(E)-1-(2,4-dinitrophenyl)-2-[(3E)-3-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]butan-2-ylidene]hydrazine

• ChemBase ID: 166939
• Molecular Formular: C16H14N8O8
• Molecular Mass: 446.33116
• Monoisotopic Mass: 446.09345945
• SMILES: c1c(ccc(c1[N+](=O)[O-])N/N=C(/C(=N/Nc1c(cc(cc1)[N+](=O)[O-])[N+](=O)[O-])/C)\C)[N+](=O)[O-]
• Canonical SMILES: C/C(=N\Nc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])/C(=N/Nc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])/C
• InChI: InChI=1S/C16H14N8O8/c1-9(17-19-13-5-3-11(21(25)26)7-15(13)23(29)30)10(2)18-20-14-6-4-12(22(27)28)8-16(14)24(31)32/h3-8,19-20H,1-2H3/b17-9+,18-10+
• InChIKey: XCSLKVHFIVYYTR-BEQMOXJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-1-(2,4-dinitrophenyl)-2-[(3E)-3-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]butan-2-ylidene]hydrazine
• IUPAC Traditional name: (E)-1-(2,4-dinitrophenyl)-2-[(3E)-3-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]butan-2-ylidene]hydrazine
• Synonyms: 2,3-Bis[2-(2,4-dinitrophenyl)hydrazone] 2,3-Butanedione; Bis[(2,4-dinitrophenyl)hydrazone] 2,3-Butanedion; NSC 409622; Diacetyl Bis(2,4-dinitrophenylhydrazone)

Database IDs

• CAS Number: 1179-29-9
• PubChem SID: 162261072
• PubChem CID: 15553221

CALCULATED PROPERTIES

• Acid pKa: 9.7989235
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): 4.927451
• LogD (pH = 7.4): 5.174706
• Log P: 5.6851654
• Molar Refractivity: 114.315 cm^3
• Polarizability: 38.86688 Å^3
• Polar Surface Area: 232.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D422530

2,4-Dinitrophenylhydrazone (DNPH) derivative.

REFERENCES

• Lindsay, R.C., et al.: J. Food Sci., 29, 266 (1964)