Name | diclobutrazol |
Synonyms | VIGIL pp296 vigilex diclobutrazol DICLOBUTRAZOL DICHLOBUTRAZOL (r*,r*)-(+-)-hylethyl) DICLOBUTRAZOL MIXTURE OF STEREO ISOMERS, 1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol 1h-1,2,4-triazole-1-ethanol,beta-((2,4-dichlorophenyl)methyl)-alpha-(1,1-dimet E-(R,S)-1-(2,4-DICHLOROPHENYL)-4,4-DIMETHYL-2-(1H-1,2,4-TRIAZOL-1-YL)PENT-1-ENE-3-OL (r*,r*)-(+-)-beta-[(2,4-dichlorophenyl)methyl]-alpha-(1,1-dimethylethyl)-1h-1,2,4-triazole-1-ethanol |
CAS | 75736-33-3 |
InChI | InChI=1/C15H19Cl2N3O/c1-15(2,3)14(21)13(20-9-18-8-19-20)6-10-4-5-11(16)7-12(10)17/h4-5,7-9,13-14,21H,6H2,1-3H3 |
Molecular Formula | C15H19Cl2N3O |
Molar Mass | 328.24 |
Density | 1.28±0.1 g/cm3(Predicted) |
Melting Point | 147-149° |
Boling Point | 484.3±55.0 °C(Predicted) |
Flash Point | >100°C |
Appearance | neat |
Merck | 13,3107 |
pKa | 13.86±0.20(Predicted) |
Storage Condition | 0-6°C |
Physical and Chemical Properties | Pure white crystals. m.p.147 ~ 149 deg C, the vapor pressure of 0.0027 x 10-3PA (20 deg C), the relative density of 1.25,pKa<2. Soluble in acetone, chlorine, methanol, ethanol and other organic solvents, solubility greater than or equal to 50g/L; In water solubility of 9mg/L, partition coefficient of 6460. Acid, alkali, light, heat stability, under the condition of strong acid, strong base, 80 ℃ hydrolysis half-life of 5d, under the condition of pH 4~9, the stability of the aqueous solution to natural light was more than 33d, and the stability of the original drug was more than 90d and 182d at 50 ℃ and 37 ℃, respectively. |
Risk Codes | R36 - Irritating to the eyes R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 3077 |
WGK Germany | 2 |
RTECS | XZ4804000 |
HS Code | 29339900 |
Toxicity | LD50 in rats (mg/kg): ~4000 orally; >1000 dermally; in mallard ducks: >9000 orally (Bent, Skidmore) |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
toxicity | Acute oral LD50 of rats was 4000mg/kg, mice> 1000mg/kg, guinea pigs 4000mg/kg, rabbit 4000mg/kg. Rabbit and rat acute percutaneous LD50>1000mg/kg. It has slight irritation to rabbit skin and moderate irritation to rabbit eyes. Rats fed for 3 months test no dose of 2.5mg/kg per day, dogs fed for half a year test no dose of 15mg/kg per day. Rainbow trout lc509.6 mg/kg (15 C, 96H). Wild duck oral LD509461mg/kg. The oral (or contact) LC50 of the bee is 0.05mg. |
biological activity | Diclobutrazol is a fungicide against rust, powdery mildew and other fungal plant pathogens have high activity. Diclobutrazol can be used as a pesticide to control a variety of crop diseases. |
Use | triazole fungicide, sterol demethylation inhibitor. It has the characteristics of less dosage, wide bactericidal spectrum and strong internal absorption. It has a good control effect on the disease caused by powdery mildew, rust and many other pathogenic bacteria of cereal crops. 100mg/L can completely inhibit the hidden stalk rust and barley powdery mildew. Spraying wheat, barley and other crops with the dose of 62.5~125g/hm2 can effectively control the diseases of leaves and ears of crops, and can increase the yield. It has antifreeze effect on winter barley. In addition, it can also be used to control Apple powdery mildew, scab, grape powdery mildew, coffee rust and so on. The control of tomato, banana and citrus fungal diseases, is also a promising agent. This product can also be used as a plant growth regulator. used for the control of powdery mildew, smut, sheath blight and other diseases of wheat |
production method | preparation method the reaction of methyl butyl chloroethyl ketone with 1,2, 4-triazole, N-tert-butylcarbonylmethylene -1,2, 4-triazole is formed in a yield of> 90%, and a mature preparation method has been established. N-tert-butylcarbonylmethylene -1,2, 4-triazole is reacted with 2, 4-dichlorobenzaldehyde to produce dichlorenone in a yield of 90%-96%. There is a mature preparation method. After 0.02mol of dichlorenone and 20ml of methanol were stirred and dissolved, 140ml of an aqueous solution containing 0.06mol of sodium bicarbonate was added. The reaction was a white emulsion, heated to reflux with stirring, and 0.04mol of sodium hydrosulfite (Na2S2O4) was added in portions over 5H. After the addition, continue to stir reflux 2H, cool to room temperature, add 60ml of water, stir 30min, filter, solid with a small amount of water to wash, give light gray-white solid, dry white solid 6.8g, the content was 92.15%, and the yield was more than 95.5%. Recrystallization from acetonitrile gave white crystals, M.P. 149-150 °c. If water-dimethylformamide is used as the solvent (1:1, volume ratio), the yield will be higher. Preparation Method N-tert-butyl carbonylmethylene -1,2 was obtained by reacting di-tert-butyl bromoethyl ketone (α-bromopyranone) with 1,2, 4-triazole, 4-triazole, I .e., 1-(1,2, 4-triazol-1-yl)-3, 3-dimethylbutan-2-one. 1-(2, 4-dichlorophenyl)-2-(1,2, 4-triazol-1-yl) was obtained by reaction with 2, 4-dichlorobenzyl chloride. -4, 4-dimethyl-pent-3-one. Finally, benzylchlorotriadimenol is prepared by reduction with potassium borohydride (or sodium borohydride). |