HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Nitrobenzoesäure
M-NITROBENZOIC ACID · 3-nitrobenzoic · NITROBENZOIC(3-) ACID · Metanitrobenzoic acid · 3-NITROPHENYL METHANOIC ACID · N-204 · Nitrobenzene acid · Arylex Impurity 6
Identifikatoren & physikalische Daten
| CAS No. | 121-92-6 |
|---|---|
| Summenformel | C7H5NO4 |
| Durchschnittliche Molmasse | 167,12 g/mol |
| Monoisotopische Masse | 167,02185764 g/mol |
| SMILES | O=C(O)c1cccc([N+](=O)[O-])c1 |
| InChIKey | AFPHTEQTJZKQAQ-UHFFFAOYSA-N |
| PubChem CID | 8497 |
| ChEMBL | CHEMBL274839 |
| ChEBI | CHEBI:231494 |
| EC No. | 204-508-5 |
| DTXSID | DTXSID0025737 |
| Lokaler Name | 3-Nitrobenzoesäure |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 83,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 198 |
| LogP (Verteilungskoeffizient) | log Kow = 1.83 |
| Geschmack | Bitter taste |
| Dichte | 1.494 at 68 °F (NTP, 1992) - Denser than waterwill sink1,494 g/cm3 |
| Color/Form | Monoclinic leaflets or prismsYellowish white crystals |
| Löslichkeit | less than 0.1 mg/mL at 64 °F (NTP, 1992)1 g dissolves in 320 mL water, 3 mL alc, 4 mL ether, 18 mL chloroform, about 2 mL methanol, 2.5 mL acetoneVery slightly sol in benzene, carbon disulfide, petroleum etherSoluble in oxygenated and chlorinated solventsIn water, 3,576 mg/L at 25 °Cwater: soluble3g/L at 25°C<0.01 g/100 mL at 18 ºC |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| Schmelzpunkt | 284 to 288 °F (NTP, 1992)140-141 °C139-141 °C(lit.) |
| Dampfdruck | 0.0000371 [mmHg]0.005Pa at 25℃ |
| Heat of Combustion | 3053 kJ/mol |
| Physical Description | M-nitrobenzoic acid appears as off white to yellowish-white crystals. Bitter taste. Melts in hot water. (NTP, 1992)Yellowish-white solid[Hawley] Light yellow or off-white powder[MSDSonline] |
| Dissociation Constants | K at 25 °C = 3.48X10-4 /pKa = 3.46/ |
| Collision Cross Section | 131.2 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID0044733]Source Identifier: DTXSID0025737] |
| Siedepunkt | 295.67°C (rough estimate) |
| Dampfdichte | 5.76 (vs air) |
| Brechungsindex | 1.6280 (estimate) |
| Flammpunkt | 190 °C |
| Lagerbedingungen | no restrictions. |
| Aggregatzustand | Crystals or Powder |
| pKa (Säurekonstante) | 3.47(at 25℃) |
| Farbe | Slightly green to light yellow |
| pH | 3 (5g/l, H2O, 20℃)(aqueous suspension) |
| Merck | 14,6588 |
| BRN | 908644 |
| Henry-Konstante | 3.4×103 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H5NO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10) |
| InChIKey | AFPHTEQTJZKQAQ-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cccc(c1)[N+]([O-])=O |
| LogP (Verteilungskoeffizient) | 1.1 at 25℃ |
| CAS Datenbank | 121-92-6(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 3-nitro-(121-92-6) |
| EPA chemische Informationen | m-Nitrobenzoic acid (121-92-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (78%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (43.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (99.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (70.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H412 (40.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]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 127 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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: Benzoic acid, 3-nitro-Status: Active Update: 25-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17715Benzoic acid, 3-nitro-: Does not have an individual approval but may be used under an appropriate group standard |
| Brandgefahren | Flash point data for this compound are not available but it is probably combustible. (NTP, 1992) |
| Brandpotenzial | Combustible |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound may include formation of methemoglobin, sensitization, irritation, and corneal damage.ACUTE/CHRONIC HAZARDS: This compound causes skin and eye irritation. When heated to decomposition it emits toxic fumes. (NTP, 1992) |
| Gefahrenübersicht | A skin and eye irritantMay cause corneal damageCan induce methemoglobinemia |
Anwendungen & Verwendung
Verwenden
3-Nitrobenzoic acid was used to investigated the role of ozone as additional decomposition or finishing reagent in the degradation of o-, m- and p-nitobenzoic acids
Herstellung & Synthese
synthetische
3-Nitrobenzoic acid is prepared by nitrating benzoic acid at low temperature. Approximately 20% of the 2-nitro isomer and 1.5% of the 4-nitro isomer are co-produced. The 3-nitrobenzoic acid can be purified by recrystallization of the sodium salt. The oxidation of 3-nitrobenzaldehyde, prepared by the controlled oxidation of benzaldehyde, gives a higher yield.