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PENTACHLOROTHIOPHENOL

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Name

PENTACHLOROTHIOPHENOL

EINECS 205-107-8
CAS No. 133-49-3 Density 1.745 g/cm3
PSA 38.80000 LogP 5.24230
Solubility N/A Melting Point 223-227 °C(lit.)
Formula C6H Cl5 S Boiling Point 351.3 °C at 760 mmHg
Molecular Weight 282.405 Flash Point 144.6 °C
Transport Information UN 3335 Appearance Off-white to White Powder
Safety Poison by intraperitoneal route. Mildly toxic by ingestion. Severe eye irritant. When heated to decomposition it emits very toxic fumes of SOx and Cl. See also CHLOROPHENOLS. Risk Codes R20/22;
Molecular Structure Molecular Structure of 133-49-3 (PENTACHLOROTHIOPHENOL) Hazard Symbols R20/22:Harmful by inhalation and if swallowed.;
Synonyms

Benzenethiol,pentachloro- (6CI,7CI,8CI,9CI); AP; NSC 5578; Pentachlorobenzenethiol;Pentachlorothiophenol; RPA 6; Struktol A 95

Article Data 17

PENTACHLOROTHIOPHENOL Synthetic route

82-68-8

Quintozene

133-49-3

pentachlorothiophenol

Conditions
ConditionsYield
With sodium hydroxide; hydrogen sulfide 1.) methanol, 2.) pyridine, reflux , 2h;55%
76827-74-2

(Z,Z)-2,3,4,5-Tetrachlor-2,4-pentadienthiosaeure-S-pentachlorphenylester

A

133-49-3

pentachlorothiophenol

B

5659-38-1

3,4,5-trichloro-α-pyrone

Conditions
ConditionsYield
With tin(IV) chloride for 6h; Heating;A 25%
B 55%
60-29-7

diethyl ether

2-(pentachlorophenylsulfanyl)-1-phenylethanone

A

133-49-3

pentachlorothiophenol

B

98-86-2

acetophenone

C

1-ethoxy-1-pentachlorophenylsulfanylethane

D

495-71-6

phenacylacetophenone

Conditions
ConditionsYield
for 2h; Product distribution; Irradiation;A 16%
B 30%
C 54%
D n/a
118-74-1

hexachlorobenzene

133-49-3

pentachlorothiophenol

Conditions
ConditionsYield
With benzyltriethylammonium tetrathiomolybdate In N,N-dimethyl-formamide at 70℃; for 8h;20%
With methanol; sodium hydrogensulfide at 120 - 140℃;
With pyridine; sodium hydrogensulfide; ethylene glycol
With methanol; sodium sulfide; sulfur
With sodium hydroxide; sodium hydrogensulfide; concentrated aqueous hydrochloric acid In N-methyl-acetamide; water
527-20-8

2,3,4,5,6-pentachloroaniline

133-49-3

pentachlorothiophenol

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; sodium nitrite anschliessend Behandeln mit einer wss. Loesung von Kalium-<O-aethyl-dithiocarbonat> und Natriumcarbonat und Erwaermen des danach erhaltenen Reaktionsprodukts mit einer wss.-aethanol. Natronlauge;
19815-92-0

pentachlorophenylsulphenyl chloride

75-28-5

Isobutane

A

133-49-3

pentachlorothiophenol

B

22441-21-0

di(pentachlorophenyl)disulfide

C

42325-67-7

t-Bu-pentachlorphenylsulfid

D

42325-68-8

iso-Bu-pentachlorphenylsulfid

Conditions
ConditionsYield
With CFC-112a In tetrachloromethane Irradiation;
19815-92-0

pentachlorophenylsulphenyl chloride

110-82-7

cyclohexane

A

133-49-3

pentachlorothiophenol

B

542-18-7

cyclohexyl chloride

C

22441-21-0

di(pentachlorophenyl)disulfide

D

91399-09-6

Cyclohexyl-pentachlorphenyl-sulfid

Conditions
ConditionsYield
In tetrachloromethane Irradiation; Further byproducts given;
319-87-9

pentachlorofluorobenzene

133-49-3

pentachlorothiophenol

Conditions
ConditionsYield
With pyridine; sodium hydrogensulfide
22441-28-7

sodium pentachlorobenzenethiolate

133-49-3

pentachlorothiophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / diethyl ether / 1 h / Ambient temperature
2: 25 percent / tin(IV) chloride / 6 h / Heating
View Scheme
133-49-3

pentachlorothiophenol

78074-81-4

5-t-butyl-7-methyl-1-oxaspiro<2,5>octa-5,7-dien-4-one

78074-84-7

6-t-butyl-1,2,3,4-tetrachloro-8-methylphenoxathiin

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1.5h; Mechanism; Heating;95%
With sodium hydroxide In ethanol for 1.5h; Heating;95%
With sodium hydroxide In ethanol Yield given;

PENTACHLOROTHIOPHENOL Chemical Properties

MF: C6HCl5S
MW: 282.402 g/mol 
EINECS: 205-107-8
Sensitive: Stench
Density: 1.745 g/cm3
Flash Point: 144.6 °C
Index of Refraction: 1.648
Melting Point: 223-227 °C(lit.)
Enthalpy of Vaporization: 57.24 kJ/mol 
Boiling Point: 351.3 °C at 760 mmHg 
Vapour Pressure: 8.41E-05 mmHg at 25°C 
IUPAC Name: 2,3,4,5,6-Pentachlorobenzenethiol
Synonyms: Pentachlorothiophenol;Pentachlorobenzenethiol;2,3,4,5,6-Pentachlorobenzenethiol;Akrochem Peptizer PTP;Benzenethiol, pentachloro-;Pctp;Pentachloro-benzenethio;Pentachlorthiofenol
Product Categories: Organics;Phenol&Thiophenol & Mercaptan
Following is the molecular structure of Pentachlorothiophenol (133-49-3):

PENTACHLOROTHIOPHENOL Uses

Pentachlorothiophenol (133-49-3) is natural rubber, neoprene, nitrile rubber, styrene-butadiene rubber and butyl rubber, and plastic refining accelerator, as well as with Synthetic rubber composition of the regeneration of the higher doses. Applicable to high temperature and low temperature plastic plastic refining refining, sulfur may terminate the role of plastic solution. The product toxicity, no pollution, no smell vulcanized rubber, the rubber physical properties and aging properties of no effect. The product with the zinc sulfate solution, the reaction of thiophenol five zinc chloride can be used as natural rubber plasticating accelerator, high, low use of technology showed a significant catalytic role, suitable for open mill and mixer. 5 Chloro thiophenol zinc vulcanizate physical properties, aging properties, as well as chlorine taste and so no effect can be used for light-colored products. The product of real material with mineral mixtures nearly equal weight, then adding a small amount of organic activator, that is composed of five chloro-thiophenol compound, also be used as natural rubber, polybutadiene rubber, isoamyl rubber, styrene-butadiene rubber, NBR rubber, neoprene, butyl rubber and other unsaturated bond-containing rubber peptizer, low temperatures can also have a good solution of the role of plastic. The role of a small amount of sulfur solution for termination of its plastic effects.

PENTACHLOROTHIOPHENOL Production

Manufacturing methd of Pentachlorothiophenol (133-49-3):Pentachlorothiophenol is formed by HCB reaction with sodium hydrosulfide, with dimethyl formamide and other organic solvents as solvent. Reaction of the five chlorine thiophenol in the reaction system and then with sodium hydrosulfide, resulting in five thiophenol sodium chloride and hydrogen sulfide. Then, hydrochloric acid 5 sodium chloride precipitates thiophenol thiophenol pentachlorophenol, and then filtering, washing, drying, that is to be finished five chlorine thiophenol.

PENTACHLOROTHIOPHENOL Toxicity Data With Reference

1.    

eye-rbt 500 mg/24H SEV

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,168.
2.    

orl-rat LD50:11,900 g/kg

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,168.
3.    

ipr-mus LD50:100 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

PENTACHLOROTHIOPHENOL Consensus Reports

Chlorophenol compounds are on The Community Right-To-Know List. Reported in EPA TSCA Inventory.

PENTACHLOROTHIOPHENOL Safety Profile

Poison by intraperitoneal route. Mildly toxic by ingestion. Severe eye irritant. When heated to decomposition it emits very toxic fumes of SOx and Cl.
Safety Information of Pentachlorothiophenol (133-49-3):
RIDADR: UN 3335
WGK Germany: 3
RTECS: DC1925000
Hazard Note: Harmful/Stench
Hazardous Substances Data: 133-49-3(Hazardous Substances Data)

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