Tetrahydrothiophene

An organic compound, C4H8S, 88.175 g/mol. Boiling point 121.12 °C @ 760 MM HG, melting point -96.16 °C, as published.

verified recordOrganic compound8 measured properties

Identifiers

Molecular formula: C₄H₈S
Molecular weight: 88.175 g/mol
Exact mass: 88.034671 g/mol
IUPAC name: thiolane
SMILES: C1CCSC1
InChI: InChI=1S/C4H8S/c1-2-4-5-3-1/h1-4H2
InChIKey: RAOIDOHSFRTOEL-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: 121.12 °C @ 760 MM HGmeasured · Hazardous Substances Data Bank (HSDB); 119-121 °Cmeasured · ILO-WHO International Chemical Safety Cards (ICSCs)
Melting Point: -96.16 °Cmeasured · Hazardous Substances Data Bank (HSDB); -96.2 °Cmeasured · ILO-WHO International Chemical Safety Cards (ICSCs)
Density: 0.9987 @ 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB); Relative density (water = 1): 1.0measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Solubility: INSOLUBLE IN WATER; SOL IN ALL PROPORTIONS IN ALCOHOL, ETHER, ACETONE, BENZENE, IN ORGANIC SOLVENTSmeasured · Hazardous Substances Data Bank (HSDB); Solubility in water: nonemeasured · ILO-WHO International Chemical Safety Cards (ICSCs)
Vapor Pressure: 18.4 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; Vapor pressure, kPa at 25 °C: 2.4measured · ILO-WHO International Chemical Safety Cards (ICSCs)
LogP: 1.8 (estimated by method of Leo et al, 1971).measured · Hazardous Substances Data Bank (HSDB); 1.8measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point: 55 °F (12 °C)measured · Hazardous Substances Data Bank (HSDB); 12 °Cmeasured · ILO-WHO International Chemical Safety Cards (ICSCs)
Refractive Index: MAXIMUM ABSORPTION (ALCOHOL): 240 NM SHOULDER (LOG E= 1.7); INDEX OF REFRACTION: 1.5048 @ 20 °C/D; SADTLER REFERENCE NUMBER 133 (NMR, JEOL, 100 MC SPECTRA)measured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-516

Calculated properties

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

Molecular weight: 88.17 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 88.03467143 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.4calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 25.3 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 22calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 1calculated · reference compound database
logP: 1.5134calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 0 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: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 0calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 26.559 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: 0.4323calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon4 atoms · 54.5% by mass
S Sulfur1 atom · 36.4% by mass
H Hydrogen8 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: 5
Total atoms, hydrogen included: 13
Rings: 1
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 Tetrahydrothiophene yet.

Other names for it

The systematic name on this record is thiolane.

The sources also call it Thiolane, Thiophane, Thiophene, tetrahydro-, Thiacyclopentane, Tetramethylene sulfide, Thilane, Tetrahydrothiophen, Tetramethylenesulfide, Thiofan, Pennodorant 1013, Tetrahydrothiofen.

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.

1,3-Dithiane

C4H8S2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Tetrahydrothiophene. 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.

1,2-Dichloroethane

used as a reactant

C₂H₄Cl₂, 98.96 g/mol.

Where these values came from

reference compound database1127
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.