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Diethylene Glycol

C4H10O3, 106.121 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — alcohol9 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
C₄H₁₀O₃
Molecular weight
106.121 g/mol
Exact mass
106.062994 g/mol
SMILES
OCCOCCO
InChI
InChI=1S/C4H10O3/c5-1-3-7-4-2-6/h5-6H,1-4H2
InChIKey
MTHSVFCYNBDYFN-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
473 °F at 760 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.
245.8 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-166
245 °Cmeasured · reference compound database
Melting Point
14 °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.
-10.4 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-166
-6.5 °Cmeasured · reference compound database
-10.4 °Cmeasured · reference compound database
Flash Point
290 °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.
124 °Cmeasured · reference compound database
280 to 290 °F (open cup) /from table/measured · Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 3818
124 °C c.c.measured · reference compound database
Solubility
greater than or equal to 100 mg/mL at 68 °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.
Immiscible with toluene, petroleum, linseed or castor oilmeasured · Browning, E. Toxicity and Metabolism of Industrial Solvents. New York: American Elsevier, 1965., p. 624
Soluble in chloroformmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-166
Soluble in ethanol, ethyl ethermeasured · Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton ,FL. 1994., p. V3: 2698
Miscible with alcohol, ether, acetone, ethylene glycol; practically insoluble in benzene, carbon tetrachloridemeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 529
Solubility in water: misciblemeasured · reference compound database
Density
1.118 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.
1.1197 g/cu cm at 15 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-166
Relative density (water = 1): 1.12measured · reference compound database
1.12 @ 15°Cmeasured · reference compound database
Vapor Pressure
less than 0.01 mmHg at 68 °F ; 0.01 mmHg at 86 °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.
0.0057 [mmHg]measured · reference compound database
VP: 1 mm Hg at 91.8 °Cmeasured · Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. V1: 1275
5.7X10-3 mm Hg at 25 °Cmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
Vapor pressure, Pa at 20 °C: 2.7measured · reference compound database
0.0057 [mm Hg] @25 °Cmeasured · reference compound database
LogP
-1.47measured · reference compound database
-1.98measured · reference compound database
Viscosity
0.30 cP at 25 °Cmeasured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 418
Refractive Index
Index of refraction = 1.4472 at 20 °C/Dmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-166

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.

logP
-1.0124calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
49.69 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
2calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
3calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
4calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
24.9906 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
0.4512calculated · 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
7
Total atoms, hydrogen included
17
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Alcohol

    An –OH group on a saturated carbon.

  • Ether

    An oxygen bridging two carbons.

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 Diethylene Glycol yet.

Other names for it

No systematic name is recorded.

The sources also call it 2,2'-Oxydiethanol, 2-(2-Hydroxyethoxy)ethanol, 2,2'-Oxybisethanol, Diglycol, Diethylenglykol, Digol, Bis(2-hydroxyethyl) ether, 2-Hydroxyethyl ether, Glycol ether, Ethanol, 2,2'-oxybis-, Ethylene diglycol, Digenos.

Structurally related

Nothing structurally close to Diethylene Glycol has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Diethylene Glycol. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

Where these values came from

  • chemistry engine

    structure perception

No matching record was found in the currently indexed sources (reference compound database)..

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.