4-(2,2-difluoro-2H-1,3-benzodioxol-4-yl)(3,4-13C2)-1H-pyrrole-3-carbonitrile

• ChemBase ID: 169029
• Molecular Formular: C12H6F2N2O2
• Molecular Mass: 251.16301091
• Monoisotopic Mass: 251.0497984
• SMILES: c12cccc(c1OC(O2)(F)F)[13c]1[13c](c[nH]c1)[13C]#N
• Canonical SMILES: N#[13C][13c]1c[nH]c[13c]1c1cccc2c1OC(O2)(F)F
• InChI: InChI=1S/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H/i4+1,7+1,9+1
• InChIKey: MUJOIMFVNIBMKC-XWKFXZGISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,2-difluoro-2H-1,3-benzodioxol-4-yl)(3,4-^1^3C₂)-1H-pyrrole-3-carbonitrile
• IUPAC Traditional name: 4-(2,2-difluoro-1,3-benzodioxol-4-yl)(3,4-^1^3C₂)-1H-pyrrole-3-carbonitrile
• Synonyms: 4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile-13C3; 3-(2,2-Difluoro-benzodioxol-4-yl)-4-cyanopyrrole-13C3; Fludioxonil-13C3

Database IDs

• CAS Number: 1185003-07-9
• PubChem SID: 162263161
• PubChem CID: 45039262

CALCULATED PROPERTIES

• Acid pKa: 14.655446
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5724294
• LogD (pH = 7.4): 3.5724294
• Log P: 3.5724294
• Molar Refractivity: 55.5114 cm^3
• Polarizability: 22.761889 Å^3
• Polar Surface Area: 58.04 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Crystalline Solid
• Melting Point: 199.4°C

DETAILS

Toronto Research Chemicals - F427002

Labelled Fludioxonil, nonsystemic phenylpyrrole fungicide structurally related to pyrrolnitrin.

REFERENCES

• Chang, C.-H., et al.: Biochemistry 30, 5352 (1991)