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463-71-8

Basic Information
CAS No.: 463-71-8
Name: Thiophosgene
Article Data: 64
Molecular Structure:
Molecular Structure of 463-71-8 (Thiophosgene)
Formula: CCl2 S
Molecular Weight: 114.983
Synonyms: Thiophosgene(6CI,8CI);Carbon chlorosulfide;Carbonic dichloride, thio-;Carbonyl sulfidedichloride;Dichlorothiocarbonyl;Dichlorothioformaldehyde;Thiocarbonicdichloride;Thiocarbonyl chloride;Thiocarbonyl dichloride;
EINECS: 207-341-6
Density: 1.508
Melting Point: <25 °C
Boiling Point: 70 - 75 C
Flash Point: 62 ºC
Solubility: Decomposes SOLVENT yellow liquid
Hazard Symbols:
Risk Codes: R22;R23;R36/37/38   
Safety: Poison by intravenous route. Moderately toxic by ingestion. A skin, mucous membrane, and severe eye irritant. When heated to decomposition it emits very toxic fumes of Cl and SOx. See also PHOSGENE.
Transport Information: UN 2474
PSA: 32.09000
LogP: 1.74890
Synthetic route
56-23-5

tetrachloromethane

463-71-8

thiophosgene

Conditions
ConditionsYield
With hydrogen sulfide Durchleiten durch eine gluehende Roehre;
With iron sulfide at 420 - 450℃;
With sulfur
15110-08-4

Bis(trichloromethyl)disulfane

A

463-71-8

thiophosgene

B

594-42-3

chlorothio-trichloro-methane

Conditions
ConditionsYield
bei der Destillation unter gewoehnlichem Druck;

ethyl-trichloromethyl sulfone

463-71-8

thiophosgene

Conditions
ConditionsYield
Zersetzung beider Destillation unter gewoenlichem Druck;
96-36-6, 868-85-9

methyl phosphite

594-42-3

chlorothio-trichloro-methane

A

463-71-8

thiophosgene

B

119185-96-5

thiophosphoric acid O,O'-dimethyl ester-S-trichloromethyl ester

C

813-77-4

Dimethyl chlorophosphate

620-40-6

tribenzylamine

594-42-3

chlorothio-trichloro-methane

A

463-71-8

thiophosgene

B

100-44-7

benzyl chloride

Conditions
ConditionsYield
at 100℃;
594-42-3

chlorothio-trichloro-methane

762-04-9

phosphonic acid diethyl ester

A

463-71-8

thiophosgene

B

1189-83-9

thiophosphoric acid O,O'-diethyl ester-S-trichloromethyl ester

C

814-49-3

diethyl chlorophosphate

594-42-3

chlorothio-trichloro-methane

463-71-8

thiophosgene

20464-23-7

Dithiophosgen

petroleum ether

petroleum ether

463-71-8

thiophosgene

Conditions
ConditionsYield
mit ultraviolettem Licht.Irradiation;
7647-01-0

hydrogenchloride

594-42-3

chlorothio-trichloro-methane

SnCl2

SnCl2

463-71-8

thiophosgene

7647-01-0

hydrogenchloride

594-42-3

chlorothio-trichloro-methane

tin

tin

463-71-8

thiophosgene

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Chemistry

IUPAC Name:Thiocarbonyl dichloride (463-71-8)
Synonyms: Carbon chlorosulfide ; Carbonchlorosulfide ; Carbonic dichloride, thio-; Carbonothioicdichloride ; Carbonyl chloride, thio- ; CSCl2 ; Dichlorothiocarbonyl ; Phosgene, thio-
CAS: 463-71-8
MF: CCl2S
MW: 114.98
MS:
EINECS: 207-341-6
Product Categories: Organics
Mol File: 463-71-8.mol
Surface Tension: 51.8 dyne/cm 
Density: 1.579 g/cm
Enthalpy of Vaporization: 30.13 kJ/mol 
Boiling Point: 73 °C at 760 mmHg
Flashing point:  62 °C  
Vapour Pressure: 127 mmHg at 25°C 
Vapor density:  4 (vs air)
Refractive index:  n20/D 1.548(lit.)
Storage temp:  2-8°C
Water Solubility : slow decomposition in cold, fast in hot water
Stability: Thiophosgene (463-71-8) is stable. but reacts violently with water to produce toxic fumes. Incompatible with water, alcohols. Refrigerate at 2-8°C

Uses

Thiophosgene (463-71-8) is  intermediates in the preparation of sulfur acaricide Diafenthiuron, but also an important intermediate in the preparation of thio carbamate insecticides and herbicides.

Production

Phosgene sulfu is obtained by the reduction of Chloride methyl mercaptan.  add  potassium iodide into a mixture of  entire chlorine methyl mercaptan, tetrachloroethane and water with stirring; add sulfur dioxide at room temperatur,with  temperature automatically rising in the reaction , adjust ventilation to maintain the temperature at 50 ~ 70 °C. When temperature of reaction solution is not rising and sulfur dioxide absorption is no longer apparent, stop ventiling, put it aside until it is cool, take the sub-fractionation o organic layer , collect sulfur phosgene distillated below76 °C.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04557,
rat LD50 oral 929mg/kg (929mg/kg)   "Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 13, 1972.


 

Safety Profile

Hazard Codes:  T
Risk Statements:  22-23-36/37/38
22: Thiophosgene (463-71-8) is harmful if swallowed 
23:  Toxic by inhalation
36/37/38:  Irritating to eyes, respiratory system and skin
Safety Statements:  7-9-36/37-45
36/37:  Wear suitable protective clothing and gloves
7/9:  Keep container tightly closed and in a well-ventilated place
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR:  UN 2474 6.1/PG 2
WGK Germany: 1
RTECS:  XN2450000
F  :19-21
HazardClass:  6.1(a)
PackingGroup:  II

Standards and Recommendations

DOT Classification:  6.1; Label: Poison

Specification

Chemical Properties: Thiophosgene (463-71-8) is reddish liquid .
General Description: A reddish liquid. Boiling point 73.5°C. A severe eye irritant. May severely burn skin on contact. Very toxic by inhalation and by skin absorption.
Air & Water Reactions: Reacts with water to evolve hydrogen chloride, carbon disulfide, and carbon dioxide. Reaction is slow unless the water is hot.
Reactivity Profile: Thiophosgene is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Liberates hydrogen sulfide upon reaction with acids.
Health Hazard: Inhalation causes irritation of respiratory system and delayed pulmonary edema. Vapor irritates eyes. Liquid burns skin and eyes. Ingestion causes irritation of mouth and stomach.