4'-Bromacetanilid
4-BROMOACETANILIDE · P-BROMOACETANILIDE · Bromoacetanilide · 4-BROMOACETOANILIDE · 4-Bromoacetanilide, 98% PS · Asepsin · usafdo-40 · USAF do-40
Identifikatoren & physikalische Daten
| CAS No. | 103-88-8 |
|---|---|
| Summenformel | C8H8BrNO |
| Durchschnittliche Molmasse | 214,06 g/mol |
| Monoisotopische Masse | 212,97892598 g/mol |
| SMILES | CC(=O)Nc1ccc(Br)cc1 |
| InChIKey | MSLICLMCQYQNPK-UHFFFAOYSA-N |
| PubChem CID | 7683 |
| ChEMBL | CHEMBL59019 |
| EC No. | 203-154-9 |
| DTXSID | DTXSID6059283 |
| Lokaler Name | 4'-Bromacetanilid |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 29,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 141 |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | 2.14 |
| Schmelzpunkt | 165-169 °C(lit.) |
| Siedepunkt | 353.4°C (estimate) |
| Dichte | 1.72 |
| Brechungsindex | 1.6120 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | alcohol: moderately solubleInsoluble |
| Aggregatzustand | Crystalline Powder or Crystals |
| pKa (Säurekonstante) | 14.25±0.70(Predicted) |
| Farbe | White to beige or light gray |
| Merck | 14,1399 |
| BRN | 2208091 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C8H8BrNO/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5H,1H3,(H,10,11) |
| InChIKey | MSLICLMCQYQNPK-UHFFFAOYSA-N |
| SMILES | CC(=O)Nc1ccc(Br)cc1 |
| CAS Datenbank | 103-88-8(CAS DataBase Reference) |
| NIST chemische Informationen | Acetamide, N-(4-bromophenyl)-(103-88-8) |
| EPA chemische Informationen | Acetamide, N-(4-bromophenyl)- (103-88-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Acetamide, N-(4-bromophenyl)-Acetamide, N-(4-bromophenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (97.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2811 |
| Zollcode | 29242998 |
| RTECS-Nr. | AD9625000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | mouse,LD50,intraperitoneal,250mg/kg (250mg/kg),National Technical Information Service. Vol. AD277-689, |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | 6.1(b) |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
4'-Bromoacetanilide is used as an internal standard for phenylurea and the respective metabolic products in oysters. It has also been used as a reagent in the production of a new ligand to form a coordination compex between gadolinium(III) and T=titanium(IV) oxide. It was used in the synthesis of new ligand for anchoring Gd(III) chelates onto TiO2 surface.
Herstellung & Synthese
synthetische
Preparation of 4'-Bromoacetanilide from Acetanilide. Principle: Aromatic compounds can be conveniently brominated by the use of brominating agent, which is normally a solution of bromine in acetic acid. Bromination of activated aromatic compounds usually give 2, 4, 6-tribromo derivatives while moderately activating group like anilide give preferably the para bromo product. Reaction: Procedure: Dissolve 0.5 g acetanilide in 0.6 ml glacial acetic acid and add 2.5 ml bromine solution in acetic acid (25% w/v). Shake the mixture for 1 h. After 1 h, pour the mixture on to crushed ice (20 g) with stirring. Filter the separated product and wash with cold water. Dry the product, record the practical yield and re-crystallize it. Re-crystallization: Dissolve the crude product in minimum amount of ethyl alcohol in a beaker by heating on a water bath. Filter the hot solution and cool the filtrate. The crystals of the product separate out. Filter, dry and record the melting point and TLC (using toluene as a solvent).