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4'-Aminoacetophenon
1-(4-AMINOPHENYL)ETHAN-1-ONE · 1-(4-AMINOPHENYL)ETHANONE · P-AMINOACETOPHENONE · 4-ACETYLANILINE · Clenbuterol EP Impurity D · p-Acetylaniline · P-AMINOACETYLBENZENE · 1-(4-aminophenyl)-ethanon
Identifikatoren & physikalische Daten
| CAS No. | 99-92-3 |
|---|---|
| Summenformel | C8H9NO |
| Durchschnittliche Molmasse | 135,16 g/mol |
| Monoisotopische Masse | 135,06841391 g/mol |
| SMILES | CC(=O)c1ccc(N)cc1 |
| InChIKey | GPRYKVSEZCQIHD-UHFFFAOYSA-N |
| PubChem CID | 7468 |
| ChEMBL | CHEMBL3278329 |
| EC No. | 202-801-2 |
| DTXSID | DTXSID6052669 |
| Lokaler Name | 4'-Aminoacetophenon |
Chemische & physikalische Eigenschaften
| XLogP | 0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 125 |
| LogP (Verteilungskoeffizient) | log Kow = 0.83 |
| Geruch | Pleasant, characteristic odor |
| Color/Form | Yellow monoclinic prisms from alcoholYellow needles |
| Löslichkeit | Soluble in hydrochloric acidVery soluble in ether and ethanolIn water, 3.35X10+3 mg/L at 37 °C6.5g/lIt is soluble in hot water, ethanol and ether. |
| Siedepunkt | 294 °C195 °C at 15 mm Hg293 °C(lit.) |
| Schmelzpunkt | 106 °C103-107 °C(lit.) |
| Dampfdruck | 0.00989 [mmHg] |
| Physical Description | Yellow solid with a pleasant odor[HSDB] Tan crystalline solid[MSDSonline] |
| Dissociation Constants | pKa = 2.76 (conjugate acid) |
| Kovats Retention Index | 14402181 |
| Collision Cross Section | 125.0 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID6052669] |
| Dichte | 0,77 g/cm |
| Brechungsindex | 1.5700 (estimate) |
| Flammpunkt | 292-294°C |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 2.17±0.10(Predicted) |
| Wichte | 0.77 |
| Farbe | Slightly yellow to brown |
| Merck | 14,413 |
| BRN | 471493 |
| Henry-Konstante | 2.2×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | 1S/C8H9NO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,9H2,1H3 |
| InChIKey | GPRYKVSEZCQIHD-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(N)cc1 |
| LogP (Verteilungskoeffizient) | 0.830 |
| CAS Datenbank | 99-92-3(CAS DataBase Reference) |
| NIST chemische Informationen | Acetophenone, 4'-amino-(99-92-3) |
| EPA chemische Informationen | 4'-Aminoacetophenone (99-92-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (67.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (30.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (30.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (67.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (29.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 155 reports by companies from 8 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: Ethanone, 1-(4-aminophenyl)- |
| Gefahrenübersicht | A strong inducer of methemoglobin in vivoEmergency treatment: Aniline[HSDB] Methemoglobinemia observed in oral lethal-dose study of dogs[RTECS] An irritantToxic if swallowedMay be harmful by inhalation or skin absorption[Aldrich MSDS] See Aniline. |
| Special Reports | Milman HA, Peterson CApparent Correlation Between Structure and Carcinogenicity of Phenylenediamines and Related CmpdsEnviron Health Perspectives 56: 261-73 (1984). |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute Tox. 4 (67.1%)Skin Irrit. 2 (30.3%)Eye Irrit. 2A (30.3%) |
Anwendungen & Verwendung
Verwenden
4-Aminoacetophenone can be used as an organic reagent to synthesize a variety of organic substances, which is used in the field of anticancer drug preparation and analytical detection. Using it as a raw material, Schiff alkali palladium(II) complexes (cyclopalladiumated compounds) are synthesized by combining metals with carbon atoms. The drug inhibits and kills invasive melanoma cancer cell line (MDA-MB-435)[1]. Hydroxylamine hydrochloride and 4-aminoacetophenone synthesize 4-aminoacetophenone oxime (APO) by oximation reaction, which has a high sensitivity to Organophosphorus (OP）nerve agent mimic-diethylcyanophosphonate. APO can be used to prepare electrochemical sensors with high sensitivity and selectivity to detect OPs[2].