Benzoyl Chloride

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

What is the Benzoyl Chloride?

The molecule Benzoyl Chloride presents a molecular formula of C7H5ClO and its IUPAC name is benzoyl chloride.

Benzoyl chloride is a molecule composed of one carbon atom bonded to two chlorine atoms, with a benzene ring bonded to the carbon. It is a colorless, fuming liquid with a pungent odor. It is used in the manufacture of plastics, dyes, and pharmaceuticals. It is also used as a herbicide..

Benzoyl chloride is produced by the chlorination of benzene in the presence of a catalyst such as iron chloride. The reaction is exothermic and produces fumes of hydrogen chloride..

The structure of benzoyl chloride is similar to that of other acyl chlorides such as acetic acid chloride and propionic acid chloride. The carbon atom bonded to the chlorine is called the acyl group. The benzene ring is attached to the acyl group via a carbon-carbon bond..

The reactivity of benzoyl chloride is similar to that of other acyl chlorides. It reacts with water to produce hydrochloric acid and benzoic acid. It reacts with alcohols and amines to produce esters and amides, respectively..

Benzoyl chloride is a corrosive substance and contact with skin or eyes can cause irritation or burns. Inhalation of the fumes can cause respiratory tract irritation..

3D structure

Cartesian coordinates

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

2D drawing

 

Benzoyl Chloride PASDCCFISLVPSO-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Benzoyl Chloride

 

Molecule descriptors

 
IUPAC namebenzoyl chloride
InChI codeInChI=1S/C8H10S/c1-9-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChI KeyPASDCCFISLVPSO-UHFFFAOYSA-N
SMILESC(=O)(c1ccccc1)Cl

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 namebenzoyl chloride
Molecular formulaC7H5ClO
Molecular weight140.567
Melting point (ºC)-1
Boiling point (ºC)198
Density (g/cm3)1.211
Molar refractivity36.63
LogP2.1
Topological polar surface area25.3

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.