Galaktarsure
GALACTARIC ACID · 2,3,4,5-TETRAHYDROXYHEXANEDIOIC ACID · meso-galactaric acid · D-Mucic acid · L-Galactaric acid · TETRAHYDROXYHEXANEDIOIC ACID · (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid · Mucic
Identifikatoren & physikalische Daten
| CAS No. | 526-99-8 |
|---|---|
| Summenformel | C6H10O8 |
| Durchschnittliche Molmasse | 210,14 g/mol |
| SMILES | O=C(O)C(O)C(O)C(O)C(O)C(=O)O |
| InChIKey | DSLZVSRJTYRBFB-UHFFFAOYSA-N |
| PubChem CID | 607 |
| ChEMBL | CHEMBL1616278 |
| Lokaler Name | Galaktarsure |
Chemische & physikalische Eigenschaften
| XLogP | -2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 156 |
| H-Brücken-Donoren | 6 |
| H-Brücken-Akzeptoren | 8 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 202 |
| Collision Cross Section | 137.5 Ų [M-2H+Na]- |
| Schmelzpunkt | 220-225 °C (dec.)(lit.) |
| Siedepunkt | 269.65°C (rough estimate) |
| Dichte | 1.5274 (rough estimate) |
| Brechungsindex | 1.5800 (estimate) |
| Lagerbedingungen | Store at RT. |
| Löslichkeit | 3.3g/l solubleSoluble in water. |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 2.99±0.35(Predicted) |
| Farbe | White to Off-White |
| Merck | 14,4331 |
| BRN | 1728117 |
| Kosmetik-Inhaltsstoffe Funktionen | CHELATING |
| InChI | InChI=1/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4- |
| InChIKey | DSLZVSRJTYRBFB-DUHBMQHGNA-N |
| SMILES | [C@@H](O)([C@@H](O)C(=O)O)[C@@H](O)[C@H](O)C(=O)O |&1:0,2,7,9,r| |
| CAS Datenbank | 526-99-8(CAS DataBase Reference) |
| EPA chemische Informationen | Galactaric acid (526-99-8) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29181990 |
| RTECS-Nr. | LW5180000 |
| R-Sätze (R) | 22-40 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 22-24/25-36/37 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 526-99-8(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
Schleimsäure bildet farblose Kristalle, welche bei 213 ℃ unter Zersetzung schmelzen, und sich nur schlecht in Wasser lösen. Die Verbindung wurde 1780 von Carl Wilhelm Scheele bei der Oxidation von Milchzucker durch Salpetersäure entdeckt und später von Liebig und Pelouze genauer untersucht. Die trockene Destillation von Ammoniummucat liefert Pyrrol.
Beschreibung
Mucic acid,C6H10O8 or HOOC-(CHOH)4-COOH, (also known as galactaric or meso - galactaric acid) is an aldaric acid obtained by nitric acid oxidation of galactose or galactose - containing compounds like lactose, dulcite, quercite, and most varieties of gum. It forms a crystalline powder, which melts at 230°C. It is insoluble in alcohol, and nearly insoluble in cold water. Due to the symmetry in the molecule, it is optically inactive even though it has chiral carbon atoms (i.e., it is a meso compound). When heated with pyridine to 140°C, it is converted into allommic acid. When digested with fuming hydrochloric acid for some time it is converted into a furfural dicarboxylic acid while on heating with barium sulfide it is transformed into athiophene carboxylic acid. The ammonium salt yields on dry distillation carbon dioxide, ammonia, pyrrol and other substances. The acid when fused with caustic alkalis yields oxalic acid. With potassium bisulfate mucic acid forms 3-hydroxy-2-pyrone by dehydration and decarboxylation.
Verwenden
Mucic acid can be used to replace tartaric acid in self-rising flour or fizzies.