diethyl (2-methylprop-2-en-1-yl)phosphonate

• ChemBase ID: 139581
• Molecular Formular: C8H17O3P
• Molecular Mass: 192.192541
• Monoisotopic Mass: 192.09153103
• SMILES: CCOP(=O)(CC(=C)C)OCC
• Canonical SMILES: CCOP(=O)(CC(=C)C)OCC
• InChI: InChI=1S/C8H17O3P/c1-5-10-12(9,11-6-2)7-8(3)4/h3,5-7H2,1-2,4H3
• InChIKey: QOZGSMHGXZMADD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (2-methylprop-2-en-1-yl)phosphonate
• IUPAC Traditional name: diethyl 2-methylprop-2-en-1-ylphosphonate
• Synonyms: Diethyl (2-methylallyl)phosphonate; (2-甲基烯丙基)膦酸二乙酯

Database IDs

• CAS Number: 51533-70-1
• MDL Number: MFCD05664300
• PubChem SID: 162233829; 24881330
• PubChem CID: 11008747

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.5793871
• LogD (pH = 7.4): 1.5793871
• Log P: 1.5793871
• Molar Refractivity: 49.2083 cm^3
• Polarizability: 19.91325 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 62 °C/0.1 mmHg(lit.)
• Flash Point: >110 °C; >230 °F
• Density: 1.013 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4380(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Linear Formula: (C2H5O)2POCH2C(=CH2)CH3

DETAILS

Sigma Aldrich - 593095

Packaging
1 g in glass bottle
Application
Reactant for:
• Enantioselective synthesis of 10-isocyano-4-cadinene and its stereoisomers with antifouling activity1
• Preparation of 4-Oxo-2-alkenylphosphonates via silylation followed by regiospecific Friedel-Crafts acylation and isomerization2