2-Aminopropan-1,3-diol
2-AMINOPROPANE-1,3-DIOL · SERINOL · Ser-OL · DL-SERINOL · Serinol 98% · Seryl Alcohol · Serine alcohol · S8002Dl-Serinol
Identifikatoren & physikalische Daten
| CAS No. | 534-03-2 |
|---|---|
| Summenformel | C3H9NO2 |
| Durchschnittliche Molmasse | 91,11 g/mol |
| Monoisotopische Masse | 91,06332853 g/mol |
| SMILES | NC(CO)CO |
| InChIKey | KJJPLEZQSCZCKE-UHFFFAOYSA-N |
| PubChem CID | 68294 |
| ChEMBL | CHEMBL116834 |
| EC No. | 208-584-0 |
| DTXSID | DTXSID2060202 |
| Lokaler Name | 2-Aminopropan-1,3-diol |
Chemische & physikalische Eigenschaften
| XLogP | -2 |
|---|---|
| Polarare Oberfläche (TPSA) | 66,5 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 28 |
| Schmelzpunkt | 52-55 °C (lit.) |
| Siedepunkt | 277 °C (lit.) |
| Dichte | 1.1278 (rough estimate) |
| Dampfdruck | 0.01Pa at 25℃ |
| Brechungsindex | 1.4698 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | DMSO (Soluble, Sonicated), Methanol (Slightly, Sonicated), Water (Slightly)Soluble in water and alcohol. |
| pKa (Säurekonstante) | 12.24±0.10(Predicted) |
| Aggregatzustand | Adhering Crystalline Powder |
| Farbe | White to off-white |
| BRN | 635683 |
| Stabilität | Hygroscopic |
| InChIKey | KJJPLEZQSCZCKE-UHFFFAOYSA-N |
| LogP (Verteilungskoeffizient) | -1.82 at 20℃ |
| CAS Datenbank | 534-03-2(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Amino-1,3-propanediol(534-03-2) |
| EPA chemische Informationen | 1,3-Propanediol, 2-amino- (534-03-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (48.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 122 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 22-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/10161 |
| Hazard Classes and Categories | Skin Corr. 1C (48.4%) |
| F | 3-10-34 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3263 8/PG 2 |
| Zollcode | 29221990 |
| R-Sätze (R) | 34 |
| Gefahrensymbole | C,Xi |
| hazard_note | Corrosive |
| Sicherheitshinweise (S) | 26-27-28-36/37/39-45 |
| Gefahrenklasse | 8 |
| Verpackungsgruppe | III |
Anwendungen & Verwendung
Beschreibung
2-Amino-1,3-propanediol (2-APD, also known as serinol) is a high-value-added chemical that is used as a building block for the synthesis of a variety of compounds, including drugs to treat type 2 diabetes mellitus, the antibiotic chloramphenicol, immune multiple sclerosis, and a new generation of nonionic X-ray contrast agents.
Verwenden
2-Amino-1,3-propanediol is used as an intermediate in several chemical applications and also useful for serinol and some of its derivatives.
Herstellung & Synthese
synthetische
Add 20% 2-nitro-1,3-propanediol methanol solution (1250 g) to 5% palladium/carbon 3.5 g. Hydrogen (70 L, pressure 3MPa) was continuously introduced and reacted at 75°C for 5 hours to obtain serine alcohol solution. The serine alcohol solution is pumped into a high vacuum distillation vessel, vacuumed to 40 pa, and methanol is distilled for reuse. Yield = 97.2%.