What is the purpose of the Vilsmeier reagent?
Introduction. (Chloromethylene)dimethylammonium chloride (Vilsmeier reagent) has been known as a formylating agent. It has also emerged as an efficient synthetic auxiliary for the synthesis of some important class of organic compounds.
How do you make a Vilsmeier reagent?
The Vilsmeier reagent is an organic compound with the formula [(CH3)2NCHCl]Cl. It is a salt consisting of the N,N-dimethyliminium cation ([(CH3)2N=CHCl]+) and chloride anion. Depending on the particular reaction, the anion can vary….Vilsmeier reagent.
| Names | |
|---|---|
| show SMILES | |
| Properties | |
| Chemical formula | C3H7Cl2N |
| Molar mass | 128.00 g·mol−1 |
What is reagent in organic synthesis?
In organic chemistry, the term “reagent” denotes a chemical ingredient (a compound or mixture, typically of inorganic or small organic molecules) introduced to cause the desired transformation of an organic substance.
What are the different types of reagents and their uses?
This is a list of inorganic and organic reagents commonly used in chemistry….Reagent Compounds.
| Name | General Description |
|---|---|
| Pyridinium chlorochromate | used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones |
| Pyridinium dichromate (Cornforth reagent) | converts primary and secondary alcohols to ketones |
How many types of reagents are there in organic chemistry?
There are basically two types of reagents used in organic chemistry, the electrophiles and nucleophiles.
What is DMF reagent?
Product description. Dimethylformamide (DMF) is a clear, colorless, hygroscopic liquid with a slight amine odor. The solvent properties of DMF are particularly attractive because of the high dielectric constant, the aprotic nature of the solvent, its wide liquid range and low volatility.
What does DMF do in a reaction?
DMF dissolves amino acids and coupling reagents and does not react with piperidine, but this reagent can jeopardize peptide synthesis by decomposition into formaldehyde (HCHO) and dimethylamine (HNMe2).
What is the Vilsmeier reaction?
The Vilsmeier Reaction allows the formylation of electron-rich arenes. The formylating agent, also known as the Vilsmeyer-Haack Reagent, is formed in situ from DMF and phosphorus oxychlorid: An electrophilic aromatic substitution leads to α-chloro amines, which are rapidly hydrolyzed during work up to give the aldehyde:
What is the mechanism of the vilsmeyer Haak reaction?
Mechanism of the Vilsmeier-Haak Reaction. The formylating agent, also known as the Vilsmeyer-Haack Reagent, is formed in situ from DMF and phosphorus oxychlorid: An electrophilic aromatic substitution leads to α-chloro amines, which are rapidly hydrolyzed during work up to give the aldehyde:
How is a formylating agent formed from DMF?
The formylating agent, also known as the Vilsmeyer-Haack Reagent, is formed in situ from DMF and phosphorus oxychlorid: An electrophilic aromatic substitution leads to α-chloro amines, which are rapidly hydrolyzed during work up to give the aldehyde: