Diethyl Sulfate

An organic compound, C4H10O4S, 154.187 g/mol. Boiling point 209.5 °C with decomposition, melting point -25 °C, as published.

verified recordOrganic compound9 measured properties

Identifiers

Molecular formula: C₄H₁₀O₄S
Molecular weight: 154.187 g/mol
Exact mass: 154.02998 g/mol
IUPAC name: diethyl sulfate
SMILES: CCOS(=O)(=O)OCC
InChI: InChI=1S/C4H10O4S/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3
InChIKey: DENRZWYUOJLTMF-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: 409 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals; 209.5 °C with decompositionmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: -12 °F (USCG, 1999)measured · CAMEO Chemicals; -25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.1803 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.172 g/cu cm @ 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: Miscible in alcohol and ether.measured · Hazardous Substances Data Bank (HSDB); In water, 7,000 mg/l @ 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.21 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; Vapor pressure: 1 mm Hg @ 47 °Cmeasured · Hazardous Substances Data Bank (HSDB)
LogP: log Kow= 1.14measured · Hazardous Substances Data Bank (HSDB); 1.14measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point: 220 °F (USCG, 1999)measured · CAMEO Chemicals; 104 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity: 1.79 centipoises @ 20 °Cmeasured · Lewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 13th ed. New York, NY: John Wiley & Sons, Inc. 1997., p. 380
Refractive Index: Index of Refraction = 1.40037 @ 20 °C/Dmeasured · 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. 550

Calculated properties

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

Molecular weight: 154.19 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 154.02997997 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.1calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 61 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 130calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 4calculated · reference compound database
logP: 0.3042calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 52.6 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: 4calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 4calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 32.1718 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: 0.5842calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

O Oxygen4 atoms · 41.5% by mass
C Carbon4 atoms · 31.2% by mass
S Sulfur1 atom · 20.8% by mass
H Hydrogen10 atoms · 6.5% 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: 9
Total atoms, hydrogen included: 19
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 Sulfate yet.

Other names for it

The systematic name on this record is diethyl sulfate.

The sources also call it Diethyl sulphate, Sulfuric acid, diethyl ester, DIETHYLSULFATE, Diaethylsulfat, Sulfuric acid diethyl ester, Diethyl tetraoxosulfate, Diethylester kyseliny sirove, K0FO4VFA7I, NSC-56380, CHEBI:34699, NSC56380.

Structurally related

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

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Diethyl Sulfate. 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.

1,4-Dimethyl-1H-pyrrole-2-acetic acid

used as a reactant

C₈H₁₁NO₂, 153.181 g/mol.

(4-Methoxy-phenyl)-(2-pyridin-2-yl-ethyl)-amine

used as a reactant

C₁₄H₁₆N₂O, 228.295 g/mol.

Where these values came from

reference compound database6163
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.