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Bis(2-ethylhexyl) phosphate

C16H35O4P, 322.426 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic compound8 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula
C₁₆H₃₅O₄P
Molecular weight
322.426 g/mol
Exact mass
322.227296 g/mol
IUPAC name
bis(2-ethylhexyl) hydrogen phosphate
SMILES
CCCCC(CC)COP(=O)(O)OCC(CC)CCCC
InChI
InChI=1S/C16H35O4P/c1-5-9-11-15(7-3)13-19-21(17,18)20-14-16(8-4)12-10-6-2/h15-16H,5-14H2,1-4H3,(H,17,18)
InChIKey
SEGLCEQVOFDUPX-UHFFFAOYSA-N

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point
155 °C at 0.015 mm Hgmeasured · Hazardous Substances Data Bank (HSDB)
155.015 °C @760 [mm Hg]measured · PAC Chemical Database, U.S. Department of Energy
Melting Point
less than -76 °F (USCG, 1999)measured · CAMEO Chemicals
-50 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
0.977 at 68 °F (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals
0.975 g/cu cm at 25 degmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
Soluble in benzene, hexane, and 4-methyl-2-pentanonemeasured · Hazardous Substances Data Bank (HSDB)
In water, 1.82X10+2 mg/L at 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
0.00000005 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Vapor pressure, Pa at 20 °C:measured · ILO-WHO International Chemical Safety Cards (ICSCs)
LogP
2.67measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point
385 °F (USCG, 1999)measured · CAMEO Chemicals
Flash point equals 385 °Fmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Refractive Index
Index of refraction = 1.4420 at 25 °C/Dmeasured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 376

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

Molecular weight
322.42 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
322.22729659 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
5.2calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
55.8 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
259calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
1calculated · reference compound database
H-bond acceptors
4calculated · reference compound database
logP
5.5528calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
55.76 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
1calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
3calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
14calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
88.3413 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
0.4258calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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

Structure

Heavy atoms, hydrogen excluded
21
Total atoms, hydrogen included
56
Rings
0
Aromatic rings
0
Stereocentres
3
Formal charge
0

Functional groups

  • Phosphate

    A phosphorus centre bonded to four oxygens.

Matched by structural pattern, not by a measurement.

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 Bis(2-ethylhexyl) phosphate yet.

Other names for it

The systematic name on this record is bis(2-ethylhexyl) hydrogen phosphate.

The sources also call it Bis(2-ethylhexyl) hydrogen phosphate, Di(2-ethylhexyl) phosphate, Bis(2-ethylhexyl)phosphate, Bis(2-ethylhexyl)phosphoric acid, Di-2-ethylhexyl hydrogen phosphate, Bis(2-ethylhexyl)hydrogen phosphate, Phosphoric acid, bis(2-ethylhexyl) ester, Di(2-ethylhexyl)orthophosphoric acid, Hydrogen bis(2-ethylhexyl) phosphate, 2-Ethyl-1-hexanol hydrogen phosphate, Di(2-ethylhexyl) phosphoric acid.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

Where these values came from

compound record.

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.