4-Chlorobenzyl Alcohol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-Chlorobenzyl Alcohol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 4-Chlorobenzyl Alcohol?

The molecule 4-Chlorobenzyl Alcohol presents a molecular formula of C7H7ClO and its IUPAC name is 4-chlorobenzyl alcohol.

Chlorobenzyl alcohol is an organic compound with the formula C6H5CH2ClOH. This colourless liquid is a common precursor to other organic compounds. It is produced on a large scale and is a versatile intermediate in organic synthesis..

The molecule consists of a benzene ring substituted with a chlorine atom at the 4-position and an alcohol group at the 2-position. The molecule is planar and has an asymmetric carbon atom..

The compound is a mild acid, with a pKa of around 9.5. It is miscible with water and most organic solvents..

Chlorobenzyl alcohol is produced by the chlorination of toluene. It is also a by-product of the chlorination of benzene..

The main use of chlorobenzyl alcohol is as a precursor to other organic compounds. It is used in the production of dyes, pharmaceuticals and pesticides..

The compound is also used as a solvent and as a intermediate in organic synthesis..

3D structure

Cartesian coordinates

Geometry of 4-Chlorobenzyl Alcohol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-Chlorobenzyl Alcohol PTHGDVCPCZKZKR-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-Chlorobenzyl Alcohol

 

Molecule descriptors

 
IUPAC name4-chlorobenzyl alcohol
InChI codeInChI=1S/C8H5NO/c9-5-7-1-3-8(6-10)4-2-7/h1-4,6H
InChI KeyPTHGDVCPCZKZKR-UHFFFAOYSA-N
SMILESc1(Cl)ccc(cc1)CO

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 name4-chlorobenzyl alcohol
Molecular formulaC7H7ClO
Molecular weight142.583
Melting point (ºC)71
Boiling point (ºC)234
Density (g/cm3)-
Molar refractivity37.58
LogP1.8
Topological polar surface area40.9

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.