{ethoxy[3-methyl-4-(methylsulfanyl)phenoxy]phosphoryl}(propan-2-yl)amine

• ChemBase ID: 127396
• Molecular Formular: C13H22NO3PS
• Molecular Mass: 303.357441
• Monoisotopic Mass: 303.1058012
• SMILES: O=P(OCC)(Oc1ccc(SC)c(c1)C)NC(C)C
• Canonical SMILES: CCOP(=O)(Oc1ccc(c(c1)C)SC)NC(C)C
• InChI: InChI=1S/C13H22NO3PS/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12/h7-10H,6H2,1-5H3,(H,14,15)
• InChIKey: ZCJPOPBZHLUFHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {ethoxy[3-methyl-4-(methylsulfanyl)phenoxy]phosphoryl}(propan-2-yl)amine
• IUPAC Systematic name: {Ethoxy[3-methyl-4-(methylsulfanyl)phenoxy]phosphoryl}(propan-2-yl)amine
• IUPAC Traditional name: fenamiphos
• Synonyms: N-(1-Methylethyl)phosphoramidic Acid Ethyl 3-Methyl-4-(methylthio)phenyl Ester; Isopropylphosphoramidic Acid Ethyl 4-(Methylthio)-m-tolyl Ester; B 68138; BAY 68138; Bayer 68138; Ethyl 3-Methyl-4-(methylthio)phenyl (1-Methylethyl)phosphoramidate; Ethyl 4-(Methylthio)-m-tolyl Isopropylphosphoramidate; Fenamifos; Fenamithion; Nemacur; Nemacur P; Fenamiphos 90%; Phenamiphos; Fenamiphos; Fenamiphos; 苯线磷; 灭线灵

Database IDs

• CAS Number: 22224-92-6
• EC Number: 244-848-1
• MDL Number: MFCD00055454
• Beilstein Number: 4752893
• PubChem SID: 162221717; 24899256; 24868978
• PubChem CID: 31070; 38988461
• CHEBI ID: 38680
• CHEMBL: 450410
• Chemspider ID: 28827
• KEGG ID: C18659
• MeSH Name: Fenamiphos
• Wikipedia Title: Fenamiphos

CALCULATED PROPERTIES

• Acid pKa: 10.538661
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.314402
• LogD (pH = 7.4): 3.3141263
• Log P: 3.3144057
• Molar Refractivity: 81.5423 cm^3
• Polarizability: 31.972235 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid
• Melting Point: 36-39°C
• Flash Point: 100 °C; 212 °F

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: TB3675000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 2783, 2811; 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 24-28-50/53
• Safety Statements: 23-28-36/37-45-60-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• Main Hazard: Toxic
• GHS Hazard statements: H300-H311-H410
• GHS Precautionary statements: P264-P273-P280-P301 + P310-P312-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C13H22NO3PS

DETAILS

Sigma Aldrich - 45483

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

Toronto Research Chemicals - F245700

Systemic broad spectrum nematocide with anticholinesterase activity. Nematocide.

REFERENCES

• Brown, M.J., et al.: J. Agric. Food Chem., 29, 1129 (1981)
• Read, D.C., et al.: J. Econ. Entomol., 69, 429 (1981)