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(Chloromethylene)dimethyliminium chloride

ALDRICH/280909 - 95%

Synonym: (Chlormethylene)dimethylammonium chloride; Arnold′s reagent; Dimethylchloroformiminium chloride; Vilsmeier reagent

CAS Number: 3724-43-4
Empirical Formula (Hill Notation): C3H7Cl2N
Molecular Weight: 128.00
EC Number: 425-970-6
MDL Number: MFCD00011868
Linear Formula: ClCH=N(CH3)2Cl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-280909-5G 5 g
$57.80
1/EA
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45-280909-25G 25 g
$153.00
1/EA
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assay 95%
form solid
impurities <5% DMF
InChI 1S/C3H7ClN.ClH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1
InChI key QQVDYSUDFZZPSU-UHFFFAOYSA-M
mp 132 °C (dec.) (lit.)
Quality Level 200 
reaction suitability reaction type: C-C Bond Formation
SMILES string [Cl-].C[N+](C)=CCl
storage temp. 2-8°C
Application: 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
Application: Reagent used to prepare ß-lactams from ß-amino acids via carboxyl activation and cyclodehydration. Also used to convert α-aminonitriles into 4-chloroimidazoles.
Packaging: 5, 25 g in glass bottle
Purity 95%
mp 132 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 12352101

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