Anisole

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

What is the Anisole?

The molecule Anisole presents a molecular formula of C7H8O and its IUPAC name is anisole.

Anisole is a molecule with the chemical formula C6H5OCH3. It is a clear liquid with a characteristic aniseed-like odor. It is a volatile organic compound and lies as a phenol..

Anisole is used as a fragrance in perfumes and as a flavor in foods and beverages. It is also used as a solvent in the pharmaceutical and chemical industries..

The anisole molecule is made up of six carbon atoms, five hydrogen atoms, and one oxygen atom. The carbon atoms are arranged in a ring structure. The oxygen atom is bonded to the carbon atom in the middle of the ring. The hydrogen atoms are bonded to the other carbon atoms in the ring..

The anisole molecule is insoluble in water but is soluble in organic solvents. It is a flammable liquid and has a boiling point of 104 degrees Celsius..

Anisole is produced by the reaction of anisaldehyde with methanol in the presence of a catalyst. It can also be produced by the reaction of toluene with methanol in the presence of a catalyst..

3D structure

Cartesian coordinates

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

2D drawing

 

Anisole RDOXTESZEPMUJZ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Anisole

 

Molecule descriptors

 
IUPAC nameanisole
InChI codeInChI=1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
InChI KeyRDOXTESZEPMUJZ-UHFFFAOYSA-N
SMILESc1(OC)ccccc1

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 nameanisole
Molecular formulaC7H8O
Molecular weight108.138
Melting point (ºC)-37
Boiling point (ºC)154
Density (g/cm3)0.995
Molar refractivity32.93
LogP1.7
Topological polar surface area62.8

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.