Diethyl ethylphosphonate

An organic compound, C6H15O3P, 166.157 g/mol. Boiling point 198 °C @ 760 MM HG, melting point 388 °F, as published.

verified recordOrganic compound8 measured properties

Identifiers

Molecular formula: C₆H₁₅O₃P
Molecular weight: 166.157 g/mol
Exact mass: 166.075881 g/mol
IUPAC name: 1-[ethoxy(ethyl)phosphoryl]oxyethane
SMILES: CCOP(=O)(CC)OCC
InChI: InChI=1S/C6H15O3P/c1-4-8-10(7,6-3)9-5-2/h4-6H2,1-3H3
InChIKey: AATNZNJRDOVKDD-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 180 to 181 °F at 11 mmHg (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 198 °C @ 760 MM HGmeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 57th ed. Cleveland: CRC Press Inc., 1976., p. C-295; 198 °C @760 [mm Hg]measured · reference compound database
Melting Point: 388 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
Flash Point: 220 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 221 °F OCmeasured · Sax, N.I. Dangerous Properties of Industrial Materials. 4th ed. New York: Van Nostrand Reinhold, 1975., p. 648
Solubility: Slightly soluble (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; SLIGHTLY SOL IN WATER; SOL IN ALC, ETHERmeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 57th ed. Cleveland: CRC Press Inc., 1976., p. C-295; MISCIBLE WITH MOST COMMON ORG SOLVENTSmeasured · Hawley, G.G. The Condensed Chemical Dictionary. 9th ed. New York: Van Nostrand Reinhold Co., 1977., p. 290
Density: 1.0259 at 68 °F (NTP, 1992) - Denser than water; will sinkmeasured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 1.0259 @ 20 °C/4 °Cmeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 57th ed. Cleveland: CRC Press Inc., 1976., p. C-295; 1.0259 @ 20°Cmeasured · reference compound database
Vapor Pressure: 0.31 [mmHg]measured · reference compound database
LogP: 0.7measured · reference compound database
Refractive Index: INDEX OF REFRACTION: 1.4163 @ 20 °C/Dmeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 57th ed. Cleveland: CRC Press Inc., 1976., p. C-295

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 166.16 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 166.07588133 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 0.6calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 35.5 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 114calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 3calculated · reference compound database
logP: 2.2724calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 35.53 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 3calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 5calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 41.3995 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 1calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.5875calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 43.4% by mass
O Oxygen3 atoms · 28.9% by mass
P Phosphorus1 atom · 18.6% by mass
H Hydrogen15 atoms · 9.1% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 10
Total atoms, hydrogen included: 25
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Diethyl ethylphosphonate yet.

Other names for it

The systematic name on this record is 1-[ethoxy(ethyl)phosphoryl]oxyethane.

The sources also call it Diethyl ethanephosphonate, Phosphonic acid, ethyl-, diethyl ester, Ethanephosphonic acid, diethyl ester, CCRIS 6230, Diethoxyethylphosphine oxide, Amgard v 490, ethanephosphonic acid diethyl ester, ETHYLDIETHOXYPHOSPHINE OXIDE, Phosphonic acid, ethyl, diethyl ester, 1-[ethoxy(ethyl)phosphoryl]oxyethane, Diethylethylphosphonate, Ethylphosphonic Acid Diethyl Ester.

Structurally related

Nothing structurally close to Diethyl ethylphosphonate has a page here yet.

Where these values came from

reference compound database6534
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.