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 |
| Monoisotopische Masse | 210,03756728 g/mol |
| SMILES | O=C(O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)O |
| InChIKey | DSLZVSRJTYRBFB-DUHBMQHGSA-N |
| PubChem CID | 3037582 |
| ChEMBL | CHEMBL1232958 |
| ChEBI | CHEBI:30852 |
| EC No. | 208-404-0 |
| DTXSID | DTXSID7048740 |
| 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 |
| Stoffklassen | Other Classes -> Organic Acids |
| Lipide | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117] |
| Color/Form | CRYSTALLINE POWDERPRISMS FROM WATER |
| Löslichkeit | ACICULAR CRYSTALSSOL IN WATER /AMMONIUM SALT/SOL IN 300 PARTS COLD WATER, 60 PARTS BOILING WATERSOL IN ALKALIESPRACTICALLY INSOL IN ALCOHOL, ETHERINSOL IN PYRIMIDINE3.3 mg/mL at 14 °C3.3g/l solubleSoluble in water. |
| Schmelzpunkt | 220 - 225 °C220-225 °C (dec.)(lit.) |
| Physical Description | Solid[Merck Index] Faintly beige powder[MSDSonline] |
| Collision Cross Section | 130.24 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]146.9 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)] |
| Other Experimental Properties | DECOMP AT ABOUT 255 °C WHEN RAPIDLY HEATED, ALSO REPORTED AS 225 °C |
| Siedepunkt | 269.65°C (rough estimate) |
| Dichte | 1.5274 (rough estimate) |
| Brechungsindex | 1.5800 (estimate) |
| Lagerbedingungen | Store at RT. |
| 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
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.WarningH315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Galactaric acidGalactaric acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Gefahrenübersicht | Oral LD50 (mouse) = 8 gm/kg[RTECS] May cause irritation[MSDSonline] |
| EPA Safer Chemical | Chemical: Galactaric acid |
| Hazard Classes and Categories | Skin Irrit. 2 (66.7%) |
| 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.