3,5-Dinitrobenzoesure
3,5-DINITROBENZOATE · 3,5-DNBA · DNBA)3,5-Dinitrobenz · 3,5-Dinitrobenzoic acid Solution, 100ppm · 3.5-Dinitr · 3,5-dinitrobenzoic · RARECHEM AL BO 0231 · TIMTEC-BB SBB007840
Identifikatoren & physikalische Daten
| CAS No. | 99-34-3 |
|---|---|
| Summenformel | C7H4N2O6 |
| Durchschnittliche Molmasse | 212,12 g/mol |
| Monoisotopische Masse | 212,00693585 g/mol |
| SMILES | O=C(O)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1 |
| InChIKey | VYWYYJYRVSBHJQ-UHFFFAOYSA-N |
| PubChem CID | 7433 |
| ChEMBL | CHEMBL118713 |
| ChEBI | CHEBI:73914 |
| EC No. | 202-751-1 |
| DTXSID | DTXSID7059195 |
| Lokaler Name | 3,5-Dinitrobenzoesure |
Chemische & physikalische Eigenschaften
| XLogP | 1,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 129 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 271 |
| Stoffklassen | Nitrogen Compounds -> Nitrobenzoic Acids |
| SpringerMaterials Properties | Crystal structure |
| LogP (Verteilungskoeffizient) | 1.75 |
| Dampfdruck | 0.00000141 [mmHg] |
| Physical Description | Solid[Merck Index] Light yellow crystalline solid[Sigma-Aldrich MSDS] |
| Ionization Efficiency | Negative0.7910.5Agilent XCTElectrospray ionizationammonia (10nM) |
| Schmelzpunkt | 204-206 °C (lit.) |
| Siedepunkt | 351.93°C (rough estimate) |
| Dichte | 1.683 |
| Brechungsindex | 1.5300 (estimate) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | ethanol: soluble0.5g/10 mL, clear, yellow to very deep greenish-yellow1350 mg/L (25 ºC) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pK1:2.85 (25°C) |
| Farbe | Yellow crystalline |
| Merck | 14,3276 |
| BRN | 1914286 |
| Henry-Konstante | 8.0×104 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| Stabilität | Stable. Contact with strong bases may lead to fire. Incompatible with strong bases, strong oxidizing agents. |
| InChI | 1S/C7H4N2O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11) |
| InChIKey | VYWYYJYRVSBHJQ-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O |
| LogP (Verteilungskoeffizient) | 1.51 at 20℃ |
| CAS Datenbank | 99-34-3(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 3,5-dinitro-(99-34-3) |
| EPA chemische Informationen | 3,5-Dinitrobenzoic acid (99-34-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 111 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 3,5-dinitro-Status: Active Update: 09-04-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/58213,5-Dinitrobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] See 3-Nitrobenzoic acid. |
| Hazard Classes and Categories | Acute Tox. 4 (99.1%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN1325 |
| Zollcode | 29163900 |
| RTECS-Nr. | DG9140700 |
| R-Sätze (R) | 22-36/37/38-68-11 |
| Gefahrensymbole | Xn,F |
| Sicherheitshinweise (S) | 26-36/37/39-16 |
| Gefahrenklasse | 4.1Acute Tox. 4 OralAquatic Chronic 4Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
3,5-Dinitrobenzoic acid, is used as a reagent used in the derivatization of resins and the determination of ampicillin.
Herstellung & Synthese
synthetische
3,5-Dinitrobenzoic acid is synthesized by nitration of benzoic acid. Sulfuric acid was added to the dry reaction pot, and benzoic acid was added under stirring. Heat to 60°C, add fuming nitric acid dropwise, and complete the dropwise addition below 85°C. React at 80-85°C for 1 h, 100°C for 0.5-1h, and then heat up to 135°C for 2h. Leave overnight. The reaction solution was put into ice water to separate out crystals, filtered, washed with water and then washed with 50% ethanol to obtain 3,5-dinitrobenzoic acid. Yield 70%.