub>N<sub>4</sub>O<sub>2</sub> |
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| MolarMass = 128.09 g/mol |
| MolarMass = 128.09 g/mol |
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| Density = |
| Density = |
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| MeltingPt = |
| MeltingPt = |
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| MeltingPt_notes = |
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| BoilingPt = |
| BoilingPt = |
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| BoilingPt_notes = |
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| Solubility = insoluble |
| Solubility = insoluble |
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| SolubleOther = soluble in concentrated mineral acids, |
| SolubleOther = soluble in concentrated mineral acids, alkalis and ammonia |
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| Solvent = |
| Solvent = |
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| pKa = |
| pKa = |
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| pKb = }} |
| pKb = }} |
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|Section7={{Chembox Hazards |
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| EUClass = |
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| EUIndex = |
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| MainHazards = |
| MainHazards = |
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| NFPA-H = |
| NFPA-H = |
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| NFPA-F = |
| NFPA-F = |
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| NFPA-R = |
| NFPA-R = |
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| NFPA- |
| NFPA-S = |
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| RPhrases = |
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| SPhrases = |
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| RSPhrases = |
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| FlashPt = |
| FlashPt = |
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| AutoignitionPt = |
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| ExploLimits = |
| ExploLimits = |
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| PEL = }} |
| PEL = }} |
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}} |
}} |
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'''Ammelide''' (6- |
'''Ammelide''' (6-amino-2,4-dihydroxy-1,3,5-triazine) is a [[triazine]] and the [[hydrolysis]] product of [[ammeline]]. |
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==Synthesis== |
==Synthesis== |
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Ammelide can be obtained by heating [[ |
Ammelide can be obtained by heating [[dicyandiamide]] with aqueous [[ammonia]] at 160−170 °C. It can also be synthesized by heating [[Melam (chemistry)|melam]] with concentrated [[sulfuric acid]] for a short time at 190 °C. |
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[[sulfuric acid]] for a short time at 190°C. |
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==Chemical property== |
==Chemical property== |
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Ammelide forms salts with both acids ([[hydrochloric acid]], [[nitric acid]], [[sulfuric acid]])and bases ([[sodium hydroxide]], [[ammonium]], [[calcium hydroxide]]). |
Ammelide forms salts with both acids ([[hydrochloric acid]], [[nitric acid]], [[sulfuric acid]]) and bases ([[sodium hydroxide]], [[ammonium]], [[calcium hydroxide]]). |
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Ammelide decomposes at 170 |
Ammelide decomposes at 170 °C with water to form [[carbon dioxide]] and [[ammonia]]. It can be converted into [[cyanuric acid]] by oxidizing agents (e.g. [[potassium permanganate]]) or by boiling with acids or alkalis. |
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==References== |
==References== |
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* B. Bann and S.A. Miller, "Melamines and derivatives of melamine", [[Chemical Reviews]], vol.58, p131-172 (1958). |
* B. Bann and S.A. Miller, "Melamines and derivatives of melamine", [[Chemical Reviews]], vol.58, p131-172 (1958). |
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[[ |
[[Category:Triazines]] |
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[[Category:Aromatic amines]] |
Latest revision as of 22:17, 11 December 2021
Names | |
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Preferred IUPAC name
6-Amino-1,3,5-triazine-2,4-diol | |
Other names
Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.010.416 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C3H4N4O2 | |
Molar mass | 128.09 g/mol |
Appearance | white powder |
insoluble | |
Solubility | soluble in concentrated mineral acids, alkalis and ammonia |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ammelide (6-amino-2,4-dihydroxy-1,3,5-triazine) is a triazine and the hydrolysis product of ammeline.
Synthesis[edit]
Ammelide can be obtained by heating dicyandiamide with aqueous ammonia at 160−170 °C. It can also be synthesized by heating melam with concentrated sulfuric acid for a short time at 190 °C.
Chemical property[edit]
Ammelide forms salts with both acids (hydrochloric acid, nitric acid, sulfuric acid) and bases (sodium hydroxide, ammonium, calcium hydroxide).
Ammelide decomposes at 170 °C with water to form carbon dioxide and ammonia. It can be converted into cyanuric acid by oxidizing agents (e.g. potassium permanganate) or by boiling with acids or alkalis.
References[edit]
- B. Bann and S.A. Miller, "Melamines and derivatives of melamine", Chemical Reviews, vol.58, p131-172 (1958).