HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3'-Nitroacetophenon
1-(3-NITROPHENYL)ETHANONE · M-NITROACETOPHENONE · 3'-nitroacetophenone · (3-nitrophenyl)methylketone · usafma-1 · USAF ma-1 · AKOS 233-65 · AURORA 14018
Identifikatoren & physikalische Daten
| CAS No. | 121-89-1 |
|---|---|
| Summenformel | C8H7NO3 |
| Durchschnittliche Molmasse | 165,15 g/mol |
| Monoisotopische Masse | 165,04259308 g/mol |
| SMILES | CC(=O)c1cccc([N+](=O)[O-])c1 |
| InChIKey | ARKIFHPFTHVKDT-UHFFFAOYSA-N |
| PubChem CID | 8494 |
| ChEMBL | CHEMBL1327526 |
| EC No. | 204-504-3 |
| DTXSID | DTXSID1025722 |
| Lokaler Name | 3'-Nitroacetophenon |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 62,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 197 |
| Stoffklassen | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | log Kow= 1.42 (experimental) |
| Color/Form | NEEDLES FROM ALCOHOL |
| Löslichkeit | less than 0.1 mg/mL at 68 °F (NTP, 1992)SOL IN WATER, ETHERSLIGHTLY SOL IN ALCOHOLDMSO (Slightly), Methanol (Slightly)<0.01 g/100 mL at 20 ºC |
| Siedepunkt | 396 °F at 760 mmHg (NTP, 1992)202 °C202 °C(lit.) |
| Schmelzpunkt | 178 °F (NTP, 1992)81 °C76-78 °C(lit.) |
| Dampfdruck | 0.0024 [mmHg]3.86X10-5 mm Hg at 25 °C0.32Pa at 25℃ |
| Physical Description | 3-nitroacetophenone is a light beige powder. (NTP, 1992)Light beige solid[CAMEO] Tan powder[MSDSonline] |
| Dichte | 1.3450 (rough estimate) |
| Brechungsindex | 1.5468 (estimate) |
| Flammpunkt | 202°C |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | Crystalline Powder |
| Farbe | Yellow to yellow-green |
| Geruch | Odorless |
| BRN | 743002 |
| Stabilität | Stable. Incompatible with strong oxidizing agents, strong bases. |
| InChI | 1S/C8H7NO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5H,1H3 |
| InChIKey | ARKIFHPFTHVKDT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1cccc(c1)[N+]([O-])=O |
| LogP (Verteilungskoeffizient) | 1.42 |
| NIST chemische Informationen | 3-Nitroacetophenone(121-89-1) |
| EPA chemische Informationen | 3-Nitroacetophenone (121-89-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 27.3% (3 of 11) of reports.H412 (72.7%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 11 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: Ethanone, 1-(3-nitrophenyl)-Status: Active Update: 29-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17481Ethanone, 1-(3-nitrophenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Brandgefahren | Flash point data for this chemical are not available, however it is probably combustible. (NTP, 1992) |
| Gefahrenübersicht | A mutagen and mild skin irritant[RTECS] Emergency treatment: Irritants[HSDB] An irritant[MSDSonline] |
| Reaktive Gruppe | Ketones |
| Reactivity Profile | A nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Aquatic Chronic 3 (72.7%) |
| Brandbekämpfung | Fires involving this compound can be extinguished using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Entsorgungsverfahren | The following wastewater treatment technologies have been investigated for acetophenone: concentration process: activated carbon. /Acetophenone/The following wastewater treatment technologies have been investigated for acetophone: concentration process: resin adsorption. /Acetophenone/ |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Umweltverhalten | TERRESTRIAL FATE: If released to soil, m-nitroacetophenone is not expected to strongly adsorb. Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that m-nitroacetophenone will display high mobility in soil(3). Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(4,SRC), m-nitroacetophenone is not expected to volatilize from moist soil to the atmosphere. Its estimated vapor pressure{ 3.86X10-5 mm Hg at 25 °C(5,SRC), indicates that m-nitroacetophenone will not volatilize from dry soil(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(6) indicate that it has the potential to biodegrade in soil under anaerobic conditions(6,SRC).AQUATIC FATE: If released to water, m-nitroacetophenone is not expected to volatilize from water to the atmosphere. Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), the estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). Based on an experimental log/octanol water partition coefficient of 1.42(3), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that it will not bioconcentrate in fish and aquatic organisms(SRC). An estimated soil adsorption coefficient of 141(2-3,SRC) indicates that it will not adsorb to sediment and suspended organic matter(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(4) indicate that it has the potential to biodegrade in water under anaerobic conditions(4,SRC).ATMOSPHERIC FATE: If released to the atmosphere, m-nitroacetophenone is expected to undergo a slow gas-phase reaction with photochemically produced hydroxyl radicals. An estimated rate constant for this process of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average hydroxyl radical concn of 5X10+5 molec/cu-cm(1). The estimated water solubility of m-nitroacetophenone, 750 mg/L at 25 °C(2,SRC), indicates that it may undergo atmospheric removal by wet deposition processes(SRC). |
| Soil Adsorption/Mobility | Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will display high mobility in soil(3). |
| Natural Pollution Sources | m-Nitroacetophenone an anthropogenic compound and it is not known to be produced by natural sources. (SRC) |
| Artificial Pollution Sources | m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds(1). It may be released to the environment in wastewater(2) and as a fugitive emission during its production and use(SRC). |
| Environmental Biodegradation | The nitro group of m-nitroacetophenone was found to undergo reductive transformation in aqueous solutions in the presence of iron porphyrins(1) which indicates that it has the potential to undergo reductive biodegradation in the environment under anaerobic conditions(1,SRC). |
| Environmental Bioconcentration | Based on an experimental log/octanol water partition coefficient of 1.42(1), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will not bioconcentrate in fish and aquatic organisms(SRC). |
| Volatilization from Water/Soil | Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), m-nitroacetophenone is not expected to volatilize from water or moist soil to the atmosphere. The estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). An estimated vapor pressure for m-nitroacetophenone, 3.86X10-5 mm Hg at 25 °C(3,SRC), indicates that it will not volatilize from dry soil(SRC). |
| Non-Human Toxicity Excerpts | RATED 1 ON RABBIT EYES ON SCALE OF 1 TO 10 ACCORDING TO DEGREE OF INJURY OBSERVED AFTER 24 HR. THE MOST SEVERE INJURIES HAVE BEEN RATED 10. |
| Environmental Abiotic Degradation | An estimated rate constant for the gas-phase reaction of m-nitroacetophenone with photochemically produced hydroxyl radicals of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average atmospheric hydroxyl radical concn of 5X10+5 molec/cu-cm(1). |
| Probable Routes of Human Exposure | Occupational exposure to m-nitroacetophenone may occur by dermal contact during its production, formulation or use. (SRC) |
| Environmental Fate/Exposure Summary | m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds. It may be released to the environment in wastewater and as a fugitive emission during its production and use. If released to soil, m-nitroacetophenone is expected to display high mobility. It not is expected to volatilize from either moist or dry soil to the atmosphere. Limited laboratory data indicate that it has the potential to biodegrade in soil under anaerobic conditions. If released to water, m-nitroacetophenone is not expected to volatilize to the atmosphere. The estimated half-life for volatilization from a model river is 517 days. m-Nitroacetophenone is not expected to bioconcentrate in fish and aquatic organisms nor is it expected to adsorb to sediment and suspended organic matter. Limited laboratory data indicate that it has the potential to biodegrade in water under anaerobic conditions. If released to the atmosphere, m-nitroacetophenone may undergo atmospheric removal by a slow reaction with photochemically produced hydroxyl radicalsthe estimated half-life for this process is 55 days. m-Nitroacetophenone may also undergo atmospheric removal by wet deposition processes. Occupational exposure to m-nitroacetophenone may occur by dermal contact during its production, formulation and use. (SRC) |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29147090 |
| RTECS-Nr. | AM9625000 |
| R-Sätze (R) | 21 |
| Toxizität | mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689, |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 121-89-1(Hazardous Substances Data) |
| Gefahrenklasse | Aquatic Chronic 3 |
Anwendungen & Verwendung
Verwenden
3''-Nitroacetophenone is used as a reactant in the synthesis of fluorine based aminothiazoles with antimicrobial activity.
Herstellung & Synthese
synthetische
3-Nitroacetophenone is synthesized from acetophenone by nitration.Synthesis of 3-nitroacetophenone