ammonium 2-amino-4-[hydroxy(methyl)phosphoryl]butanoate

• ChemBase ID: 127172
• Molecular Formular: C5H15N2O4P
• Molecular Mass: 198.157361
• Monoisotopic Mass: 198.0769436
• SMILES: CP(=O)(CCC(C(=O)[O-])N)O.[NH4+]
• Canonical SMILES: [O-]C(=O)C(CCP(=O)(O)C)N.[NH4+]
• InChI: InChI=1S/C5H12NO4P.H3N/c1-11(9,10)3-2-4(6)5(7)8;/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10);1H3
• InChIKey: ZBMRKNMTMPPMMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ammonium 2-amino-4-[hydroxy(methyl)phosphoryl]butanoate
• IUPAC Traditional name: ammonium 2-amino-4-[hydroxy(methyl)phosphoryl]butanoate
• Synonyms: Glufosinate ammonium; 2-Amino-4-(hydroxymethylposphinyl)butanoic acid monoammonium salt; Phosphinothricin; DL-Phosphinothricin; 2-Amino-4-(hydroxymethylphosphinyl)butanoic Acid Ammonium Salt; Ammonium Glufosinate; Basta 150SL; Basta Fl; Basta LS; Buster; Dash; Finale; Glufosinate Monoammonium Salt; HOE 00661; HOE 39866; Ignite; Liberty; Glufosinate Ammonium

Database IDs

• CAS Number: 77182-82-2
• PubChem SID: 162221494
• PubChem CID: 53597
• Wikipedia Title: DL-Phosphinothricin

CALCULATED PROPERTIES

• Acid pKa: 1.8575279
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -6.220079
• LogD (pH = 7.4): -7.120854
• Log P: -3.7824583
• Molar Refractivity: 50.4981 cm^3
• Polarizability: 15.78961 Å^3
• Polar Surface Area: 103.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 187-193°C; 205°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Risk Statements: R23/24/25

DETAILS

Toronto Research Chemicals - G596950

Used as a herbicide.

REFERENCES

• Abbas, H., et al.: J. Agric. Food Chem., 50, 5246 (2002)
• Gower, S., et al.: Weed Tech., 17, 821 (2002)
• Thelen, K., et al.: Crop Sci., 47, 2098 (2002)