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

• ChemBase ID: 158226
• Molecular Formular: C12H6F2N2O2
• Molecular Mass: 248.1850464
• Monoisotopic Mass: 248.03973388
• SMILES: c1cc(c2c(c1)OC(O2)(F)F)c1c[nH]cc1C#N
• Canonical SMILES: N#Cc1c[nH]cc1c1cccc2c1OC(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
• InChIKey: MUJOIMFVNIBMKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,2-difluoro-2H-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
• IUPAC Traditional name: fludioxonil
• Synonyms: 4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile; 3-(2,2-Difluoro-benzodioxol-4-yl)-4-cyanopyrrole; Beret Gold; CGA 173506; Celeste; Geoxe; Maxim PSP; Saphire; Savior; Scholar; Fludioxonil; Fludioxonil; 咯菌腈

Database IDs

• CAS Number: 131341-86-1
• MDL Number: MFCD01631158
• Beilstein Number: 8393936
• PubChem SID: 162252362; 24869792
• PubChem CID: 86398

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

Safety Information

• RTECS: UX9347525
• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C12H6F2N2O2

DETAILS

Sigma Aldrich - 46102

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

Toronto Research Chemicals - F427000

Fludioxonil is a nonsystemic phenylpyrrole fungicide structurally related to pyrrolnitrin.

REFERENCES

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