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Maleic hydrazide

3,6-Dihydroxypyridazine

CAS: 123-33-1

Molecular Formula: C4H4N2O2

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Maleic hydrazide - Names and Identifiers

Name 3,6-Dihydroxypyridazine
Synonyms Maleic hydrazide
Meleic hydrazide
Maleic Hydrazine
3,6-Pyridazinediol
3,6-Dioxopyridazine
3,6-Pyridazinediol)
pyridazine-3,6-dione
Maleic acid hydrazide
3,6-Dihydroxypridazine
3,6-Dihydroxypyridazine
(2Z)-but-2-enedihydrazide
6-hydroxy-3(2h)-pyridazinon
6-Hydroxy-2H-pyridazin-2-one
1,2-Dihydropyridazin-3,6-dion
1,2-dihydro-6-pyridazinedione
cis-Butenedioic acid hydrazide
3(2H)-Pyridazinone, 6-hydroxy-
1,2-Dihydro-3,6-pyridazinedione
1,2-Dihydro-3,6-pyradizinedione
1,2-dihydropyridazine-3,6-dione
3,6-Pyridazinedione, 1,2-dihydro-
Maleic hydrazide,(3,6-Dihydroxypyridazine
CAS 123-33-1
EINECS 204-619-9
InChI InChI=1/C4H2N2O2/c7-3-1-2-4(8)6-5-3/h1-2H
InChIKey BGRDGMRNKXEXQD-UHFFFAOYSA-N

Maleic hydrazide - Physico-chemical Properties

Molecular FormulaC4H4N2O2
Molar Mass112.09
Density1,6 g/cm3
Melting Point299-301°C (dec.)(lit.)
Boling Point209.98°C (rough estimate)
Flash Point300°C
Water Solubility6 g/L
Solubility 4510mg/l
Vapor Presure0.289mmHg at 25°C
AppearanceWhite lens
ColorWhite crystalline
OdorOdorless
Merck14,5705
BRN112223
pKa9.01±0.20(Predicted)
Storage ConditionInert atmosphere,Room Temperature
SensitiveEasily absorbing moisture
Refractive Index1.4610 (estimate)
MDLMFCD00006665
Physical and Chemical PropertiesMelting point 306-308°C
water-soluble 6g/L
UseUsed as pesticide, pharmaceutical intermediates

Maleic hydrazide - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R40 - Limited evidence of a carcinogenic effect
R68 - Possible risk of irreversible effects
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
UN IDsUN 3077 9/PG 3
WGK Germany2
RTECSUR5950000
TSCAYes
HS Code29339990
ToxicityLD50 orally in rats: 3800-6800 mg/kg; dermally in rabbits: >4000 mg/kg (Ben-Dyke)

Maleic hydrazide - Upstream Downstream Industry

Raw MaterialsHydrazine sulfate
Hydrazine sulfate
hydrazine hydrate
hydrazine hydrate
Maleic anhydride
Maleic anhydride
Downstream Products3,6-Dichloropyridazine

Maleic hydrazide - Introduction

The solubility in water at 25 ℃ is about 0-6%, in ethanol is 0-1%, and in dimethylformamide is 2-4%. Its sodium, potassium and ammonium salts and organic phosphorus salts are easily soluble in water.
Last Update:2022-10-16 17:12:52

Maleic hydrazide - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
(IARC) carcinogen classification 3 (Vol. 4, Sup 7) 1987
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
toxicity acute oral LD501400mg/kg in rats, its sodium salt is 6950 mg/kg, diethanol salt is 2340 mg/kg. No stimulation. Rats fed with feed containing 5% of the original drug for 2 years did not appear poisoning symptoms, no teratogenic, carcinogenic, mutagenicity. Low toxicity to fish, bass LC5075mg/L. Non-toxic to bees.
use plant growth regulator. Through leaf surface or root inhalation, it is conducted by xylem and phloem, inhibiting cell division and inhibiting plant growth. 0.1% ~ 0.05% liquid medicine can control grasses, lawns, orchards and waterside weeds. 0.025% liquid medicine inhibits germination of onions and potatoes during storage. 0.1% ~ 0.05% liquid medicine inhibits and delays the growth of tobacco lateral buds and keeps citrus seedlings from frost damage.
Used as a plant growth inhibitor
Used as a pesticide and pharmaceutical intermediate
maleic hydrazide is a selective herbicide and a temporary plant growth inhibitor. The agent can enter the plant through the leaf stratum corneum, reduce photosynthesis, osmotic pressure and evaporation, and can strongly inhibit the growth of buds. It is used to prevent potatoes, onions, garlic and radishes from germinating during storage, and has the effect of inhibiting crop growth and prolonging flowering. It can also be used for weeding non-cultivated land. The tautomerism of this product is 3, 6-dihydroxypyridazine (3,6-Dihydroxypyridazine). It is an intermediate of sulfamethoxazine.
Biochemical research
Maleic hydrazide is a selective herbicide and temporary plant growth inhibitor.
Production method It is obtained by the reaction of maleic anhydride and hydrazine hydrate. Water and 40% hydrazine hydrate are added into the reaction pot, 30% hydrochloric acid is added dropwise under stirring and cooling, the temperature is controlled below 20 ℃ until the pH value is 6.2-6.4, maleic anhydride is added, the temperature is slowly raised to 106-110 ℃, the temperature is refluxed for 2 hours, the temperature is lowered to 5 ℃, the filter is filtered, the filter cake is washed with ice water to pH4.8-5.1, and dried to obtain maleic hydrazide with 97% yield.
It is prepared by the reaction of butadiene anhydride (or butadiene diacid) and hydrazine sulfate at 35~56 ℃.
category pesticide
toxicity classification poisoning
acute toxicity oral-rat LD50: 3000 mg/kg
flammability hazard characteristics combustion produces toxic nitrogen oxide gas
storage and transportation characteristics warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation
fire extinguishing agent dry powder, foam, sand
auto-ignition temperature 707 °F
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
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View History
Maleic hydrazide
ML204
2-(2-n-Butoxyethoxy)ethanol
Tacrolimus Impurity 20
Raw Materials for Maleic hydrazide
Hydrazine sulfate
Hydrazine sulfate
hydrazine hydrate
hydrazine hydrate
Maleic anhydride
Maleic anhydride
Downstream Products for Maleic hydrazide
3,6-Dichloropyridazine
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