HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2'-Aminoacetophenon
1-(2-AMINOPHENYL)ETHAN-1-ONE · 2-Acetylaniline · O-AMINOACETOPHENONE · FEMA 3906 · 2-AMINO-1-PHENYLETHANONE · 1-Acetyl-2-aminobenzene · 1-(2-aminophenyl)-ethanone · 2’-amino-acetophenon
Identifikatoren & physikalische Daten
| CAS No. | 27941-88-4 |
|---|---|
| Summenformel | C8H9NO |
| Durchschnittliche Molmasse | 135,16 g/mol |
| Monoisotopische Masse | 135,06841391 g/mol |
| SMILES | CC(=O)c1ccccc1N |
| InChIKey | GTDQGKWDWVUKTI-UHFFFAOYSA-N |
| PubChem CID | 11086 |
| ChEMBL | CHEMBL2251601 |
| ChEBI | CHEBI:91110 |
| EC No. | 209-002-8 |
| DTXSID | DTXSID4052213 |
| Lokaler Name | 2'-Aminoacetophenon |
Chemische & physikalische Eigenschaften
| XLogP | 1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 133 |
| Stoffklassen | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | 1.63 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.115-1.1211.112 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Color/Form | YELLOW OILY LIQUIDYELLOW CRYSTALS |
| Löslichkeit | PRACTICALLY INSOL IN WATERSOL IN ALCSOL IN ETHERSoluble in fats, acetoneVery slightly soluble in waterSoluble (in ethanol)Dichloromethane (Sparingly), DMSO, Methanol (Slightly) |
| Siedepunkt | BP 250-252 °C @ 760 MM HG (SOME DECOMP)85.00 to 90.00 °C. @ 0.50 mm Hg85-90 °C (0.5 mm Hg)85-90 °C0.5 mm Hg(lit.) |
| Schmelzpunkt | 20 °C |
| Dampfdruck | 0.00989 [mmHg] |
| Brechungsindex | INDEX OF REFRACTION: 1.6160 @ 20 °C/DMAX ABSORPTION (ALC): 226 NM (LOG E= 4.32), 254 NM (LOG E= 3.75), 359 NM (LOG E= 3.64)1.612-1.619n20/D 1.614(lit.) |
| FEMA | 3906 | 2-AMINOACETOPHENONE |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 2.31±0.10(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Yellow to yellow-brown |
| Geruch | grape sweet, Heavy-sweet, somewhat animal-floral odor of considerable tenacity, faintly reminiscent of tobacco leaf odor. |
| Biologische Quelle | synthetic |
| Geruchsart | grape |
| JECFA Number | 2043 |
| Merck | 14,413 |
| BRN | 386122 |
| Hauptanwendungen | flavors and fragrances |
| InChI | 1S/C8H9NO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,9H2,1H3 |
| InChIKey | GTDQGKWDWVUKTI-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccccc1N |
| LogP (Verteilungskoeffizient) | 1.63 |
| CAS Datenbank | 551-93-9(CAS DataBase Reference) |
| NIST chemische Informationen | Ethanone, 1-(2-aminophenyl)-(551-93-9) |
| EPA chemische Informationen | Ethanone, 1-(2-aminophenyl)- (551-93-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 56.9% (78 of 137) of all reports.WarningH302 (13.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, 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 137 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Ethanone, 1-(2-aminophenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 15-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20816Ethanone, 1-(2-aminophenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | An irritantMay induce methemoglobinemia[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (13.9%) |
| 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 acetophenone: concentration process: resin adsorption. /Acetophenone/ |
| Unerwünschte Wirkungen | Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect |
| Non-Human Toxicity Excerpts | Methyl anthranilate is an effective bird repellent at concentrations of 1.0% (g/g). Ortho-aminoacetophenone has an odor similar to that of methyl anthranilate and is chemically (structurally) similar. Coincidentally, ortho-aminoacetophenone is present in the scent gland secretions of mustelid species that prey on birds. For these reasons, ... the bird repellency of this material and 3 isomers to European starlings (Sturnus vulgaris) /were tested/. Ortho-aminoacetophenone was repellent at concentrations 0.01% in both choice and no-choice feeding tests. The other structural isomers (meta-,para-, alpha-) were less effective. Chemically, the results suggest that hydrogen-bonded ring structure formation and basicity predict bird repellent activity. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29223990 |
| RTECS-Nr. | AM5775000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-24/25-37/39 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrstoffdaten | 551-93-9(Hazardous Substances Data) |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Occurrence
Reported present in chestnut honey (>154 ppb)*; green tea and wine (0.7 to 12.8 μg/L).
Verwenden
2′-Aminoacetophenone may be used as an analytical standard for the determination of the analyte in livestock particulate matter, and grape-derived beverages by gas chromatography-mass spectrometry-olfactometry (GC-MS-O) and GC-MS, respectively.
Herstellung & Synthese
synthetische
Synthesis of 2-Aminoacetophenone by reaction of methyl lithium with Isatoic anhydride in an anhydrous or nearly anhydrous solvent at a reaction temperature of -50°C or less.