Name | ADS |
Synonyms | ADS Colut Fervios NP 48Na BAS 90210H sodium salt of -2-(1-allyl oxyamino butylidene)-5,5-dimethyl-4-methoxy-carbonyl cyclohexane-1,3-dione |
Molecular Formula | C17H24NO5Na |
Physical and Chemical Properties | Chemical properties White odorless crystalline solid. M. p.185.5 ℃ (decomposition), flash point 185.5 ℃, relative density 1.23, vapor pressure <1.333 × 10-4Pa (25 ℃), dissociation constant pKa3.7. The solubility at 30 ℃ is: dimethylformamide 1000 g/kg, methanol 619 g/kg, ethanol 50 g/kg, acetone 14 g/kg, xylene 0.02 g/kg, water 2000g/L. Easy deliquescence, dry at 50 DEG C for 30 days without decomposition, 0. The half-life of 2% active fraction is 4d in 0.1mol/L sodium hydroxide solution and 7d in 0.1mol/L hydrochloric acid solution. Unstable for daylight. |
Use | Uses non-hormonal, absorption-conducting herbicides. Control of broad-leaved crops in dry field grass weeds, in the post-seedling leaves, stem treatment, for many broad-leaved crops from seedling stage to growth period can be used. Mainly used for soybean, sugar beet, cotton, tobacco, vegetables, peanuts, carrots, potatoes and other crops, not for cereal crops. There are some sensitive weeds, such as maitang, bromose, wild oat, bighead, dog-tailed grass, and cattle gluten grass, which are not effective for Kentucky bluegrass, Cyperus and broad-leaved weeds. In the 1-4 leaf stage, 7.5-11.3g of active ingredient/100 m2 was used, and in the 4-5 leaf stage, 11.3-15g of active ingredient/100 m2 was used. |
Preparation of 2-n-butyryl -4-methoxycarbonyl -5, 5-dimethylcyclohexane -1, 3-dione in 1.2g (0.05mol) of sodium metal and 20mL of methanol Sodium methoxide solution, after adding 6.7g (0.05mol) of dimethyl malonate, dripping 5.1g (0.05mol) 2-methyl pentenone -4 under stirring. After heating and refluxing for 3h, methanol was distilled, and dilute hydrochloric acid was added to the resulting residue to acid. Then extracted with dichloroethane, washed with water, and dehydrated to prepare a dichloroethane solution containing 4-methoxycarbonyl-N-5, 5-dimethylcyclohexane -1, 3-dione 8.5~9.5g. Then 6.8g (0.05mol) of anhydrous zinc chloride and 6.2g(0.058mol) of n-butyryl chloride were added and heated and refluxed for 3h under stirring. After the reaction, the reaction solution is injected into ice water, free oil is extracted with chloroform, washed with water, dried and desoluted to obtain 10.2g of oil-like product with a 76% yield.
Synthesis of grass killing Add 6.2g (0.023mol) of oil-like product to 50mL of ethanol, add 2.2g (0.03mol) of allyloxyamine after stirring well, stir at room temperature for 2h, and evaporate ethanol under reduced pressure. Dissolve the obtained oil in 50mL 1mol/L sodium hydroxide solution, wash with chloroform, cool, add 50mL 2mol/L hydrochloric acid to acidify to acid. Free oil was extracted with chloroform and then evaporated to obtain 6.9g 2-(1-allyloxyamino) butyl-4-methoxycarbonyl-5, 5-dimethylcyclohexan-1, 3-dione in 93% yield. The compound was then dissolved in 50mL of methanol and neutralized by adding sodium hydroxide aqueous solution (0.85g NaOH plus 10mL of water). The neutralization solution was concentrated under reduced pressure to obtain white crystals, washed and dried with acetonitrile to obtain 7.2g grass. m.p.185.5 ℃ (decomposition).