1,2,3,4-tetrahydrophthalazine-1,4-dione

• ChemBase ID: 121938
• Molecular Formular: C8H6N2O2
• Molecular Mass: 162.14544
• Monoisotopic Mass: 162.04292744
• SMILES: [nH]1[nH]c(=O)c2c(c1=O)cccc2
• Canonical SMILES: O=c1[nH][nH]c(=O)c2c1cccc2
• InChI: InChI=1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)8(12)10-9-7/h1-4H,(H,9,11)(H,10,12)
• InChIKey: KGLPWQKSKUVKMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,4-tetrahydrophthalazine-1,4-dione
• IUPAC Traditional name: 2,3-dihydrophthalazine-1,4-dione
• Synonyms: 2,3-dihydrophthalazine-1,4-dione; 2,3-Dihydro-1,4-phthalazinedione; Phthalhydrazide; 双酮酞嗪; 邻苯二甲酰肼

Database IDs

• CAS Number: 1445-69-8
• EC Number: 215-893-4
• MDL Number: MFCD00006888
• Beilstein Number: 135926
• PubChem SID: 162216291; 24898463
• PubChem CID: 219401

CALCULATED PROPERTIES

• Acid pKa: 13.433502
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.115365356
• LogD (pH = 7.4): 0.115365006
• Log P: 0.11536536
• Molar Refractivity: 42.6148 cm^3
• Polarizability: 15.322258 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); 342-345°C

Safety Information

• RTECS: TH8890080
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%; 99%
• Grade: ReagentPlus®
• Empirical Formula (Hill Notation): C8H6N2O2

DETAILS

Sigma Aldrich - P38803

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

REFERENCES

• Precursor, by oxidation, e.g. with lead(IV) acetate or t-butyl hypochlorite, of the reactive azadienophile, phthalazine-1,4-dione: J. Am. Chem. Soc., 84, 966 (1962); J. Org. Chem., 25, 1724 (1960); 27, 1115 (1962); 31, 3862 (1966), which also undergoes (last ref.) a (2 + 2)-cycloaddition reaction with indene.