2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)
citric · PROPANONE · METHYL KETONE · DIMETHYL KETONE · Ctric Acid · Citric acid hydrate · Monohydrate citric acid · FEMA 3326
Identifikatoren & physikalische Daten
| CAS No. | 5949-29-1 |
|---|---|
| Summenformel | C6H8O7.H2O |
| Durchschnittliche Molmasse | 210,14 g/mol |
| Monoisotopische Masse | 210,03756728 g/mol |
| SMILES | O.O=C(O)CC(O)(CC(=O)O)C(=O)O |
| InChIKey | YASYEJJMZJALEJ-UHFFFAOYSA-N |
| PubChem CID | 22230 |
| ChEMBL | CHEMBL2107737 |
| ChEBI | CHEBI:31404 |
| EC No. | 611-842-9 |
| DTXSID | DTXSID7074668 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 133 |
|---|---|
| H-Brücken-Donoren | 5 |
| H-Brücken-Akzeptoren | 8 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 227 |
| Stoffklassen | Other Classes -> Organic Acids |
| LogP (Verteilungskoeffizient) | -1.72 |
| Dichte | 1.5 g/cm³0.791 g/mL at 25 °C(lit.) |
| Löslichkeit | Solubility in water, g/100ml at 20 °C: 59.2Citric Acid Monohydrate is very soluble in water, freely soluble in ethanol and sparingly soluble in ether.1630 g/L (20 oC)H2O: soluble 54% (w/w) at 10°C (Citric acid in water) |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| Decomposition | 175 °C |
| Schmelzpunkt | 135 °C |
| Physical Description | Dry PowderWhite solidSlightly deliquescent[ICSC] White crystals[Sigma-Aldrich MSDS]SLIGHTLY DELIQUESCENT WHITE CRYSTALS. |
| Selbstentzündungstemperatur | 1010 °C |
| Siedepunkt | 56 °C760 mm Hg(lit.) |
| Dampfdichte | 2 (vs air) |
| Dampfdruck | 184 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.359(lit.) |
| Flammpunkt | 1 °F |
| Lagerbedingungen | no restrictions. |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 3.138, 4.76, 6.401 |
| Wichte | 0.810 (20/4℃) |
| Farbe | White |
| pH | 1.85 (50g/l, H2O, 25℃) |
| Geruch | Typical, practically odorless |
| Merck | 14,2326 |
| BRN | 4018641 |
| Stabilität | Stable. Incompatible with oxidizing agents, bases, reducing agents, nitrates. |
| Kosmetik-Inhaltsstoffe Funktionen | CHELATINGBUFFERINGFRAGRANCE |
| InChI | 1S/C6H8O7.H2O/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)1H2 |
| InChIKey | YASYEJJMZJALEJ-UHFFFAOYSA-N |
| SMILES | OC(CC(O)(C(O)=O)CC(O)=O)=O.O |
| CAS Datenbank | 5949-29-1(CAS DataBase Reference) |
| NIST chemische Informationen | Citric acid monohydrate(5949-29-1) |
| EPA chemische Informationen | 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, hydrate (1:1) (5949-29-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1.6% (18 of 1100) of reports.WarningH315 (14.2%): 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 1100 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, hydrate (1:1)1,2,3-Propanetricarboxylic acid, 2-hydroxy-, hydrate (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, hydrate (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Citric acid, monohydrate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, monohydrate: Environment tier I assessment |
| Brandgefahren | Combustible. Finely dispersed particles form explosive mixtures in air. |
| Gefahrenübersicht | A mild eye irritantCauses cough in acute inhalation studies of guinea pigsCauses ataxia and respiratory depression in oral lethal-dose studies of mice[RTECS] Aerosol causes skin, eye, and respiratory tract irritation[ICSC] An irritantMay cause allergic reactions in sensitive individuals[Sigma-Aldrich MSDS] See Citric acid. |
| EPA Safer Chemical | Chemical: Citric acid, monohydrate |
| Chemical Dangers | The solution in water is a weak acid. Attacks copper, zinc, aluminium and their alloys. |
| Physical Dangers | Dust explosion possible if in powder or granular form, mixed with air. |
Anwendungen & Verwendung
Verwenden
Citric Acid Monohydrate is a tricarboxylic acid found in citrus fruits. Citric acid is used as an excipient in pharmaceutical preparations due to its antioxidant properties. It maintains the stability of active ingredients and is used as a preservative. It is also used as an acidulant to control pH and acts as an anticoagulant by chelating calcium in the blood. Additionally, Citric Acid Monohydrate is used as an acidulating, food additive, and synergist in antioxidant mixtures.
Herstellung & Synthese
synthetische
Currently, the industrial production process for citric acid monohydrate crystals involves several steps. First, the citric acid fermentation liquid is separated from the solid-liquid to obtain a citric acid clear liquid. Then, the clear liquid undergoes purification via the calcium salt method (hydrogen calcium method), acidolysis, and decolorization. This purified solution is then heated, concentrated, and crystallized to produce anhydrous citric acid. The mother liquor remaining from this process is then filtered by plate and frame and added to a crystallization cylinder to reach a supersaturated state through cooling and precipitating the crystal. Once the temperature reaches around 13 ℃, the mixture undergoes centrifugal separation, and the resulting wet crystal is then dried in a dryer. The separated mother liquor, after being filtered, decolorized, and concentrated, is added back to the crystallization cylinder to repeat the above steps a total of four to five times. Finally, the mother liquor is returned to the extraction workshop for re-purification via chromatographic separation.