3-Bromoanisole
1-BROMO-3-METHOXYBENZENE · META BROMO ANISOLE · 3-Methoxybromobenzene · M-BROMOANISOLE · 3-Methoxyphenyl bromide · M-Bro · NSC 82293 · 3-BROMOANISOLE
Identifikatoren & physikalische Daten
| CAS No. | 2398-37-0 |
|---|---|
| Summenformel | C7H7BrO |
| Durchschnittliche Molmasse | 187,03 g/mol |
| Monoisotopische Masse | 185,96803 g/mol |
| SMILES | COc1cccc(Br)c1 |
| InChIKey | PLDWAJLZAAHOGG-UHFFFAOYSA-N |
| PubChem CID | 16971 |
| ChEMBL | CHEMBL3182998 |
| EC No. | 219-264-5 |
| DTXSID | DTXSID4044618 |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 9,2 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 85 |
| Dichte | 1.49 @25 °C1.490 g/mL at 20 °C |
| Siedepunkt | 211 °C @760 [mm Hg]210-211 °C(lit.) |
| Dampfdruck | 0.28 [mmHg]38.39Pa at 25℃ |
| Physical Description | Clear light yellow liquid[Sigma-Aldrich MSDS] |
| Kovats Retention Index | 11001149 |
| Schmelzpunkt | 2 °C |
| Brechungsindex | n20/D 1.563(lit.) |
| Flammpunkt | 200 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | DMSO (Sparingly), Methanol (Slightly)Miscible in methanol, benzene, hexane, toluene and dichloromethane. Practically insoluble in water. |
| Aggregatzustand | Liquid |
| Wichte | 1.477 |
| Farbe | Clear colorless to slightly yellow-brown |
| pH | 5.5 (H2O, 20℃) |
| BRN | 1524687 |
| Henry-Konstante | 7.2×10-3 mol/(m3Pa) at 25℃, Pfeifer et al. (2001) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidising agents, strong acids reducing agents. |
| InChI | 1S/C7H7BrO/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3 |
| InChIKey | PLDWAJLZAAHOGG-UHFFFAOYSA-N |
| SMILES | COc1cccc(Br)c1 |
| LogP (Verteilungskoeffizient) | 3.03 |
| CAS Datenbank | 2398-37-0(CAS DataBase Reference) |
| NIST chemische Informationen | Benzene, 1-bromo-3-methoxy-(2398-37-0) |
| EPA chemische Informationen | m-Bromoanisole (2398-37-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 9.4% (5 of 53) of reports.WarningH315 (26.4%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (26.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (11.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H412 (83%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P261, P264, P264+P265, P271, P273, 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 53 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 5 of 53 reports by companies.There are 8 notifications provided by 48 of 53 reports by companies with hazard statement code(s).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 | Status: Active Update: 25-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19332Status: Active Update: 13-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/231483-Bromoanisole: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | May cause irritation[Sigma-Aldrich MSDS] See Anisole. See 4-Bromoanisole. |
| Hazard Classes and Categories | Skin Irrit. 2 (26.4%)Eye Irrit. 2A (26.4%)STOT SE 3 (11.3%)Aquatic Chronic 3 (83%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29093038 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Aquatic Chronic 3 |
Anwendungen & Verwendung
Verwenden
3-Bromoanisole used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.
Herstellung & Synthese
synthetische
3-Bromoanisole is synthesized through a reaction between m-bromophenol and dimethyl sulfate. The synthesis method involves the following steps:Dissolve m-bromophenol in a sodium hydroxide solution.Slowly add dimethyl sulfate dropwise to the solution while stirring.Heat the mixture and allow it to react for 1 hour.Cool the reaction mixture to separate the colorless oil formed.Extract the water layer with ether.Dry the ether extract and then distill it to recover the ether.Distill the residue obtained after recovering the ether, along with the colorless oil, under reduced pressure.This distillation process results in the production of m-bromoanisole as the final product.The overall yield of m-bromoanisole achieved through this process is 90%.