Search results
Results from the WOW.Com Content Network
The catalytic mechanism entails reversible formation of an imidoyl chloride (also known as the 'Vilsmeier reagent'): [27] [28] DMF penetrates most plastics and makes them swell. Because of this property DMF is suitable for solid phase peptide synthesis and as a component of paint strippers. DMF is used as a solvent to recover olefins such as 1 ...
The first step of the Bouveault aldehyde synthesis is the formation of the Grignard reagent. Upon addition of a N , N -disubstituted formamide (such as dimethylformamide ) a hemiaminal is formed, which can easily be hydrolyzed into the desired aldehyde.
The reaction of a substituted amide with phosphorus oxychloride gives a substituted chloroiminium ion (2), also called the Vilsmeier reagent. The initial product is an iminium ion (4b), which is hydrolyzed to the corresponding ketone or aldehyde during workup. [7] The Vilsmeier–Haack reaction
The Vilsmeier reagent is an organic compound with the formula [(CH 3) 2 NCHCl]Cl. It is a salt consisting of the N,N-dimethyliminium cation ([(CH 3) 2 N=CHCl] +) and chloride anion. Depending on the particular reaction, the anion can vary. In typical POCl 3-based reactions, the anion is PO 2 Cl 2 −.
HATU (Hexafluorophosphate Azabenzotriazole Tetramethyl Uronium) is a reagent used in peptide coupling chemistry to generate an active ester from a carboxylic acid. HATU is used along with Hünig's base (N,N-diisopropylethylamine), or triethylamine to form amide bonds. Typically DMF is used as solvent, although other polar aprotic solvents can ...
[citation needed] Like thionyl chloride, the reagent degrades into volatile side products in this application, which simplifies workup. One of the minor byproducts from the N , N -dimethylformamide catalyzed reaction, dimethylcarbamoyl chloride , is a potent carcinogen, stemming from the N , N -dimethylformamide decomposition.
Formylation generally involves the use of formylation agents, reagents that give rise to the CHO group. Among the many formylation reagents, particularly important are formic acid and carbon monoxide. [1] A formylation reaction in organic chemistry refers to organic reactions in which an organic compound is functionalized with a formyl group ...
The reaction mechanism is described as follows: . With amines, the reaction proceeds without problems to the corresponding amides because amines are more nucleophilic.If the esterification is slow, a side-reaction occurs, diminishing the final yield or complicating purification of the product.