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Allylmagnesiumbromid
2-Propenylmagnesium bromide · allylmagnesium bromide solution · Allylmagnesium bromide 1M solution in THF · Allylbromomagnesium · Bromoallylmagnesium · Allylmagnesiumbromid · ALLYLMAGNESIUM BROMIDE · Bromo-2-propenylmagnesium
Identifikatoren & physikalische Daten
| CAS No. | 1730-25-2 |
|---|---|
| Summenformel | C3H5BrMg |
| Durchschnittliche Molmasse | 145,28 g/mol |
| SMILES | C=C[CH2-].[Br-].[Mg+2] |
| InChIKey | FEMBXICCJNZMMC-UHFFFAOYSA-M |
| PubChem CID | 74413 |
| EC No. | 217-046-4 |
| DTXSID | DTXSID30938266 |
| Lokaler Name | Allylmagnesiumbromid |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 0 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 14,4 |
| Stoffklassen | Metals -> Metals, Organic Compounds |
| Physical Description | 10-30% Solution in diethyl ether: Clear light brown liquid[Sigma-Aldrich MSDS] |
| Dichte | 0.851 g/mL at 25 °C |
| Flammpunkt | −40 °F |
| Lagerbedingungen | Refrigerator |
| Aggregatzustand | Solution |
| Farbe | Yellow-green or gray |
| BRN | 969335 |
| InChI | InChI=1S/C3H5.BrH.Mg/c1-3-2/h3H,1-2H21H/q+1/p-1 |
| InChIKey | FEMBXICCJNZMMC-UHFFFAOYSA-M |
| SMILES | C([Mg]Br)C=C |
| CAS Datenbank | 1730-25-2 |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (37.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P222, P223, P231, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 69 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Gefahrenübersicht | 10-30% Solution in diethyl ether (CAS# 60-29-7): Reacts violently with water producing flammable gases that may ignite spontaneouslyCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Sigma-Aldrich MSDS] See Methyl magnesium bromide. |
| Hazard Classes and Categories | Flam. Liq. 2 (37.7%) |
| Protective Action Criteria (PAC) | 1.2 [mg/m3]13 [mg/m3]79 [mg/m3] |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| F | 1-3-10 |
| Wassergefährdungsklasse (WGK) | 1 |
| UN-Transportnummer | UN 3399 4.3/PG 1 |
| Zollcode | 29319090 |
| R-Sätze (R) | 12-14/15-19-22-34-66-67-11 |
| Gefahrensymbole | F+,C,F |
| Sicherheitshinweise (S) | 9-16-29-33-43-45-36/37/39-26 |
| Gefahrenklasse | 8Acute Tox. 4 OralEye Dam. 1Flam. Liq. 1Skin Corr. 1BSTOT SE 3Water-react 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 4.3 - Hazardous materials which set free flammable gases upon contact with water |
Anwendungen & Verwendung
Verwenden
Allylmagnesium bromide solution can be used in the Grignard reaction, which is a key step to synthesize:2-(9,10-dihydro-9,10-propanoanthracen-9-yl)-N-methylethanamine (2), a homolog of benzoctamine tarchonanthuslactone(+)-preussinpolyhydroxylated quinolizidine alkaloids