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

• ChemBase ID: 74893
• Molecular Formular: C7H15O3P
• Molecular Mass: 178.165961
• Monoisotopic Mass: 178.07588097
• SMILES: P(=O)(CC=C)(OCC)OCC
• Canonical SMILES: CCOP(=O)(CC=C)OCC
• InChI: InChI=1S/C7H15O3P/c1-4-7-11(8,9-5-2)10-6-3/h4H,1,5-7H2,2-3H3
• InChIKey: YPJHXRAHMUKXAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (prop-2-en-1-yl)phosphonate
• IUPAC Traditional name: diethyl prop-2-en-1-ylphosphonate
• Synonyms: Diethylallylphosphonate; 2-Propenyl-phosphonic acid diethyl ester; Diethyl allylphosphonate; 烯丙基磷酸二乙酯; 烯丙基膦酸二乙酯

Database IDs

• CAS Number: 1067-87-4
• MDL Number: MFCD00015134
• PubChem SID: 24880237; 162039811
• PubChem CID: 573014

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3446995
• LogD (pH = 7.4): 1.3446995
• Log P: 1.3446995
• Molar Refractivity: 44.9263 cm^3
• Polarizability: 18.082176 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Boiling Point: 46 °C/0.35 mmHg(lit.); 63°C/2.5mm
• Flash Point: >61°C(141°F)
• Density: 1.0356
• Refractive Index: 1.4350; n20/D 1.4340(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36
• 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: 96%; 98%
• Bulk Density: 1.022 g/mL
• Linear Formula: CH2=CHCH2P(O)(OC2H5)2

DETAILS

MP Biomedicals - 05214273

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 565415

Packaging
5 g in glass bottle
Application
Reactant for:
• Copolymerization of phosphonated allyl monomers and maleic anhydride1
• Enantioselective synthesis of solamin type mono-THF acetogenins2
• RCM reaction yielding oxaphospholene and oxaphosphinene heterocycles3
• Synthesis of spongistatin 2 using Wittig coupling4
• Stereoselective synthesis of pentacyclic furanosteroids5
• Preparation of protected polyhydroxylated β -amino acid constitutents of microsclerodermins6