280909

Chlormethylen-dimethyliminiumchlorid

95%

• Synonym(e): Vilsmeier-Reagens, Vilsmeier-Reagenz
• Lineare Formel: ClCH=N(CH₃)₂Cl
• CAS-Nummer: 3724-43-4
• Molekulargewicht: 128.00
• Beilstein: 3566322
• EG-Nummer: 425-970-6
• MDL-Nummer: MFCD00011868
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 24856957
• NACRES: NA.22

Eigenschaften

• Assay: 95%
• Form: solid
• Eignung der Reaktion: reaction type: C-C Bond Formation
• Verunreinigungen: <5% DMF
• mp (Schmelzpunkt): 132 °C (dec.) (lit.)
• Funktionelle Gruppe: amine; chloro
• Lagertemp.: 2-8°C
• SMILES String: [Cl-].C\[N+](C)=C\Cl
• InChI: 1S/C3H7ClN.ClH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1
• InChIKey: QQVDYSUDFZZPSU-UHFFFAOYSA-M

Beschreibung

Anwendung

Reagent used to prepare ß-lactams from ß-amino acids via carboxyl activation and cyclodehydration. Also used to convert α-aminonitriles into 4-chloroimidazoles.

Reagent or Reactant for the synthesis of:

• β-Lactams vis the Staudinger reaction
• N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides
• Multi ring-fused 2-pyridone-based fluorescent scaffold
• ester prodrugs as anti-poxvirus agents
• Trimethine cyanine dyes for sensing G-quadruplex formation
• Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation
• 2-Azetidinones via [2+2]-cycloaddition

Used for studying organic photosensitizers for application in dye-sensitized solar cells

Sicherheitshinweise

• Piktogramme: GHS08,GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H302,H314,H360D
• P-Sätze: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1A
• Zusätzliche Gefahrenhinweise: EUH014
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges