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D,L-Asparaginmonohydrat
DL-Asn · DL-ASPARAGINE · ASPARAGINE · h-dl-asn.h · DL-Asn.H2O · H-DL-Asn-OH · DL-Aspartamine · Asparagine,99%
Identifikatoren & physikalische Daten
| CAS No. | 3130-87-8 |
|---|---|
| Summenformel | C4H8N2O3 |
| Durchschnittliche Molmasse | 132,12 g/mol |
| Monoisotopische Masse | 132,05349212 g/mol |
| SMILES | NC(=O)C[C@H](N)C(=O)O |
| InChIKey | DCXYFEDJOCDNAF-REOHCLBHSA-N |
| PubChem CID | 6267 |
| ChEMBL | CHEMBL58832 |
| ChEBI | CHEBI:17196 |
| EC No. | 200-735-9 |
| DTXSID | DTXSID10883220 |
| Lokaler Name | D,L-Asparaginmonohydrat |
Chemische & physikalische Eigenschaften
| XLogP | -3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 106 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 134 |
| LogP (Verteilungskoeffizient) | -3.82log Kow = -3.82 |
| LogS | -0.74 |
| Dichte | 1.543 g/cu cm at 15/4 °C1.404±0.06 g/cm3(Predicted) |
| Color/Form | Orthorhombic bisphenoidal crystals |
| Löslichkeit | 29400Practically insoluble in methanol, ethanol, ether, benzene. Soluble in acids and alkaliesIn water, 2.94X10+4 mg/L at 25 °C29.4 mg/mLAqueous Acid (Slightly), Water (Slightly) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| Schmelzpunkt | 234-235 °C234 - 235 °C220 °C (dec.)(lit.) |
| Dampfdruck | 0.00000005 [mmHg] |
| Optical Rotation | Specific optical rotation: -5.3 at 20 °C (c= 1.3 mg/L)+34.26 at 20 °C (c= 2.24 mg/L in 3.4N Hcl)-635 at 20 °C (c= 11.23 mg/L in 2.5N NaOH) /L-asparagine/Specific optical rotation: +5.41 at 20 °C (c= 1.3 mg/L) /D-asparagine/ |
| Physical Description | Dry PowderSolid[Merck Index] White hygroscopic powder[Alfa Aesar MSDS] |
| Ionization Efficiency | Positive2.122.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Dissociation Constants | 8.82 (at 18 °C)pKa1 = 2.02pKa2 = 8.80 |
| Siedepunkt | 438.0±40.0 °C(Predicted) |
| Lagerbedingungen | Room Temperature |
| pKa (Säurekonstante) | 2.17(at 20℃) |
| Aggregatzustand | Fine Crystalline Powder |
| Farbe | White |
| BRN | 6234992 |
| Hauptanwendungen | peptide synthesis |
| Kosmetik-Inhaltsstoffe Funktionen | FRAGRANCESKIN CONDITIONINGHAIR CONDITIONINGANTISTATIC |
| InChI | 1S/C4H8N2O3.H2O/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)1H2 |
| InChIKey | RBMGJIZCEWRQES-UHFFFAOYSA-N |
| SMILES | O.NC(CC(N)=O)C(O)=O |
| LogP (Verteilungskoeffizient) | -1.880 (est) |
| CAS Datenbank | 3130-87-8(CAS DataBase Reference) |
| EPA chemische Informationen | Asparagine (3130-87-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 100% (164 of 164) of all reports.Not ClassifiedReported as not meeting GHS hazard criteria by 164 of 164 companies. For more detailed information, please visit ECHA C&L website.Aggregated GHS information provided per 164 reports by companies from 2 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 164 of 164 reports by companies.There are 0 notifications provided by 0 of 164 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: L-AsparagineL-Asparagine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of L-Asparagine 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)Status: Active Update: 08-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21618Asparagine: Does not have an individual approval but may be used under an appropriate group standardL-Asparagine: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - L-Asparagine: Environment tier I assessmentEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| Gefahrenübersicht | Causes weight loss, effects on phosphatases, lipids (including transport), and transaminases, changes in brain, kidney, and testicular weights, hyperglycemia, and changes in potassium in 90-day constant oral studies of rats[RTECS] May cause irritation[Alfa Aesar MSDS] |
| FDA-Anforderungen | L-Asparagine is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient. |
Anwendungen & Verwendung
Verwenden
DL-asparagine is a racemic mixture of the non-essential amino acids, L and D-aparagine. It is generally used in growth-media for bacteria-growth. DL-Asparagine monohydrate can also be used to synthesize other salts such as DL-asparaginium perchlorate, DL-asparaginium nitrate and dimethyl DL-aspartate.
Herstellung & Synthese
synthetische
DL-Asparagine monohydrate was synthesized by dissolving maleic anhydride in 1,4-dioxane solution and refluxing with benzylamine after ammonolysis, followed by catalytic hydrogenation.