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• 6306-60-1 2,4-Dichlorophenylacetonitrile 

Relevant academic research and scientific papers

Synthesis, properties and crystal structure of the 2,4-dichlorophenyl- cyanoxime: A powerful carbonyl reductase inhibitor

The compound 2,4-dichlorophenylcyanoxime (later H(2,4-diCl-PhCO)) has significance in its possible application in cancer chemotherapy treatments since it acts as an inhibitor of the human carbonic reductase. This enzyme decreases the effectiveness of anthracycline drug treatment of some types of cancer. The compound was synthesized in high yield at ambient conditions from 2,4-dichlorophenylacetonitrile, using gaseous methylnitrite. The compound was characterized by means of UV-visible, IR, 1H, 13C NMR spectroscopy and X-ray analysis. The cyanoxime crystallizes in a monoclinic space group P21/c (#14) with unit cell constants: a = 3.7587(9) A, b = 30.087(7) A, c = 7.6874(17) A, β = 96.163(3); V = 864.3(3) A3, Z = 4. The structure was solved, using direct methods, to final R indices [I > 2σ (I)] R1 = 0.0551 (wR2 = 0.1217). The compound adopts a non-planar, trans-anti configuration with the value of the dihedral angle between the cyanoxime and dichlorophenyl planes equal to 50.61.

Oxime ethers, the preparation thereof, compositions containing them and use thereof

The invention relates to oxime ethers of the formula I STR1 wherein n is 1 or 2, each of R1 and R2 is hydrogen or C1 -C4 alkyl each of R3 and R4 is hydrogen, halogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy, C1 -C4 alkylthio, C1 -C4 haloalkylthio, C1 -C4 alkylsulfinyl, C1 -C4 alkylsulfonyl, C1 -C4 haloalkylsulfinyl, C1 -C4 haloalkylsulfonyl or nitro; each of R5 and R6 independently of the other is hydrogen, C1 -C4 alkyl, C1 -C4 haloalkyl, phenyl or phenyl which is substituted by halogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy, C1 -C4 alkylthio, C1 -C4 alkylsulfinyl, C1 -C4 alkylsulfonyl, carboxyl, carbamoyl, C 1 -C4 alkylcarbamoyl, nitro or cyano, or R5 and R6 together are also a 2- to 6-membered alkylene or alkenylene chain which may be substituted by C1 -C4 alkyl radicals; X is hydrogen, cyano, nitro, chlorine, C1 -C4 alkyl, C1 -C4 haloalkyl, C3 -C6 cycloalkyl, carboxyl, carbamoyl, C1 -C4 alkylcarbonyl, C1 -C4 alkoxycarbonyl or C1 -C4 alkylcarbamoyl. The oxime ethers of the formula I are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice.