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
An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalent bond, covalently bonded atom of chlorine. The chloroalkane class (alkanes with one or more hydrogens subst ...
compounds. The chemical formula is .
Synthesis
Pentachlorobenzenethiol can be obtained from
hexachlorobenzene
Hexachlorobenzene, or perchlorobenzene, is an organochloride with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Sto ...
.
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 crushed and ground by teeth. It is the first step of digestion, and it increases the surface area of foods to allow a more efficient break down by enzymes. During the mastication process, th ...
).
See also
*
Chlorobenzene
Chlorobenzene is an aromatic organic compound with the chemical formula C6H5Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals.
Uses
Historical
The major use of chlorob ...
*
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 col ...
*
Trichlorobenzene
Trichlorobenzene (TCB) may refer to any of three isomeric chlorinated derivatives of benzene with the molecular formula C6H3Cl3. Trichlorobenzenes are man-made chemical compounds that occur in three different forms. Even though the forms have the ...
*
Pentachlorobenzene
Pentachlorobenzene (PeCB) is a chemical compound 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 used industrially for a variety of ...
*
Hexachlorobenzene
Hexachlorobenzene, or perchlorobenzene, is an organochloride with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Sto ...
References
{{Reflist
External links
Preparation of pentachlorothiophenol US 2922820 A
Benzene derivatives
Thiols
Organochlorides
Foul-smelling chemicals