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

• ChemBase ID: 157205
• Molecular Formular: C9H8Cl3NO2S
• Molecular Mass: 300.58932
• Monoisotopic Mass: 298.93413254
• SMILES: C1C=CCC2C1C(=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-1H-isoindole-1,3-dione
• IUPAC Traditional name: captan
• Synonyms: 3a,4,7,7a-Tetrahydro-2-[(trichloromethyl)thio]-1H-isoindole-1,3(2H)-dione; N-[(Trichloromethyl)thio]tetrahydrophthalimide; N-[(Trichloromethyl)thio]-4-cyclohexene-1,2-dicarboximide; N-Trichloromethylthio-3a,4,7,7a-tetrahydrophthalimide; Trimegol; Ugecap; NSC 36726; Captan; Captan; 克菌丹

Database IDs

• CAS Number: 133-06-2
• EC Number: 205-087-0
• MDL Number: MFCD00041811
• Beilstein Number: 234872
• PubChem SID: 24868836; 162251342
• PubChem CID: 8606

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: 25.753366 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: GW5075000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 23-40-41-43-50
• Safety Statements: 26-29-36/37/39-45-61
• GHS Pictograms: GHS05; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H318-H331-H351-H400
• GHS Precautionary statements: P261-P273-P280-P305 + P351 + P338-P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Gene Information: human ... EPHX2(2053)mouse ... Ephx2(13850)

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C9H8Cl3NO2S

DETAILS

Sigma Aldrich - 32054

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

Sigma Aldrich - 45366

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

Toronto Research Chemicals - 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)