potassium 2-(dimethoxyphosphoryl)acetate

• ChemBase ID: 139209
• Molecular Formular: C4H8KO5P
• Molecular Mass: 206.175381
• Monoisotopic Mass: 205.97464167
• SMILES: COP(=O)(CC(=O)[O-])OC.[K+]
• Canonical SMILES: COP(=O)(CC(=O)[O-])OC.[K+]
• InChI: InChI=1S/C4H9O5P.K/c1-8-10(7,9-2)3-4(5)6;/h3H2,1-2H3,(H,5,6);/q;+1/p-1
• InChIKey: WPDZWGGYOFPQEO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-(dimethoxyphosphoryl)acetate
• IUPAC Traditional name: potassium 2-(dimethoxyphosphoryl)acetate
• Synonyms: P,P-Dimethylphosphonoacetic acid potassium salt; Phosphonoacetic acid P,P-dimethyl ester potassium salt; Potassium P,P-dimethylphosphonoacetate; P,P-二甲基膦酰基乙酸 钾盐; 膦酰基乙酸P,P-二甲酯 钾盐; P,P-二甲基膦酰基乙酸钾

Database IDs

• CAS Number: 34170-88-2
• MDL Number: MFCD00042970
• Beilstein Number: 6016967
• PubChem SID: 162233457; 24887465
• PubChem CID: 23663227

CALCULATED PROPERTIES

• Acid pKa: 4.135853
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.8860874
• LogD (pH = 7.4): -3.6028426
• Log P: -0.50612587
• Molar Refractivity: 43.4357 cm^3
• Polarizability: 13.481902 Å^3
• Polar Surface Area: 75.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-115 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: 28
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (NT)
• Linear Formula: (CH3O)2P(O)CH2COOK

DETAILS

Sigma Aldrich - 79524

Other Notes
Starting material for preparing various mixed triesters of phosphonoacetate.; Wittig-Horner reactions of dianion3,4,5,6,7
Application
Reactant for:
• Preparation of Michael acceptor-containing oligopeptide-based inhibitors1
• Condensation reactions with chloroacetophenone2