195. Toxic fluorine compounds containing the C–F link. Part III. Fluoroacetamide and related compounds

Synthesis of fluoroacetate from fluoride, glycerol, and beta-hydroxypyruvate by Streptomyces cattleya

“…Fluoroacetate is one of the most toxic compounds produced by organisms (2,3,16). A few plants, Dichapetalum cymosum (6), Palicourea marcgravii (12), Acacia georginae (11,14,19), Gastrolobium grandiflorum (7), and Oxylobium species (1), are not only resistant to fluoroacetate but also synthesize it from fluoride at high concentrations.…”

“…The solution was concentrated to 3 ml by evaporation, adjusted to pH 2 with 1 N HCl, and loaded on an Extrelute column (Merck). [1,[2][3][4][5][6][7][8][9][10][11][12][13] C]glycolate was eluted with 100 ml of ethyl ether and obtained by evaporation of the solvent as a white powder (385 mg; 5 mmol), with a yield of 69%. Tracer experiments with growing mycelia were carried out by the addition of a 14 C-labeled compound to 50 ml of the culture broth grown on medium K supplemented with 10 mM KF for 5 days.…”

“…A solution containing [1,[2][3][4][5][6][7][8][9][10][11][12][13] C]bromoacetic acid (1 g; 7.2 mmol) and potassium hydroxide (580 mg; 14.5 mmol) in 15 ml of water was autoclaved in a sealed vial at 120ЊC for 15 min. The solution was concentrated to 3 ml by evaporation, adjusted to pH 2 with 1 N HCl, and loaded on an Extrelute column (Merck).…”

“…Permeabilized mycelia of S. cattleya NTG29 were used to examine the incorporation of [2][3][4][5][6][7][8][9][10][11][12][13][14] C]glycolate. The mycelia were grown in medium K supplemented with 10 mM KF.…”

Microwave and Millimeterwave Spectrum of Monofluoracetonitrile-15N (CH2FC15N). A Contribution to Molecular Structure

“…The 15N-fluoracetamide is easily prepared from 15N-ammonia and ethylfluoracetate [4]. M ost of the lines were measured using source modulation.…”