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123-33-1

Basic Information
CAS No.: 123-33-1
Name: 3,6-Dihydroxypyridazine
Article Data: 44
Molecular Structure:
Molecular Structure of 123-33-1 (3,6-Dihydroxypyridazine)
Formula: C4H4N2O2
Molecular Weight: 112.088
Synonyms: 3(2H)-Pyridazinone,6-hydroxy- (6CI,7CI);1,2-Dihydro-3,6-pyridazinedione;3,6-Dioxopyridazine;3,6-Pyridazinediol;6-Hydroxy-3(2H)-pyridazinone;Antergon;Antyrost;MAH;MH;Sorbatran;SuperDe-Sprout;Yadi;Yake;MH (hydrazide);Maleic acid cyclic hydrazide;Maleic cyclic hydrazide;Maleic hydrazide;Malepin;Malzid;Mazide;NSC 13892;NSC 234167;NSC 48832;NSC 8823;Regulox 36;Royal Slo-Gro;
EINECS: 204-619-9
Density: 1.321 g/cm3
Melting Point: 299-301 °C (dec.)(lit.)
Boiling Point: 477.2 °C at 760 mmHg
Flash Point: 242.4 °C
Solubility: 6 g/L
Appearance: Crystalline
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 36/37/38-40
Safety: 26-36-45-36/37/39
Transport Information: UN 3077 9/PG 3
PSA: 65.72000
LogP: -0.93680
Synthetic route
108-31-6

maleic anhydride

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
With hydrazine hydrate; sulfuric acid; lanthanum(lll) triflate In water at 30 - 120℃; for 10.5h; Temperature; Reagent/catalyst;97.2%
With hydrazine hydrate In water at 100℃; for 3h;92%
With hydrogenchloride; hydrazine hydrate In water Cooling with ice; Reflux;86%
110-16-7

maleic acid

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
With hydrazine hydrate In water at 95℃; for 3h; Reagent/catalyst; Time;90%
With water; hydrazine
18259-51-3

1-oxy-2H-pyridazin-3-one

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
With acetic anhydride
5343-00-0, 15189-88-5

N,N'-bis-(3c-carboxy-acryloyl)-hydrazine

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
With water
108-31-6

maleic anhydride

7803-57-8

hydrazine hydrate

64-19-7

acetic acid

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
Verb. 1 = 1 Mol;
108-31-6

maleic anhydride

hydrazine hydrate

123-33-1

Maleic hydrazide

Conditions
ConditionsYield
In acetic acid for 3h; Reflux;
123-33-1

Maleic hydrazide

502-95-4

tetrahydropyridazine-3,6-dione

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol95%
With ethanol; platinum at 100℃; under 2942.03 Torr; Hydrogenation;
With ethanol; aluminium amalgam
123-33-1

Maleic hydrazide

459-57-4

4-fluorobenzaldehyde

126-81-8

dimedone

11-(4-fluorophenyl)-3,4-dihydro-3,3-dimethyl-2H-pyridazino[1,2-a]indazole-1,6,9(11H)-trione

Conditions
ConditionsYield
With 1-methyl-2-pyrrolidinone hydrosulfate In neat (no solvent) at 85℃; for 0.05h; Green chemistry;94%
123-33-1

Maleic hydrazide

104-88-1

4-chlorobenzaldehyde

126-81-8

dimedone

1091592-75-4

11-(4-chlorophenyl)-3,3-dimethyl-11-3,4-dihydro-1H-pyridazino[1,2-a]indazole-1,6,9(2H,11H)-trione

Conditions
ConditionsYield
With 1-methyl-2-pyrrolidinone hydrosulfate In neat (no solvent) at 85℃; for 0.0833333h; Green chemistry;93%
With toluene-4-sulfonic acid at 80℃; for 0.333333h; neat (no solvent);49%
123-33-1

Maleic hydrazide

555-16-8

4-nitrobenzaldehdye

126-81-8

dimedone

1091592-76-5

3,3-dimethyl-11-(4-nitrophenyl)-2,3,4,11-tetrahydro-1H-pyridazino[1,2-a]indazole-1,6,9-trione

Conditions
ConditionsYield
With 1-methyl-2-pyrrolidinone hydrosulfate In neat (no solvent) at 85℃; for 0.05h; Green chemistry;93%
With toluene-4-sulfonic acid at 80℃; for 0.416667h; neat (no solvent);48%
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    3,6-Dihydroxypyridazine 123-33-1

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    3,6-Dihydroxypyridazine

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    123-33-1

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    123-33-1

    4-hydrazinyl-4-oxo-2-butenoic acid CAS NO.123-33-1

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  • Dihydroxypyridazine

  • Casno:

    123-33-1

    Dihydroxypyridazine

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Chemistry

1,2-DIHYDROPYRIDAZINE-3,6-DIONE(123-33-1) is the chemical compound with the formula C4H4N2O2.Its molar weight is 112.09g/mol.
1,2-DIHYDROPYRIDAZINE-3,6-DIONE(123-33-1) is also named 1,2-dihydro-6-pyridazinedione;3(2H)-Pyridazinone, 6-hydroxy-;3,6-Dihydroxypridazine;3,6-Dioxopyridazine;3,6-Pyridazinedione, 1,2-dihydro-;6-Hydroxy-2H-pyridazin-2-one;6-hydroxy-3(2h)-pyridazinon.
Melting point: 299-301 oC (dec.)(lit.)
Density: 1.6 g/cm3
Flash Point: 300oC
Boiling Point: 477.2 oC at 760 mmHg 
Storage temp.: 0-6oC
Water Solubility: 6 g/L
Index of Refraction: 1.501
Molar Refractivity: 25 cm3 
Molar Volume: 84.8 cm3 
Surface Tension: 41.3 dyne/cm  
Enthalpy of Vaporization: 76.93 kJ/mol 
Vapour Pressure: 9.9E-10 mmHg at 25oC
The chemical structure of 1,2-DIHYDROPYRIDAZINE-3,6-DIONE(123-33-1) is
.

Uses

1,2-DIHYDROPYRIDAZINE-3,6-DIONE(123-33-1) is used as a herbicide and plant-growth inhibitor. It is used to control suckering of tobacco, for weed control and as a sugar content stabilizer in beets.

Toxicity Data With Reference

1.   

cyt-grh-orl 5 mg

   CYTOAN    Cytologia. 37 (1972),345.
2.   

mma-sat 50 µL/plate

   MUREAV    Mutation Research. 66 (1979),247.
3.   

dns-esc 30 µmol/L

   ZKKOBW    Zeitschrift fuer Krebsforschung und Klinische Onkologie. 92 (1978),177.
4.   

sln-dmg-orl 4000 ppm

   MUREAV    Mutation Research. 55 (1978),15.
5.   

sln-dmg-par 4000 ppm

   NATUAS    Nature. 207 (1965),439.
6.   

cyt-mus-ipr 5000 ppm

   CISCB7    CIS, Chromosome Information Service. 20 (1976),28.
7.   

orl-rat LD50:3800 mg/kg

   WRPCA2    World Review of Pest Control. 9 (1970),119.

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 173.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Can cause chronic liver damage and acute central nervous system effects. When heated to decomposition it emits highly toxic fumes of NOx. See also HYDRAZINE.
Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-40
36/37/38:  Irritating to eyes, respiratory system and skin 
40:  Limited evidence of a carcinogenic effect 
Safety Statements: 26-36-45-36/37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: UR5950000
HS Code: 29339990
Hazardous Substances Data: 123-33-1(Hazardous Substances Data).
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