Pentachlorobenzenethiol is a chemical compound from the group of
thiols
In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl grou ...
and
organochlorine
Organochlorine chemistry is concerned with the properties of organochlorine compounds, or organochlorides, organic compounds that contain one or more carbon–chlorine bonds. The chloroalkane class (alkanes with one or more hydrogens substituted ...
compounds. The chemical formula is .
Synthesis
Pentachlorobenzenethiol can be obtained from
hexachlorobenzene
Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. Its u ...
.
Properties
Pentachlorobenzenethiol is a combustible gray solid with an unpleasant odor, practically insoluble in water. It has a monoclinic crystal structure. The compound is not well-biodegradable and presumably bioaccumulable and toxic for aquatic organisms.
Pentachlorobenzenethiol is itself a metabolite of hexachlorobenzene and is found in the urine and the excretions of animals receiving hexachlorobenzene. Pentachlorobenzenethiol has a high potential for long-range transport via air as it is very slowly degraded in atmosphere.
Applications
Pentachlorobenzenethiol is used in the rubber industry. The compound is added to rubber (both natural and synthetic) to facilitate processing (
mastication
Chewing or mastication is the process by which food is comminution, crushed and ground by the teeth. It is the first step in the process of digestion, allowing a greater surface area for digestive enzymes to break down the foods.
During the mast ...
).
See also
*
Chlorobenzene
Chlorobenzene (abbreviated PhCl) is an aryl chloride and the simplest of the chlorobenzenes, consisting of a benzene ring substituted with one chlorine atom. Its chemical formula is C6H5Cl. This colorless, flammable liquid is a common solvent a ...
*
Dichlorobenzene There are three distinct chemical compounds which are dichlorobenzenes:
* 1,2-Dichlorobenzene or ''ortho''-dichlorobenzene;
* 1,3-Dichlorobenzene or ''meta''-dichlorobenzene;
* 1,4-Dichlorobenzene or ''para''-dichlorobenzene.
All three isomers are ...
*
Trichlorobenzene Trichlorobenzene (TCB) may refer to any of three isomeric chlorinated derivatives of benzene
Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is ...
*
Pentachlorobenzene
Pentachlorobenzene (PeCB) is an aryl chloride and a five-substituted chlorobenzene with the molecular formula C6HCl5 which is a chlorinated aromatic hydrocarbon. It consists of a benzene ring substituted with five chlorine atoms. PeCB was once ...
*
Hexachlorobenzene
Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. Its u ...
References
{{Reflist
External links
Preparation of pentachlorothiophenol US 2922820 A
Benzene derivatives
Thiols
Chlorobenzene compounds
Foul-smelling chemicals