Maleic hydrazide

Base Information

• Chemical Name: Maleic hydrazide
• CAS No.: 123-33-1
• Deprecated CAS: 10071-13-3,220787-04-2,48100-18-1,5425-79-6,66988-32-7,92335-53-0,220787-04-2,5425-79-6,66988-32-7,92335-53-0
• Molecular Formula: C4H4N2O2
• Molecular Weight: 112.088
• Hs Code.: 2933.99
• European Community (EC) Number: 204-619-9
• NSC Number: 48832,13892,8823
• UN Number: 3082,3077
• UNII: TQ7L3FCV66
• DSSTox Substance ID: DTXSID9020792
• Nikkaji Number: J2.930K
• Wikipedia: Maleic_hydrazide
• Wikidata: Q677933
• Pharos Ligand ID: 8THPN8UVGWSJ
• ChEMBL ID: CHEMBL1489913
• Mol file: 123-33-1.mol

Synonyms:Acid Hydrazide, Maleic;Hydrazide, Maleic;Hydrazide, Maleic Acid;Maleic Acid Hydrazide;Maleic Hydrazide

Chemical Property of Maleic hydrazide

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 0.289mmHg at 25°C
• Melting Point: 299-301 °C (dec.)(lit.)
• Refractive Index: 1.649
• Boiling Point: 477.2 °C at 760 mmHg
• PKA: 9.01±0.20(Predicted)
• Flash Point: 242.4 °C
• PSA: 65.72000
• Density: 1.321 g/cm³
• LogP: -0.93680
• Storage Temp.: 0-6°C
• Solubility.: 4510mg/l
• Water Solubility.: 6 g/L
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.027277375
• Heavy Atom Count: 8
• Complexity: 143
• Transport DOT Label: Class 9

Purity/Quality:

99%min ^*data from raw suppliers

Maleic hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40-R40-R36/37/38-68
• Safety Statements: 26-36-45-36/37/39-S45-S36/37/39-S26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Plant Growth Regulators
• Canonical SMILES: C1=CC(=O)NNC1=O
• Uses: Growth regulator used to control the sprouting of potatoes and onions and to prevent sucker development on tobacco, fruits, ornamentals, vines, field crops and in forestry. Also used to control insects in warehouses, storerooms, empty sacks and in animal and poultry houses. Maleic Hydrazide is used in plant growth regulator formulations. Experimentally in horticulture and agriculture. To control suckering of tobacco. In the synthesis of pyridazine.

Technology Process of Maleic hydrazide

There total 16 articles about Maleic hydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.2%

maleic anhydride (108-31-6) → Maleic hydrazide (123-33-1)

Guidance literature:

With hydrazine hydrate; sulfuric acid; lanthanum(lll) triflate; In water; at 30 - 120 ℃; for 10.5h; Temperature; Reagent/catalyst;

Reference yield: 97.2%

maleic anhydride (108-31-6) → 3,6-dihydroxypyridazine (123-33-1)

Guidance literature:

With hydrazine hydrate; cyclopenta-1,3-diene; at 10 - 104 ℃; for 4h; Temperature; Reagent/catalyst;

Reference yield: 90.0%

maleic acid (110-16-7,26099-09-2) → Maleic hydrazide (123-33-1)

Guidance literature:

With hydrazine hydrate; In water; at 95 ℃; for 3h; Reagent/catalyst; Time;

DOI:10.1134/S0036024421050101

upstream raw materials:

maleic anhydride

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

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

maleic acid

Downstream raw materials:

6-Methoxy-3(2H)-pyridazinon

Thiophosphorsaeure-O,O-dimethylester-O-<6-oxo-1,6-dihydro-pyridazinyl-(3)-ester>

mono-O-benzoyl maleic hydrazide

1-(3-Oxo-butyl)-1,2,3,6-tetrahydro-pyridazindion-3,6

Refernces

• 1、 Mizzoni,Spoerri. "-". . p. 1873. Retrieved 1951.
• 2、 Akaberi, Toktam,Shiri, Ali,Sheikhi-Mohammareh, Seddigheh. "Synthesis of new derivatives of pyridazino[6,1-c]pyrimido[5,4-e][1,2,4]triazine; a novel heterocyclic system". . p. 44 - 46. Retrieved 2016.
• 3、 Ju, Zhiyu,Li, Gongchun,Wang, Mei,Yang, Fengling,Ye, Yong,Zhao, Yufen. "Highly Chemoselective Synthesis of Novel 6- O -phosphorylated 6-Hydroxypyridazine-3(2H)-one". . p. 79 - 84. Retrieved 2015.
• 4、 Feuer et al.. "-". . p. 3790. Retrieved 1958.
• 5、 Al-Awadi, Nouria,Taylor, Roger. "The Mechanism of Thermal Eliminations. Part 18. Relative Rates of Pyrolysis of 2-Ethoxypyrazine, 3-Ethoxypyridazine, 2-and 4-Ethoxypyrimidine, 3-Chloro-6-ethoxypyridazine, and 2-Chloro-4-ethoxypyrimidine : the Effect of the Aza 'Substituent' and ?-Bond Order on the Elimination Rate". . p. 1255 - 1258. Retrieved 1986.
• 6、 -. "COMPOSITIONS OF DICARBOXYLIC ACID DERIVATIVES". Page/Page column 12; 13. . Retrieved 2021/01/22.
• 7、 -. "AMINOIMIDAZOPYRIDINES AS KINASE INHIBITORS". Page/Page column 90. . Retrieved 2019/05/22.