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Dimethylformamide, DMF is an organic compound with the chemical formula H C O N(CH 3) 2.Its structure is HC(=O)−N(−CH 3) 2.Commonly abbreviated as DMF (although this initialism is sometimes used for dimethylfuran, or dimethyl fumarate), this colourless liquid is miscible with water and the majority of organic liquids.
The reagent removes pairs of H atoms from organic molecules. The stoichiometry of its action is illustrated by the conversion of tetralin to naphthalene: 2 C 6 Cl 2 (CN) 2 O 2 + C 10 H 12 → 2 C 6 Cl 2 (CN) 2 (OH) 2 + C 10 H 8. The resulting hydroquinone is poorly soluble in typical reaction solvents (dioxane, benzene, alkanes), which ...
The chemical is a useful reagent for peptide synthesis reactions, where it activates the carboxylic acid partner for subsequent reaction with amines. It is commercially available as 50 % solution in DMF or ethyl acetate as a slightly yellow mixture.
Computer-assisted organic synthesis software is a type of application software used in organic chemistry in tandem with computational chemistry to help facilitate the tasks of designing, predicting, and producing chemical reactions. CAOS aims to identify a series of chemical reactions which, from a starting compound, can produce a desired molecule.
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.
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 −.
The advantages of BMS over other borane reagents, such as borane-tetrahydrofuran, are its increased stability and higher solubility. [1] BMS is commercially available at much higher concentrations than its tetrahydrofuran counterpart (10 M ) and does not require sodium borohydride as a stabilizer , which could result in undesired side reactions ...