2-[(trichloromethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro(4,4,5,6,7,7-2H6)-1H-isoindole-1,3-dione

• ChemBase ID: 163606
• Molecular Formular: C9H8Cl3NO2S
• Molecular Mass: 300.58932
• Monoisotopic Mass: 298.93413254
• SMILES: C1=CCC2C(C1)C(=O)N(C2=O)SC(Cl)(Cl)Cl
• Canonical SMILES: ClC(SN1C(=O)C2C(C1=O)CC=CC2)(Cl)Cl
• InChI: InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2
• InChIKey: LDVVMCZRFWMZSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(trichloromethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro(4,4,5,6,7,7-^2H₆)-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(trichloromethyl)sulfanyl]-3a,7a-dihydro(4,4,5,6,7,7-^2H₆)isoindole-1,3-dione
• Synonyms: 3a,4,7,7a-Tetrahydro-2-[(trichloromethyl)thio]-1H-isoindole-1,3(2H)-dione-d6; N-[(Trichloromethyl)thio]tetrahydrophthalimide-d6; N-[(Trichloromethyl)thio]-4-cyclohexene-1,2-dicarboximide-d6; N-Trichloromethylthio-3a,4,7,7a-tetrahydro-phthalimide-d6; Trimegol-d6; Ugecap-d6; NSC 36726-d6; Captan-d6

Database IDs

• PubChem SID: 162257741
• PubChem CID: 71314499

CALCULATED PROPERTIES

• Acid pKa: 17.860922
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.245968
• LogD (pH = 7.4): 3.245968
• Log P: 3.245968
• Molar Refractivity: 67.2204 cm^3
• Polarizability: 25.753323 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C175727

Labelled Captan (C175725). Fungicide, often added to pesticide mixtures used to control diseases among fruits, vegetables.

REFERENCES

• Afful, S., et al.: Res. J. App. Sci., Eng. Technol., 2, 592 (2010)
• Engelen, K., et al.: J. Prot. Res., 9, 4919 (2010)
• Lagunas-Allue, L., et al.: Anal. Bioanal. Chem., 398, 1509 (2010)