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HCID 74584Erstellt: 27. Oktober 2026
Bromvinylmagnesium
bromovinylmagnesium · bromoethenyl-magnesiu · Vinylmagnesium Bromide (14% in Tetrahydrofuran, ca. 1mol/L) · PEFC-028 · 0.98g/ml,20℃ · bromoethenyl-magn · Bromvinylmagnesium · Bromoethenylmagnesium
https://huagongshe.com/de/chemical/74584
Identifikatoren & physikalische Daten
| CAS No. | 1826-67-1 |
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| Summenformel | C2.H3.Br.Mg |
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| Durchschnittliche Molmasse | 131,25 g/mol |
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| SMILES | [Br-].[CH-]=C.[Mg+2] |
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| InChIKey | XHHHAXOHMKAOSL-UHFFFAOYSA-M |
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| PubChem CID | 74584 |
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| EC No. | 217-375-3 |
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| DTXSID | DTXSID40883758 |
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| Lokaler Name | Bromvinylmagnesium |
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Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 0 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 2 |
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| Frei drehbare Bindungen | 0 |
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| Schwere Atome | 4 |
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| Formalladung | 0 |
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| Komplexität | 6 |
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| Stoffklassen | Metals -> Metals, Organic Compounds |
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| Dichte | 0.98 @25 °C0.981 g/mL at 25 °C |
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| Physical Description | 12-17% tetrahydrofuran solution: Brown liquid with an ether-like odor[Alfa Aesar MSDS] |
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| Flammpunkt | 1 °F |
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| Lagerbedingungen | Refrigerator |
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| Löslichkeit | vigorous reaction |
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| Aggregatzustand | Solution |
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| Farbe | Clear light brown to brown |
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| BRN | 3535841 |
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| InChI | InChI=1S/C2H3.BrH.Mg/c1-2/h1H,2H2/q+1/p-1 |
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| InChIKey | XHHHAXOHMKAOSL-UHFFFAOYSA-M |
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| SMILES | C(=C)[Mg]Br |
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| CAS Datenbank | 1826-67-1(CAS DataBase Reference) |
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| EPA chemische Informationen | Magnesium, bromoethenyl- (1826-67-1) |
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Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (39.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P223, 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 68 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Regulatorische Informationen | Magnesium, bromoethenyl-: Does not have an individual approval but may be used under an appropriate group standard |
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| Gefahrenübersicht | 12-17% in tetrahydrofuran (CAS# 109-99-9): PyrophoricReacts violently with water evolving extremely flammable gasesMay form explosive peroxidesCauses burns[Alfa Aesar MSDS] See Vinylmagnesium chloride. |
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| Hazard Classes and Categories | Flam. Liq. 2 (39.7%) |
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| Protective Action Criteria (PAC) | 1.2 [mg/m3]13 [mg/m3]79 [mg/m3] |
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| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
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| F | 1-3-10 |
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| Wassergefährdungsklasse (WGK) | 1 |
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| TSCA-Inventar-Status | TSCA listed |
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| UN-Transportnummer | UN 3399 4.3/PG 2 |
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| Zollcode | 29319090 |
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| R-Sätze (R) | 11-14-19-34-14/15-40-37 |
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| Gefahrensymbole | F,C |
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| Sicherheitshinweise (S) | 16-26-29-33-36/37/39-45-6A-43B-43 |
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| Gefahrenklasse | 4.3/3Acute Tox. 4 OralCarc. 2Eye Dam. 1Flam. Liq. 2Skin Corr. 1ASTOT SE 3Water-react 1 |
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Anwendungen & Verwendung
Verwenden
Vinylmagnesium bromide solution (1 M in THF) may be used in the synthesis of 2-vinylchroman-4-ones by the conjugate addition with chromones in the presence of a Lewis acid.It may also be used in the following transformations: (S)-3-(benzyloxy)-4-oxo-butanoic acid methyl ester to methyl (3S,4S)-4-hydroxy-3-(phenylmethoxy)hex-5-enoate.(R)-1-Azido-5,6-epoxyhexane to (S)-1-(4-azidobutyl)-2-propen-1-ol.2,3-O-Isopropylidene-D-ribose to 1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol.(4S,5S)-2,2-Dimethyl-5-vinyl[1,3]dioxolane-4-carbaldehyde to (1R,4R,5S)- and (1S,4R,5S)-1-(2,2-dimethyl-5-vinyl[1,3]dioxolan-4-yl)prop-2-en-1-ol.Ethyl levulinate to -methyl--vinylbutyrolactone.