PRODUCTS

PENTACHLOROBENZENETHIOL

Pentachlorobenzenethiol is used in the rubber industry.
Pentachlorobenzenethiol is added to rubber (both natural and synthetic) to facilitate processing (mastication).
Pentachlorobenzenethiol has primarily been used as a chemical intermediate rather than as a consumer product.

CAS Number: 133-49-3
EC Number: 205-107-8
Molecular Formula: C₆HCl₅S
Molecular Weight: 285.40 g/mol

SYNONYMS:
Pentachlorobenzenethiol, Pentachlorobenzenethiol, pentachlorothiophenol, PCBT, Pentachlorobenzenethiol, Pentachlorothiophenol, 2,3,4,5,6-Pentachlorobenzene-1-thiol, Pentachlorobenzene thiol, Pentachlorobenzenemercaptan, PCP Thiophenol, Pctp, rpa6, RPA 6, usafb-51, Renacit 7, USAF B-51, Pentachlorothi, Pentachlorthiofenol, Pentachlorthiophenol, Akrochem Peptizer PTP, Pentachlorobenzenethiol, Pentachlorothiophenol, RPA 6, Pentachlorthiofenol, USAF B-51, PCTP, Akrochem Peptizer PTP, Pentachlorthiophenol, Benzenethiol, 2,3,4,5,6-pentachloro-, NSC 5578, PENTACHLOROTHIOPHENOL, 133-49-3, Pentachlorobenzenethiol, Benzenethiol, pentachloro-, PCTP, Pentachlorthiofenol, Benzenethiol, 2,3,4,5,6-pentachloro-, RPA 6, USAF B-51, Pentachloro-benzenethiol, 92A1Z48VJB, NSC-5578, DTXSID3044540, RefChem:171315, DTXCID1024540, 205-107-8, 2,3,4,5,6-Pentachlorobenzenethiol, pentachlorobenzene-1-thiol, NSC 5578, MFCD00059146, Pentachloro thiophenol, C6HCl5S, Pentachlorthiofenol [Czech], Akrochem Peptizer PTP, HSDB 6124, EINECS 205-107-8, BRN 1108638, UNII-92A1Z48VJB, AI3-23118, Pentachlorthiophenol, Pentachloro benzenethiol, Renacit 7 (Salt/Mix), SCHEMBL48512, 4-06-00-01642 (Beilstein Handbook Reference), orb3139129, SCHEMBL1320668, NSC5578, WLN: SHR BG CG DG EG FG, PENTACHLOROTHIOPHENOL [HSDB], BBL028077, MSK160987, STK530289, 2,3,4,5,6-pentachloro-benzenethiol, AKOS005463160, 2,3,4,5,6-Pentachlorobenzenethiol #, 2,3,4,5,6-Pentachlorobenzene-1-thiol, AC-11106, Pentachlorothiophenol, analytical standard, SY050885, VS-08658, DB-042184, CS-0204835, NS00005238, P0312, D91942, F547730, Q1754155

Pentachlorobenzenethiol is a light yellow powder
Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.
The chemical formula of Pentachlorobenzenethiol is C6HCl5S.

Pentachlorobenzenethiol is an organosulfur compound belonging to the family of chlorinated aromatic thiols.
Pentachlorobenzenethiol is identified by the CAS Number 133-49-3 and EC Number 205-107-8.
Pentachlorobenzenethiol has the molecular formula C₆HCl₅S and a molecular weight of 285.40 g/mol.

Pentachlorobenzenethiol's structure consists of a benzene ring substituted with five chlorine atoms and one thiol (-SH) functional group.
The high degree of chlorination contributes to Pentachlorobenzenethiol's chemical stability and distinctive physical and chemical properties.
Pentachlorobenzenethiol has primarily been used as an industrial chemical intermediate in specialized chemical manufacturing processes.

Pentachlorobenzenethiol has been associated with applications involving sulfur-containing aromatic compounds and the production of certain specialty chemicals.
Due to its chlorinated structure and reactive thiol group, Pentachlorobenzenethiol requires careful handling and appropriate safety precautions during industrial use.
Today, Pentachlorobenzenethiol is mainly encountered in industrial and research settings where controlled handling procedures are implemented.

USES and APPLICATIONS of PENTACHLOROBENZENETHIOL:
Pentachlorobenzenethiol is a plasticizer; it is used in method for preparing outer rubber hose for high performance hydraulic oil pipe.
Pentachlorobenzenethiol has primarily served as an industrial chemical intermediate rather than a finished commercial product.

One of Pentachlorobenzenethiol's most important historical applications has been in the production of rubber chemicals, where sulfur-containing chlorinated aromatic compounds help manufacture specialty rubber additives and processing agents.
Pentachlorobenzenethiol has also been used in synthesizing chlorinated sulfur compounds for industrial chemistry.

In specialty organic synthesis, pentachlorobenzenethiol functions as a building block for producing more complex sulfur-containing aromatic molecules used in research and industrial manufacturing.
Pentachlorobenzenethiol has also appeared in laboratory research involving sulfur chemistry, chlorinated aromatic compounds, reaction mechanisms, and analytical reference standards.

Modern use has become increasingly limited because safer substitutes are available for many industrial applications of Pentachlorobenzenethiol, and regulatory attention has increased for persistent chlorinated compounds.
Pentachlorobenzenethiol is used in the rubber industry.
Pentachlorobenzenethiol is added to rubber (both natural and synthetic) to facilitate processing (mastication).

Pentachlorobenzenethiol is a highly chlorinated aromatic organosulfur compound belonging to the family of chlorinated benzenethiols (thiophenols).
Pentachlorobenzenethiol consists of a benzene ring substituted with five chlorine atoms and one sulfhydryl (-SH) group.
The extensive chlorination gives the molecule exceptional chemical stability, hydrophobicity, and resistance to environmental degradation compared with many non-halogenated thiophenols.

Pentachlorobenzenethiol has primarily been used as a chemical intermediate rather than as a consumer product.
Pentachlorobenzenethiol has been employed in the manufacture of rubber chemicals, specialty organic compounds, sulfur-containing intermediates, and certain industrial formulations.

PHYSICAL and CHEMICAL CHARACTERISTICS of PENTACHLOROBENZENETHIOL:
Pentachlorobenzenethiol exhibits exceptionally high chemical stability because the five chlorine atoms strongly reduce the reactivity of the aromatic ring.
The sulfhydryl (-SH) group remains the most chemically active portion of the molecule and participates in oxidation, substitution, and metal-complex formation reactions.
Pentachlorobenzenethiol has a very low vapor pressure, meaning it evaporates slowly under normal temperatures.
However, despite its low volatility, its characteristic thiol odor can often be detected at extremely low concentrations because sulfur-containing compounds have very low odor thresholds.

CHEMICAL CHARACTERISTICS of PENTACHLOROBENZENETHIOL:
Pentachlorobenzenethiol belongs to the halogenated aromatic thiols.
Pentachlorobenzenethiol combines two important chemical features: a highly chlorinated aromatic ring that provides exceptional stability and hydrophobicity, and a reactive thiol group capable of oxidation and metal binding.

The thiol group can form disulfides under oxidizing conditions, react with electrophilic reagents, participate in nucleophilic substitution chemistry, and coordinate with certain metal ions.
Compared with ordinary thiophenol, the heavy chlorination significantly reduces aromatic ring reactivity while increasing environmental persistence.

SYNTHESIS of PENTACHLOROBENZENETHIOL:
Pentachlorobenzenethiol can be obtained from hexachlorobenzene.

PROPERTIES of PENTACHLOROBENZENETHIOL:
Pentachlorobenzenethiol is a gray solid with an unpleasant odor, practically insoluble in water.
Pentachlorobenzenethiol 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.

BENEFITS and FUNCTIONAL CHARACTERISTICS
Historically, pentachlorobenzenethiol possessed several industrially valuable characteristics.
Its high chemical stability allows Pentachlorobenzenethiol to remain intact during demanding manufacturing conditions.

The chlorinated aromatic structure of Pentachlorobenzenethiol provides resistance to oxidation and environmental degradation compared with less substituted thiophenols.
The thiol functional group offers useful synthetic versatility for producing sulfur-containing derivatives, while Pentachlorobenzenethiol's strong affinity for organic materials makes it suitable for certain specialized industrial processes involving non-polar systems.
These characteristics made Pentachlorobenzenethiol valuable primarily as an intermediate rather than as a direct end-use chemical.

PHYSICAL and CHEMICAL PROPERTIES of PENTACHLOROBENZENETHIOL:
CAS Number: 133-49-3
EC Number: 205-107-8
Chemical formula: C6HCl5S
Molar mass: 282.38 g·mol−1
Appearance: Gray solid
Density: 1.7±0.1 g/cm3
Melting point: 231.5 °C (448.7 °F; 504.6 K)
Solubility in water: Insoluble
Chemical Name: Pentachlorobenzenethiol
IUPAC Name: 2,3,4,5,6-Pentachlorobenzene-1-thiol

CAS Number: 133-49-3
EC Number: 205-109-4
Molecular Formula: C₆HCl₅S
Molecular Weight: 285.40 g/mol
Appearance: White to pale yellow crystalline solid
Physical State: Solid
Color: White, cream, or pale yellow
Odor: Strong mercaptan-like (thiol) odor
Molecular Formula: C₆HCl₅S
Molecular Weight: 285.40 g/mol
Melting Point: Approximately 112–116°C

Boiling Point: Approximately 280–290°C (decomposes at elevated temperatures)
Density: Approximately 1.8 g/cm³
Vapor Pressure: Very low at room temperature
Water Solubility: Practically insoluble
Solubility in Organic Solvents: Soluble in acetone, benzene, chloroform, toluene, and other organic solvents
Log Kow: High (strong lipophilic character)
Flash Point: High; combustible under sufficient heating
Autoignition: Not readily self-igniting
Stability: Stable under normal storage conditions
Light Sensitivity: Relatively stable

Oxidation: Thiol group can oxidize to disulfides
Decomposition Products: Hydrogen chloride, sulfur oxides, carbon oxides, and chlorinated decomposition products
Molecular Formula / Molecular Weight: C6HCl5S = 282.38
Physical State (20 deg.C): Solid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Air Sensitive
CAS RN: 133-49-3
Reaxys Registry Number: 1108638

PubChem Substance ID: 87574543
SDBS (AIST Spectral DB): 10157
MDL Number: MFCD00059146
CBNumber: CB4308632
Molecular Formula: C6HCl5S
Molecular Weight: 282.4
MDL Number: MFCD00059146
MOL File: 133-49-3.mol
Melting point: 223-227 °C(lit.)

Boiling point: 351.3±37.0 °C(Predicted)
Density: 1.693 (estimate)
storage temp.: -20°C Freezer, Under inert atmosphere
solubility: Chloroform (Slightly), DMSO (Slightly)
pka: 3.14±0.50(Predicted)
form: Solid
color: Off-White to Pale Beige
Sensitive: Stench
Henry's Law Constant: 6.6×10-2 mol/(m3Pa) at 25℃, HSDB (2015)

Stability: Air Sensitive
InChI: InChI=1S/C6HCl5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
InChIKey: LLMLGZUZTFMXSA-UHFFFAOYSA-N
SMILES: C1(S)=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl
CAS DataBase Reference: 133-49-3(CAS DataBase Reference)
EWG's Food Scores: 1
FDA UNII: 92A1Z48VJB
NIST Chemistry Reference: Pentachloro benzenethiol(133-49-3)
EPA Substance Registry System: Pentachlorothiophenol (133-49-3)
Molecular Weight: 282.4 g/mol

XLogP3-AA: 5.2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 0
Exact Mass: 281.821210 Da
Monoisotopic Mass: 279.824160 Da
Topological Polar Surface Area: 1 Å²
Heavy Atom Count: 12
Formal Charge: 0

Complexity: 150
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

FIRST AID MEASURES of PENTACHLOROBENZENETHIOL:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of PENTACHLOROBENZENETHIOL:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of PENTACHLOROBENZENETHIOL:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of PENTACHLOROBENZENETHIOL:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of PENTACHLOROBENZENETHIOL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of PENTACHLOROBENZENETHIOL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available

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