PLANT GROWTH REGULATORS BASED ON CYCLIC KETALS AND THEIR DERIVATIVES

For citation:Raskil’dinaG.Z., BorisovaY.G., MikhailovaN.N., MryasovaL.M., KuznetsovV.M., ZlotskiyS.S. Plant growth regulators based on cyclic ketals and their derivatives. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. N 1. P. 95-101.Low toxicity of polyfunctional 1,3-dioxocyclicalkanes to soil bacteria allows to consider the compounds of this class as perspective herbicides. In this regard, we studied the herbicidal activity of a series of substituted cyclic ketals, their derivatives and alkenylmalonates. On the basis of commercially available triols the corresponding cyclic ketals were obtained with a yield more than 90%. O-alkylation of alcohol according to the methods led to the corresponding ethers and esters. The glycerol monoethers were obtained quantitatively by acid hydrolysis of ketals. Growth-regulatory activity of the synthesized compounds was determined in vitro on wheat and pea seedlings according to a known procedure (aromatic solvent - nefras A 150/330, surfactant - oxyethylated izononilfenol neonol AF-9-12). Evaluation of herbicidal activity of preparations was carried out in the laboratory. During 3 days length (L, mm) and weight (m, g) seedlings in comparison with the control option was measured. Without herbicide on seedlings the monocotyledonous and dicotyledonous plants are placed in Petri dishes containing water emulsion of active substances with a concentration of 5 mg / l and 10 mg / l for peas and 50 mg / l and 100 mg / l for wheat. As a reference well-known herbicide, Oktapon Extra, was used. The diol with allyloxy-diol group showed the best results towards wheat. This compound successfully inhibits the increase in the length and weight of escape and gives close results to the standard. For peas, ketals and derivatives thereof are effective only in terms of inhibition of the shoot masses. Heterocyclic alcohol and glycols are superior to the standard, and a ketal at a concentration of 10 mg / l practically corresponds to it. Alkenylmalonates were more effective in inhibiting the escape weight wheat than peas. In particular, at a concentration of 100mg / l effectiveness of methallyl derivatives of trans-1,3-dichloropropene coincides to the standard. Physical and chemical characteristics of the compounds were proved by NMR and mass spectra. Screening results showed that activity of diol with allyloxy group is close to the ideal attitude to wheat. Ketals and their derivatives show the herbicidal activity only at inhibition of the mass escape of peas. Results of alkenylmalonates were better at inhibition of the mass escape of wheat than peas. The obtained results prove prospectivity of producing of herbicidal drugs based on the alkenylmalonates substituted diols and acetals, as a new generation of herbicides.