3-[hydroxy(methyl)phosphoryl]propanoic acid

• ChemBase ID: 157065
• Molecular Formular: C4H9O4P
• Molecular Mass: 152.085621
• Monoisotopic Mass: 152.0238454
• SMILES: CP(=O)(CCC(=O)O)O
• Canonical SMILES: OC(=O)CCP(=O)(O)C
• InChI: InChI=1S/C4H9O4P/c1-9(7,8)3-2-4(5)6/h2-3H2,1H3,(H,5,6)(H,7,8)
• InChIKey: QXFUBAAEKCHBQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[hydroxy(methyl)phosphoryl]propanoic acid
• IUPAC Traditional name: 3-[hydroxy(methyl)phosphoryl]propanoic acid
• Synonyms: 3-(Methylphosphinico)propionic acid; 3-(Hydroxymethylphosphinyl)propanoic Acid; (2-Carboxyethyl)methylphosphinic Acid; MPP; MPPA; Methylphosphinicopropionic Acid; 3-Methylphosphinicopropionic Acid; 3-(甲基磷酸亚基)丙酸

Database IDs

• CAS Number: 15090-23-0
• EC Number: 239-144-6
• MDL Number: MFCD00143177
• Beilstein Number: 2242347
• PubChem SID: 24862855; 162251202
• PubChem CID: 84788

CALCULATED PROPERTIES

• Acid pKa: 2.0008771
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -4.3698406
• LogD (pH = 7.4): -6.1824074
• Log P: -1.3465
• Molar Refractivity: 31.7999 cm^3
• Polarizability: 12.589671 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C4H9O4P

DETAILS

Sigma Aldrich - 31264

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

Toronto Research Chemicals - M326160

The major metabolite of Glufosinate (G596950), used as herbicide.

REFERENCES

• Royer, A., et al.: Anal. Chem., 72, 3826 (2000)
• Muller, B., et al.: Pestic. Manag. Sci., 57, 46 (2000)
• Duke, S., et al.: J. Agric. Food Chem., 51, 340 (2000)