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CAS RN: 3724-43-4 | Product Number: C1545
(Chloromethylene)dimethyliminium Chloride
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Purity: >95.0%(T)
Synonyms:
- Vilsmeier Reagent
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|---|
| 25G |
$136.00
|
2 | 1 | ≥100 |
|
|
| 250G |
$792.00
|
1 | 1 | 16 |
|
* Items in stock locally typically ship the same day of ordering. Items from Japan stock are able to ship from a US warehouse within 2 weeks after ordering. For additional estimated shipment times, please refer to the Shipping Simulation tool. Note: Excludes regulated items and items that ship on ice.
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| Product Number | C1545 |
Purity / Analysis Method 
|
>95.0%(T) |
| Molecular Formula / Molecular Weight | C__3H__7Cl__2N = 128.00 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Frozen (<0°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Moisture Sensitive,Heat Sensitive |
| CAS RN | 3724-43-4 |
| Reaxys Registry Number | 3566322 |
| PubChem Substance ID | 87566542 |
| MDL Number | MFCD00011868 |
Specifications
| Appearance | White to Light yellow to Light orange powder to crystal |
| Purity(Argentometric Titration) | min. 95.0 % |
Properties (reference)
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H301 : Toxic if swallowed. H314 : Causes severe skin burns and eye damage. H360 : May damage fertility or the unborn child. H290 : May be corrosive to metals. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dusts or mists. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P234 : Keep only in original container. P201 : Obtain special instructions before use. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P390 : Absorb spillage to prevent material damage. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P406 : Store in corrosive resistant container with a resistant inner liner. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number (DOT-AIR) | UN2923 |
| Class (DOT-AIR) | 8/6.1 |
| Packing Group (TCI-A) | III |
| HS Number | 2925.29.9000 |
Application
TCI Practical Example: Formylation of Aromatic Compound Using Vilsmeier Reagent
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Used Chemicals
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Procedure
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To a solution of Vilsmeier reagent (1.09 g, 8.54 mmol, 2.0 eq.) in DMF (8.5 mL) was added indole (500 mg, 4.27 mmol) at 0 °C and the solution was stirred for 2.5 h at room temperature. The reaction mixture was quenched with 1 mol/L NaOH aq. (13 mL) and diluted with water (12 mL). The solution was poured into ice-cooled water (25 mL) and stirred for 1 h at the same temperature. The precipitation was collected by filtration, washed with water (3 x 3 mL), and dried under reduced pressure to give indole-3-carbaldehyde as a pale yellow solid (529 mg, 77% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.32).
Since Vilsmeier reagent has hydroscopicity, it was quickly weighed and used.
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Analytical Data
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Indole-3-carboxaldehyde
1H NMR (270 MHz, DMSO-d6); δ 12.11 (brs, 1H), 9.94 (s, 1H), 8.27 (s, 1H), 8.09 (d, J = 7.6 Hz, 1H), 7.51 (d, J = 7.8 Hz, 1H), 7.29-7.19 (m, 2H).
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Other Reference
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- Discovery and synthesis of novel indole derivatives-containing 3-methylenedihydrofuran-2(3H)-one as irreversible LSD1 inhibitors
Application
Formylation
Reference
- Synthesis and Characterization of a Multi Ring-Fused 2-Pyridone-Based Fluorescent Scaffold
PubMed Literature
Product Articles
Product Documents (Note: Some products will not have analytical charts available.)
Safety Data Sheet (SDS)
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Specifications
C of A & Other Certificates
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Analytical Charts
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