methyl 2-(diethoxyphosphoryl)acetate

• ChemBase ID: 90206
• Molecular Formular: C7H15O5P
• Molecular Mass: 210.164761
• Monoisotopic Mass: 210.06571021
• SMILES: P(=O)(CC(=O)OC)(OCC)OCC
• Canonical SMILES: CCOP(=O)(CC(=O)OC)OCC
• InChI: InChI=1S/C7H15O5P/c1-4-11-13(9,12-5-2)6-7(8)10-3/h4-6H2,1-3H3
• InChIKey: CTSAXXHOGZNKJR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(diethoxyphosphoryl)acetate
• IUPAC Traditional name: methyl 2-(diethoxyphosphoryl)acetate
• Synonyms: Diethyl methoxycarbonylmethyl phosphonate; Phosphonoacetic acid diethyl methyl ester; (Methoxycarbonylmethyl) diethoxyphosphine oxide; NSC 147757; [(Methoxycarbonyl)methyl]phosphonic acid diethyl ester; Methyl P,P-diethylphosphonoacetate; Methyl diethylphosphonoacetate; Methyl 2-(diethoxyphosphoryl)acetate; Methyl diethylphosphonoacetate; Methyl (diethoxyphosphoryl)acetate; Diethyl (methoxycarbonylmethyl)phosphonate; Methyl P,P-diethylphosphonoacetate; 二乙基磷酰乙酸甲酯; P,P-膦酰基乙酸甲酯二乙酯; 膦酰基乙酸甲酯二乙酯; P,P-膦酰基乙酸甲酯二乙酯

Database IDs

• CAS Number: 1067-74-9
• EC Number: 213-938-2
• MDL Number: MFCD00009081
• Beilstein Number: 1782397
• PubChem SID: 162077044; 24849773
• PubChem CID: 66113

CALCULATED PROPERTIES

• Acid pKa: 18.009193
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.2768087
• LogD (pH = 7.4): 0.2768087
• Log P: 0.2768087
• Molar Refractivity: 46.8649 cm^3
• Polarizability: 19.229486 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 126-128°C/8mm; 127-131 °C/9 mmHg(lit.)
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.145; 1.145 g/mL at 25 °C(lit.)
• Refractive Index: 1.4320; n20/D 1.433; n20/D 1.433(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (GC); 95+%; 97%
• Grade: purum
• Linear Formula: (C2H5O)2P(O)CH2CO2CH3

DETAILS

Sigma Aldrich - 158763

Packaging
10, 50 g in glass bottle
Application
Reactant or reagent for:
• Synthesis of branches allylic fluorides1
• Regioselective Diels-Alder reactions to yield antibiotic building blocks2
• Substituted thiophenes and furans synthesis for treatment of type 2 diabetes3
• Stereoselective Diels-Alder cycloaddition reactions4
• Synthesis of pyridone alkaloids with neuritogenic activity5
• Modification of botulinum neurotoxin serotype A protease inhibitors6
• Synthesis of immunosuppressive cyclopentanediol derivatives7

Sigma Aldrich - 79517

Application
Reactant or reagent for:
• Synthesis of branches allylic fluorides1
• Regioselective Diels-Alder reactions to yield antibiotic building blocks2
• Substituted thiophenes and furans synthesis for treatment of type 2 diabetes3
• Stereoselective Diels-Alder cycloaddition reactions4
• Synthesis of pyridone alkaloids with neuritogenic activity5
• Modification of botulinum neurotoxin serotype A protease inhibitors6
• Synthesis of immunosuppressive cyclopentanediol derivatives7