3,6-Dihydroxypyridazine 3,6-Dihydroxypyridazine
Structural formula
| Business number | 03GJ |
|---|---|
| Molecular formula | C4H4N2O2 |
| Molecular weight | 112 |
| label |
Maleic acid hydrazide; maleic acid hydrazide; bud inhibitor; green acid, Plant Growth Regulator |
Numbering system
CAS number:123-33-1
MDL number:MFCD00006665
EINECS number:204-619-9
RTECS number:UR5950000
BRN number:112223
PubChem ID:None
Physical property data
1. Properties: white crystal
2. Decomposition temperature (℃): 260
3. Melting point (℃): 296~298
4. Density (g/mL, 25℃): 1.60
5. Solubility: Solubility in water at 25℃ is about 0.6 %, solubility in ethanol is 0.1% and in dimethylformamide is 2.4%. Its sodium, potassium and ammonium salts and organic phosphates are easily soluble in water. It begins to decompose when heated to 260°C. Soluble in hot water, slightly soluble in hot ethanol.
Toxicological data
Rat acute oral LD50 1400mg/kg, its sodium salt is 6950mg/kg, and diethylamine salt is 2340mg/kg. No irritating effect. Rats fed with ingredients containing 5% of the original drug showed no symptoms of poisoning for 2 years, and no teratogenic, carcinogenic or mutagenic properties were found. Low toxicity to fish, fish LC5075mg/L. Non-toxic to bees.
Ecological data
None yet
Molecular structure data
1. Molar refractive index: 26.19
2. Molar volume (cm3/mol): 72.7
3. Isotonic specific volume (90.2K ): 225.5
4. Surface tension (dyne/cm): 92.5
5. Polarizability (10-24cm3): 10.38
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 2
4. Number of rotatable chemical bonds: 0
5. Number of tautomers: 3
6. Topological molecule polar surface area 58.2
7. Number of heavy atoms: 8
8. Surface charge: 0
9. Complexity: 143
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
Contains irritating substances. Irritating to eyes, respiratory tract and skin. Wear suitable protective clothing, gloves and use protective glasses or a face shield.
Storage method
None yet
Synthesis method
It is derived from the reaction of maleic anhydride and hydrazine hydrate. Put water and 40% hydrazine hydrate into the reaction pot, add 30% hydrochloric acid dropwise while stirring and cooling, control the temperature below 20°C until the pH value is 6.2-6.4, add cisbutyleneElenic anhydride, slowly raise the temperature to 106-110°C, reflux for 2 hours, cool to 5°C, filter, wash the filter cake with ice water to pH 4.8-5.1, dry to obtain maleic hydrazide, yield 97% .
Purpose
1. In agriculture, it is a selective herbicide and temporary plant growth inhibitor. The pesticide can enter the plant through the leaf cuticle and reduce photosynthesis; osmotic pressure and evaporation can strongly inhibit the growth of buds. It is used to prevent potatoes, onions, garlic and radishes from sprouting during storage, and has the effect of inhibiting crop growth and prolonging flowering. It can also be used for weeding in non-arable land. The tautomerism of this product is 3,6-Dihydroxypyridazine. It is an intermediate of the sulfonamide drug sulfamethoxazine.
2. Plant growth regulator. Inhaled through leaves or roots, it is transmitted through xylem and phloem, inhibiting cell division and inhibiting plant growth. 0.1%～0.05% liquid can control grasses and weeds in lawns, orchards and waterside; 0.025% liquid can inhibit the germination of onions and potatoes during storage; 0.1%～0.05 % liquid inhibits and delays the growth of tobacco lateral buds and protects citrus seedlings from frost damage.
