dimethyl ethenylphosphonate

• ChemBase ID: 152651
• Molecular Formular: C4H9O3P
• Molecular Mass: 136.086221
• Monoisotopic Mass: 136.02893078
• SMILES: COP(=O)(C=C)OC
• Canonical SMILES: COP(=O)(C=C)OC
• InChI: InChI=1S/C4H9O3P/c1-4-8(5,6-2)7-3/h4H,1H2,2-3H3
• InChIKey: CQCXMYUCNSJSKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl ethenylphosphonate
• IUPAC Traditional name: dimethyl ethenylphosphonate
• Synonyms: Dimethyl vinylphosphonate; Vinylphosphonic acid dimethyl ester; 二甲基乙烯基膦酸酯; 乙烯基磷酸二甲酯

Database IDs

• CAS Number: 4645-32-3
• EC Number: 225-076-4
• MDL Number: MFCD00015488
• Beilstein Number: 1748827
• PubChem SID: 162246795; 24890078
• PubChem CID: 78376

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.43731225
• LogD (pH = 7.4): 0.43731225
• Log P: 0.43731225
• Molar Refractivity: 30.2996 cm^3
• Polarizability: 12.610242 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: <-30°C
• Boiling Point: 197-202 °C(lit.); 54°C/5mm
• Flash Point: 101°C(213°F); 208.4 °F; 98 °C
• Density: 1.130; 1.146 g/mL at 20 °C(lit.)
• Refractive Index: 1.4310; n20/D 1.428

Safety Information

• European Hazard Symbols: Corrosive (C); Toxic (T)
• UN Number: 3265
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34; 46-22-40
• Safety Statements: 26-36/37/39-45; 53-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H340-H351; H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P281-P301+P310-P321-P308+P313-P405-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (GC); 98%
• Linear Formula: CH2=CHPO(OCH3)2

DETAILS

Sigma Aldrich - 95020

Other Notes
Vinylphosphonates are versatile reagents undergoing Michael addition giving alkyl phosphonates1,2,3; synthesis of aziridine-2-phosphonates, useful for preparing α-amino phosphonates4
Packaging
5 mL in glass bottle