1,2,3,6-tetrahydropyridazine-3,6-dione

• ChemBase ID: 89390
• Molecular Formular: C4H4N2O2
• Molecular Mass: 112.08676
• Monoisotopic Mass: 112.02727738
• SMILES: [nH]1c(=O)ccc(=O)[nH]1
• Canonical SMILES: O=c1ccc(=O)[nH][nH]1
• InChI: InChI=1S/C4H4N2O2/c7-3-1-2-4(8)6-5-3/h1-2H,(H,5,7)(H,6,8)
• InChIKey: BGRDGMRNKXEXQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,6-tetrahydropyridazine-3,6-dione
• IUPAC Traditional name: stuntman; maleic hydrazide
• Synonyms: Maleic hydrazide; Pyridazine-3,6-diol; 3,6-Dihydroxypyridazine; 1,2-Dihydropyridazine-3,6-dione; 1,2-Dihydro-3,6-pyridazinedione; 3,6-Pyridazinediol; MALEIC ACID HYDRAZIDE; 6-Hydroxy-3(2H)-pyridazinone; 3,6-Dioxopyridazine; Antergon; Antyrost; MAH; MH; Maleic Acid Cyclic Hydrazide; Maleic Cyclic Hydrazide; Malepin; Malzid; Mazide; NSC 13892; NSC 234167; NSC 48832; NSC 8823; Regulox 36; Royal Slo-Gro; Sorbatran; Yadi; Yake; Maleic Hydrazide; 1,2-二氢-3,6-哒嗪二酮; 3,6-二羟基哒嗪; 3,6-哒嗪二醇; 马来酰肼

Database IDs

• CAS Number: 123-33-1
• EC Number: 204-619-9
• MDL Number: MFCD00006665; MFCD00071686
• Beilstein Number: 112223
• PubChem SID: 162076270; 24893373; 24882505; 24869075
• PubChem CID: 21954

CALCULATED PROPERTIES

• Acid pKa: 10.380234
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.2139657
• LogD (pH = 7.4): -1.2143631
• Log P: -1.2139606
• Molar Refractivity: 26.6514 cm^3
• Polarizability: 9.667973 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 299-301 °C (dec.)(lit.); 299-301(dec.)°C; 306°C; 306-308°C
• Flash Point: >100°C; 300 °C; 572 °F
• Auto Ignition Point: 707 °F
• Density: 1.600
• Vapor Pressure: Non-volatile

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Flammable/Irritant/Mutagenic
• RTECS: UR5950000
• European Hazard Symbols: Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 36/37/38-68; R:36/37/38-58
• Safety Statements: 26-36/37/39; S:20-25-26-29-37/39-61
• EU Classification: M7
• EU Hazard Identification Number: 13
• Emergency Response Guidebook(ERG) Number: 171
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H341
• GHS Precautionary statements: P261-P281-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 99%
• Grade: PESTANAL®, analytical standard; purum; ReagentPlus®
• Ignition Residue: ≤0.5%
• Empirical Formula (Hill Notation): C4H4N2O2

DETAILS

MP Biomedicals - 05206026

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102229

Crystalline

Sigma Aldrich - D119806

Packaging
100 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 45552

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - M124500

Maleic Hydrazide is used in plant growth regulator formulations.

REFERENCES

• Calliera, M., et al.: Pest Manag. Sci., 62, 1168 (2006)
• Berrada, H., et al.: Food Control., 21, 36 (2006)
• Nougadere, A., et al.: Food Chem. Toxicol., 49, 1484 (2006)