950847-34-4

Upstream product

• 69316-11-6 α-hydroximido-(2-benzoyl)acetonitrile 
• 614-16-4 Benzoylacetonitrile 

Downstream Products

• 7440-22-4 silver 
• 151109-28-3 [(C₆H₅)3Sb(ONC(CN)C(O)C₆H₅)Cl] 

Relevant academic research and scientific papers

Light insensitive silver(I) cyanoximates as antimicrobial agents for indwelling medical devices

Ten silver(I) cyanoximates of AgL composition (L = NC-C(NO)-R, where R is electron withdrawing groups: -CN, -C(O)NR2, -C(O)R′ (alkyl), -C(O)OEt, 2-heteroaryl fragments such as 2-pyridyl, 2-benzimidazolyl, 2-benzoxazolyl, 2-benzthiazolyl) were s

Planochromism of cyanoxime anions: Computational and mechanistic studies in solid state and solutions

The benzoylcyanoxime, NC-C([dbnd]N-OH)-C(O)-C6H5 (later H(BCO)), represents a new ampolydentate ligand that received attention in the light of useful biological properties of its coordination compounds. Colorless H(BCO), upon deprotonation, gains color that depends on the counter-cation and the system in general. Five derivatives of H(BCO), with colorless organic and inorganic mono-cations – Cs, Tl, Ag, N(CH3)4 and As(C6H5)4 – were synthesized and characterized by the X-ray analysis, vibrational and electronic spectroscopy. Compounds exhibited unexpected and significant differences in color, both in solid state and in solutions, that were challenging to explain, thereby warranting detailed investigation including high-level DFT/TDFT computations. It was found that the BCO? anion demonstrates negative solvatochromic in polar protic ROH (R[dbnd]H, CH3, C2H5, C3H7, C4H9) solvents, and appears yellow in color, as tetraalkylammonium or alkali metal salts. In polar aprotic solvents, such as CH3CN, DMF, and DMSO, solutions of the BCO- anion are red. The color originates from n → π * transition in the anion. Solid state structures evidenced a considerable dependence on planarity of the BCO? anion on its color, as well as on the character of bonding in the C–N–O fragment: yellow color is associated with an oxime (bond length C–N is shorter than N–O), while red color is due to the nitroso character (bond length C–N is longer than the N–O). An addition of ethanol to red solutions of the BCO-containing salts leads to the color change to yellow, which is the result of the formation of an H-bond between the C–N–O fragment of cyanoxime and the solvent, also leading to the flattening of the structure. An explanation for this new color-changing effect was offered, based on experimental evidence and TD/DFT calculations.

Light Insensitive Silver(i) Cyanoximates As Antimicrobial Agents For Indwelling Medical Devices

Silver(I) cyanoximates of AgL composition (L=NC—C(NO)—R, where R is electron withdrawing groups: —CN, —C(O)NR2, —C(O)R′ (alkyl), —C(O)OEt, 2-heteroaryl fragments such as 2-pyridyl, 2-benzimidazolyl, 2-benzoxazolyl, 2-benzthiazolyl) are synthesized and characterized using spectroscopic methods and X-ray analysis. The synthesized compounds also demonstrate remarkable insensitivity toward visible light and UV-radiation. The combined characteristics of these compounds, such as light insensitivity, poor water solubility, high thermal stability, lack of toxicity of organic ligands, and antimicrobial activity make these silver(I) cyanoximates compounds suitable for use in biomaterial and medical devices.

Synthesis, spectra and crystal structures of complexes of ambidentate C6H5C(O)C(NO)CN-

Compounds of NiII, CuII, PbII, AgI, TlI, SnIV and SbV with the oxime C6H5C(O)C(NOH)CN (HL) were obtained from water, alcohol or acetonitrile solutions. The copper(II) complexes have been prepared in high yields using metallic copper powder. The compounds were characterized by IR, UV/VIS spectroscopy, magnetochemistry and X-ray analysis. The crystal and molecular structures of [CuL2(H2O)] and [CuL2(4-mpy)2] (4-mpy = 4-methylpyridine) have been determined. In both complexes the anions adopt a cis-anti conformation, and the CuII is five-co-ordinated. The wide variety of co-ordination modes exhibited by the oximate are reviewed and discussed.