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3-Nitrophthalsure
3-NPA · o-Nitrophthalic acid · Pomalidomide Impurity 8 · 3-nitro-1,2-benzenedicarboxylic acid · NSC 3120 · AKOS B028734 · 3-nitrophthalic · 3-nitro-phthalate
Identifikatoren & physikalische Daten
| CAS No. | 603-11-2 |
|---|---|
| Summenformel | C8H5NO6 |
| Durchschnittliche Molmasse | 211,13 g/mol |
| Monoisotopische Masse | 211,01168688 g/mol |
| SMILES | O=C(O)c1cccc([N+](=O)[O-])c1C(=O)O |
| InChIKey | KFIRODWJCYBBHY-UHFFFAOYSA-N |
| PubChem CID | 69043 |
| EC No. | 210-030-8 |
| DTXSID | DTXSID9060528 |
| Lokaler Name | 3-Nitrophthalsure |
Chemische & physikalische Eigenschaften
| XLogP | 0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 120 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 296 |
| Stoffklassen | Nitrogen Compounds -> Nitrobenzoic Acids |
| Dampfdruck | 0.00000018 [mmHg] |
| Physical Description | Off-white powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 210 °C (dec.) (lit.) |
| Siedepunkt | 350.79°C (rough estimate) |
| Dichte | 1.6342 (rough estimate) |
| Dampfdichte | 7.3 (vs air) |
| Brechungsindex | 1.5282 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | water: soluble5%, clear to slightly hazy, colorless to faint yellow or tan20 g/L (25 ºC) |
| pKa (Säurekonstante) | pK1:1.88 (25°C) |
| Aggregatzustand | Powder |
| Farbe | Off-white to light yellow |
| Decomposition | 216 °C |
| BRN | 2054269 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13) |
| InChIKey | KFIRODWJCYBBHY-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cccc(c1C(O)=O)[N+]([O-])=O |
| CAS Datenbank | 603-11-2(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Nitrophthalic acid(603-11-2) |
| EPA chemische Informationen | 3-Nitrophthalic acid (603-11-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 87 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1,2-Benzenedicarboxylic acid, 3-nitro-Status: Active Update: 06-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/216603-Nitrophthalic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin and strong eye irritant[Alfa Aesar MSDS] See 3-Nitrobenzoic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29173980 |
| R-Sätze (R) | 36/37/38-41 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36/39-37/39-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Dam. 1Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
3-Nitrophthalic Acid is a useful chemical in organic synthesis. It is also an impurity of Apremilast.
Herstellung & Synthese
synthetische
Phthalic anhydride was added to concentrated sulfuric acid, stirring under the passage of water vapor heating to 80 °C, fuming nitric acid was added dropwise, the reaction temperature to maintain 100-110°C, add the end of the heat above 110°C for 2h, placed in the overnight pour into the water, and filtered. The filter cake was recrystallized with water to obtain 3-Nitrophthalic acid. Yield of about 30%.