Phenethyl salicylate

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

What is the Phenethyl salicylate?

The molecule Phenethyl salicylate presents a molecular formula of C15H14O3 and its IUPAC name is 2-phenylethyl 2-hydroxybenzoate.

Phenethyl salicylate (C8H8O3) is a colorless liquid with a characteristic odor. It is insoluble in water, but soluble in most organic solvents. Phenethyl salicylate is used as a food additive and as a fragrance in cosmetics and perfumes..

Phenethyl salicylate is prepared by the esterification of salicylic acid with phenethyl alcohol..

Phenethyl salicylate is used as a food additive and as a fragrance in cosmetics and perfumes. It has a sweet, floral, and slightly fruity odor..

Phenethyl salicylate is a weak acid, with a pKa of 4.75..

Phenethyl salicylate is an irritant to the skin, eyes, and mucous membranes. Ingestion of large amounts may cause nausea, vomiting, and diarrhea..

3D structure

Cartesian coordinates

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

2D drawing

 

Phenethyl salicylate YNMSDIQQNIRGDP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Phenethyl salicylate

 

Molecule descriptors

 
IUPAC name2-phenylethyl 2-hydroxybenzoate
InChI codeInChI=1S/C15H14O3/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2
InChI KeyYNMSDIQQNIRGDP-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)CCOC(=O)C2=CC=CC=C2O

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 name2-phenylethyl 2-hydroxybenzoate
Molecular formulaC15H14O3
Molecular weight242.27
Melting point (ºC)39-41
Boiling point (ºC)370
Density (g/cm3)1.154
Molar refractivity
LogP4.5
Topological polar surface area46.5

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.