HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
α-Brom-2-nitrotoluol
1-(Bromomethyl)-2-nitrobenzene · 2-Nitrobenzyl · LIXI-011 · 2-Benzyl bromide · o-Nitrobenaylbromide · 2-Nitrobenzyl bromid · -Bromo-2-mitrotoluene · 2-NITROBENZYL BROMIDE
Identifikatoren & physikalische Daten
| CAS No. | 3958-60-9 |
|---|---|
| Summenformel | C7H6BrNO2 |
| Durchschnittliche Molmasse | 216,03 g/mol |
| Monoisotopische Masse | 214,95819053 g/mol |
| SMILES | O=[N+]([O-])c1ccccc1CBr |
| InChIKey | HXBMIQJOSHZCFX-UHFFFAOYSA-N |
| PubChem CID | 77569 |
| ChEMBL | CHEMBL172430 |
| EC No. | 223-558-9 |
| DTXSID | DTXSID80192699 |
| Lokaler Name | α-Brom-2-nitrotoluol |
Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 45,8 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 146 |
| Schmelzpunkt | 44-46 °C (lit.) |
| Siedepunkt | 265.51°C (rough estimate) |
| Dichte | 1.6841 (rough estimate) |
| Brechungsindex | 1.6120 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Löslichkeit | Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)insoluble |
| Aggregatzustand | Crystals or Crystalline Powder |
| Farbe | Yellow to light brown |
| BRN | 638991 |
| Stabilität | Hygroscopic |
| InChI | InChI=1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2 |
| InChIKey | HXBMIQJOSHZCFX-UHFFFAOYSA-N |
| SMILES | C1(CBr)=CC=CC=C1[N+]([O-])=O |
| CAS Datenbank | 3958-60-9(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Nitrobenzyl bromide(3958-60-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Benzene, 1-(bromomethyl)-2-nitro-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Corr. 1B (100%) |
| F | 4.8-19-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3261 8/PG 2 |
| Zollcode | 29049085 |
| R-Sätze (R) | 34 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 8Eye Dam. 1Skin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
Anwendungen & Verwendung
Verwenden
2-Nitrobenzyl bromide is used in the preparation of S-2-nitrobenzyl-cysteine by reaction with L-cysteine. It is also used for the introduction of the 2-nitrobenzyl protecting group in organic synthesis. It plays an important role in the production of expectorant agent. Further, it is employed for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. In addition to this, it is used in the preparation of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.