Diethylene glycol diethyl ether

An ether, C8H18O3, 162.229 g/mol. Boiling point 188 °C, melting point -45 °C, as published.

verified recordOrganic — ether8 measured properties

Identifiers

Molecular formula: C₈H₁₈O₃
Molecular weight: 162.229 g/mol
Exact mass: 162.125594 g/mol
SMILES: CCOCCOCCOCC
InChI: InChI=1S/C8H18O3/c1-3-9-5-7-11-8-6-10-4-2/h3-8H2,1-2H3
InChIKey: RRQYJINTUHWNHW-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: 372 °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.; 188 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-168; 189 °Cmeasured · reference compound database; 189 °C @760 [mm Hg]measured · reference compound database
Melting Point: -47.7 °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.; -45 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 86TH Edition 2005-2006. CRC Press, Taylor & Francis, Boca Raton, FL 2005, p. 3-168; -44 °Cmeasured · reference compound database; -44 °Cmeasured · reference compound database
Flash Point: 130 °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.; 180 °F (82 °C) (Open Cup)measured · Fire Protection Guide to Hazardous Materials. 13 ed. Quincy, MA: National Fire Protection Association, 2002., p. 325-44; 71 °C c.c.measured · reference compound database
Solubility: greater than or equal to 100 mg/mL at 66 °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.; Very soluble in ethanol, organic solvents; soluble in 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: 2648; Soluble in hydrocarbonsmeasured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 373; Infinite /1.0X10+6 mg/L/ solubility water at 25 °Cmeasured · Yalkowsky SH, Dannenfelser RM; The AQUASOL dATAbASE of Aqueous Solubility. Ver 5. Tucson, AZ: Univ AZ, College of Pharmacy (1992); Solubility in water: very goodmeasured · reference compound database
Density: 0.9063 at 68 °F (NTP, 1992) - Less dense than water; will floatmeasured · 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.; 0.907 at 20 °C/4 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 549; Relative density (water = 1): 0.91measured · reference compound database; 0.9082 @ 20°Cmeasured · reference compound database
Vapor Pressure: 0.54 mmHg at 77 °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.; 0.52 [mmHg]measured · reference compound database; 0.520 mm Hg at 25 °Cmeasured · Yaws CL; Handbook of Vapor Pressure. Vol 3: C8-C28 Compounds. Houston,TX: Gulf Pub Co (1994); Vapor pressure, Pa at 20 °C: 79measured · reference compound database; 0.52 [mm Hg] @25 °Cmeasured · reference compound database
LogP: log Kow = 0.39measured · Funasaki N et al; J Phys Chem 88: 5786-5790 (1984); 0.39measured · reference compound database; 0.39measured · reference compound database
Refractive Index: Index of refraction: 1.4115 at 20 °C/Dmeasured · 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: 2648

Calculated properties

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

logP: 1.076calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 27.69 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: 8calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 43.805 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: 0.4997calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon8 atoms · 59.2% by mass
O Oxygen3 atoms · 29.6% by mass
H Hydrogen18 atoms · 11.2% 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: 11
Total atoms, hydrogen included: 29
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

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 diethyl ether yet.

Other names for it

No systematic name is recorded.

The sources also call it 1-Ethoxy-2-(2-ethoxyethoxy)ethane, 2-Ethoxyethyl ether, Diethyl carbitol, Bis(2-ethoxyethyl) ether, DEGDEE, Ethane, 1,1'-oxybis[2-ethoxy-, Ethane, 1,1'-oxybis(2-ethoxy-, Glycol, diethylene-, diethyl ether, diethoxydiglycol, diethyleneglycol diethyl ether, HISOLVE EDE, 1,1'-oxybis(2-ethoxy)ethane.

Structurally related

Nothing structurally close to Diethylene glycol diethyl ether has a page here yet.

Where these values came from

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.