Tetrahydrofuran

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Tetrahydrofuran are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Tetrahydrofuran?

The molecule Tetrahydrofuran presents a molecular formula of C4H8O and its IUPAC name is tetrahydrofuran.

Tetrahydrofuran (THF) is an organic compound with the formula (CH2)4O. It is a colorless liquid with a characteristic "ether-like" odor. THF is a versatile solvent and is used as a precursor to many polymers. It is a member of the class of compounds known as heterocycles..

The structure of tetrahydrofuran consists of a four-membered ring of carbon atoms with two adjacent oxygen atoms. The oxygen atoms are bonded to the carbon atoms via double bonds. The remaining two bonds on each carbon atom are single bonds to hydrogen atoms..

The physical properties of THF are similar to those of other ethers. It is a clear, colorless liquid with a boiling point of 66°C and a melting point of -108°C. THF is soluble in water, alcohols, and most organic solvents..

The chemical properties of THF are also similar to those of other ethers. THF is highly flammable and reacts with oxidizing agents to form explosive peroxides. THF is also an excellent solvent for many organic compounds..

The most important use of THF is as a precursor to the polymer polytetrafluoroethylene (PTFE, or Teflon). PTFE is used in a variety of applications where its chemical inertness and resistance to high temperatures are advantageous..

THF is also used as a solvent for many organic reactions. It is particularly useful for reactions that involve highly reactive reagents or those that are sensitive to water..

In summary, tetrahydrofuran is a clear, colorless liquid with a characteristic "ether-like" odor. THF is a versatile solvent and is used as a precursor to many polymers. It is also an excellent solvent for many organic reactions..

3D structure

Cartesian coordinates

Geometry of Tetrahydrofuran in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Tetrahydrofuran WYURNTSHIVDZCO-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Tetrahydrofuran

 

Molecule descriptors

 
IUPAC nametetrahydrofuran
InChI codeInChI=1S/C6H12/c1-5-3-4-6(5)2/h5-6H,3-4H2,1-2H3/t5-,6-/m1/s1
InChI KeyWYURNTSHIVDZCO-UHFFFAOYSA-N
SMILESO1CCCC1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC nametetrahydrofuran
Molecular formulaC4H8O
Molecular weight72.1057
Melting point (ºC)-108
Boiling point (ºC)67
Density (g/cm3)0.890
Molar refractivity20.31
LogP0.8
Topological polar surface area-

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.