methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate

• ChemBase ID: 128288
• Molecular Formular: C15H21NO4
• Molecular Mass: 279.33154
• Monoisotopic Mass: 279.14705816
• SMILES: Cc1c(c(ccc1)C)N(C(C)C(=O)OC)C(=O)COC
• Canonical SMILES: COCC(=O)N(c1c(C)cccc1C)C(C(=O)OC)C
• InChI: InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3
• InChIKey: ZQEIXNIJLIKNTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate
• IUPAC Traditional name: (+-)-metalaxyl
• Synonyms: N-(2,6-Dimethylphenyl)-N-(2-methoxyacetyl)alanine Methyl Ester; (+/-)-Metalaxyl; Allegiance; Apron; Metanaxin; Metasyl; Metaxanine; Methyl N-Methoxyacetyl-N-(2,6-dimethylphenyl)-DL-alaninate; Ridomil; N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-DL-alanine methyl ester; Metalaxyl; Metalaxyl; 甲霜林

Database IDs

• CAS Number: 57837-19-1
• EC Number: 260-979-7
• MDL Number: MFCD00055447
• Beilstein Number: 2947777
• PubChem SID: 24899122; 162222596; 24862231
• PubChem CID: 42586
• CHEMBL: 105809
• Wikipedia Title: Metalaxyl

CALCULATED PROPERTIES

• Acid pKa: 15.797173
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.1203852
• LogD (pH = 7.4): 2.1203852
• Log P: 2.1203852
• Molar Refractivity: 75.9203 cm^3
• Polarizability: 29.419752 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 8,400 mg/L at 22 °C in water; Chloroform; Methanol
• Apperance: Fine white powder; Pale Beige Solid
• Melting Point: 69-73 °C; 71-72 °C; 72-74°C
• Boiling Point: 295.9 °C at 760 mm Hg
• Flash Point: 100 °C; 212 °F
• Density: 1.20g/cm^3 at 20 °C
• Partition Coefficient: 1.65 (octanol/water)

Safety Information

• Storage Condition: Refrigerator
• RTECS: AY6910000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-43-52/53
• Safety Statements: 13-24-37-46-61
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H412
• GHS Precautionary statements: P273-P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 100 mg
• Suitability: passes test for identity (NMR)
• Empirical Formula (Hill Notation): C15H21NO4

DETAILS

Sigma Aldrich - 32012

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

Toronto Research Chemicals - M258740

Agricultural fungicide. Phenylamide fungicide or use in food crops, shrubs and turf.

REFERENCES

• Boughalleb, N., et al.: Int. J. Agric. Res., 5, 1057 (2010)
• Lian, Y., et al.: J. Agric. Food Chem., 58, 9428 (2010)