Conditions | Yield |
---|---|
With hydrogen sulfide Durchleiten durch eine gluehende Roehre; | |
With iron sulfide at 420 - 450℃; | |
With sulfur |
Bis(trichloromethyl)disulfane
A
thiophosgene
B
chlorothio-trichloro-methane
Conditions | Yield |
---|---|
bei der Destillation unter gewoehnlichem Druck; |
thiophosgene
Conditions | Yield |
---|---|
Zersetzung beider Destillation unter gewoenlichem Druck; |
methyl phosphite
chlorothio-trichloro-methane
A
thiophosgene
B
thiophosphoric acid O,O'-dimethyl ester-S-trichloromethyl ester
C
Dimethyl chlorophosphate
tribenzylamine
chlorothio-trichloro-methane
A
thiophosgene
B
benzyl chloride
Conditions | Yield |
---|---|
at 100℃; |
chlorothio-trichloro-methane
phosphonic acid diethyl ester
A
thiophosgene
B
thiophosphoric acid O,O'-diethyl ester-S-trichloromethyl ester
C
diethyl chlorophosphate
Conditions | Yield |
---|---|
mit ultraviolettem Licht.Irradiation; |
hydrogenchloride
chlorothio-trichloro-methane
A
tetrachloromethane
B
thiophosgene
acetic acid
chlorothio-trichloro-methane
A
tetrachloromethane
B
thiophosgene
chlorothio-trichloro-methane
A
tetrachloromethane
B
thiophosgene
C
Bis(trichloromethyl)disulfane
D
perchlorodimethyltrisulfane
Conditions | Yield |
---|---|
at 150 - 160℃; |
Conditions | Yield |
---|---|
at 20 - 25℃; UV-Bestrahlung unter Ausschluss von Luftfeuchtigkeit.Irradiation; |
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
at 200℃; |
methyl thiocyanate
chlorine
A
hydrogenchloride
B
thiophosgene
C
chlorothio-trichloro-methane
Conditions | Yield |
---|---|
namentlich an der Sonne; |
Conditions | Yield |
---|---|
bei gewoehnlicher Temperatur; |
Conditions | Yield |
---|---|
With chlorine |
Conditions | Yield |
---|---|
With sulfur at 180 - 200℃; |
perchlorodimethyltrisulfane
A
tetrachloromethane
B
thiophosgene
C
chlorothio-trichloro-methane
Conditions | Yield |
---|---|
bei der Destillation unter gewoehnlichem Druck; | |
bei der Destillation unter gewoehnlichem Druck; Produkt5:Schwefelkohlenstoff; |
chloromethyl-trichloromethyl sulfide
A
tetrachloromethane
B
thiophosgene
C
chloroform
Conditions | Yield |
---|---|
at 20 - 25℃; bei der Chlorierung im UV-Licht;Produkt 5:Perchlormethylmercaptan;Produkt 6:Pentachlordimethylsulfid(?);Produkt 7:Hexachlordimethylsulfid(?).Irradiation; |
chlorine
A
hydrogenchloride
B
thiophosgene
C
phenylthiophosphonic acid dichloride
Conditions | Yield |
---|---|
With iodine In acetic acid Kinetics; byproducts: HCl, S; 20°C, 96% acetic acid; | |
With iodine In acetic acid Kinetics; byproducts: HCl, S; 20°C, 96% acetic acid; |
carbon disulfide
chlorine
A
disulfur dichloride
B
tetrachloromethane
C
thiophosgene
Conditions | Yield |
---|---|
In gas passing through glowing tube of porcelaine;; |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; | 100% |
With sodium hydrogencarbonate In chloroform; water | 90% |
With water | |
In chloroform Heating; | |
With sodium hydroxide |
thiophosgene
1-(butylcarbamoyl)-1,3-dihydrobenz-imidazole-2-thione
3-Butyl-2-thioxo-2,3-dihydro-1-thia-3,4a,9-triaza-fluoren-4-one
Conditions | Yield |
---|---|
With triethylamine In acetone for 1h; Ambient temperature; | 100% |
thiophosgene
4-amino-1-<1-(2-benzothienyl)cyclohexyl>-piperidine
1-<1-(2-benzothienyl)cyclohexyl>-4-isothiocyanatopiperidine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In chloroform at 20℃; for 0.166667h; | 100% |
thiophosgene
trans-1-<4-amino-1-(2-benzothienyl)cyclohexyl>piperidine dihydrochloride
trans-1-<1-(2-benzothienyl)-4-isothiocyanatocyclohexyl>piperidine hydrochloride
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In chloroform at 20℃; for 0.166667h; | 100% |
Conditions | Yield |
---|---|
at 90℃; | 100% |
thiophosgene
2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester
ethyl 2-isothiocyanato-4,5-dimethylthiophene-3-carboxylate
Conditions | Yield |
---|---|
With calcium carbonate In chloroform; water at 0℃; for 3.5h; | 100% |
In acetone at 20℃; for 0.25h; | 90% |
With sodium hydrogencarbonate In chloroform for 0.5h; | 83% |
thiophosgene
3,5-di-O-benzoyl-α-D-xylo-furanose 1,2-thiocarbonate
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.25h; | 100% |
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.25h; | 100% |
thiophosgene
α-[2-(4-aminophenyl)ethyl]-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid
Conditions | Yield |
---|---|
In chloroform; water at 20℃; for 2h; Condensation; | 100% |
thiophosgene
methyl 2,3-di-O-methyl-β-D-glucopyranoside
methyl 6-O-chlorothiocarbonyl-2,3-di-O-methyl-β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: methyl 2,3-di-O-methyl-β-D-glucopyranoside With di(n-butyl)tin oxide In toluene for 2h; Heating; Stage #2: thiophosgene In toluene at 20℃; for 0.5h; | 100% |
thiophosgene
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane for 1.5h; pH=8.5; | 100% |
thiophosgene
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane for 1.5h; pH=8.5; | 100% |
thiophosgene
2-[bis(carboxymethyl)aminomethyl]-2-[(4-nitrobenzyl)oxymethyl]propylene-1,3-dinitrilotetraacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-[bis(carboxymethyl)aminomethyl]-2-[(4-nitrobenzyl)oxymethyl]propylene-1,3-dinitrilotetraacetic acid With hydrogen; sodium carbonate; palladium on activated charcoal In water for 4.5h; Stage #2: thiophosgene In chloroform; water for 1h; Further stages.; | 100% |
thiophosgene
Conditions | Yield |
---|---|
With hydrogenchloride In tetrachloromethane at 20℃; for 5h; | 100% |
With triethylamine In tetrahydrofuran for 12h; Inert atmosphere; | 83.7% |
thiophosgene
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; | 100% |
With boron trifluoride diethyl etherate; triethylamine In dichloromethane at 0℃; | 100% |
In tetrahydrofuran treatment of boron compd. with 1 equiv. of thiophosgene in THF at 70°C; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 0.25h; Inert atmosphere; |
thiophosgene
(S)-2-amino-N-benzyl-3,3-dimethylbutanamide
(2S)-N-benzyl-2-isothiocyanato-3,3-dimethylbutanamide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane at 5℃; for 0.333333h; | 100% |
With sodium hydrogencarbonate In dichloromethane at 0℃; | |
With sodium hydrogencarbonate In dichloromethane; water at 5℃; for 0.5h; Saturated solution; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; | 100% |
thiophosgene
m-aminobenzenesulfonamide
3-isothiocyanato-benzenesulfonamide
Conditions | Yield |
---|---|
With sodium carbonate In water; acetone at 0 - 20℃; for 0.333333h; | 100% |
With hydrogenchloride In water at 20℃; | 81% |
In chloroform at 20℃; for 2h; | |
With hydrogenchloride | |
With triethylamine In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere; |
Conditions | Yield |
---|---|
With calcium carbonate In dichloromethane; water at 20℃; for 18.0833h; | 100% |
1-(3-bromophenyl)-1-(3-furyl)methanamine
thiophosgene
3-[(3-Bromophenyl)(isothiocyanato)methyl]furan
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 1.5h; | 100% |
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 1.5h; | 100% |
thiophosgene
2-(trifluoromethyl)benzenamine
2-(trifluoromethyl)phenyl isothiocyanate
Conditions | Yield |
---|---|
In water at 20℃; for 12h; | 100% |
With sodium hydrogencarbonate In water at 0 - 20℃; for 24h; Inert atmosphere; | 95% |
With triethylamine In dichloromethane at 20℃; for 1h; |
thiophosgene
4'-amino-3'-ethylbenzonitrile
4-cyano-2-ethylphenyl isothiocyanate
Conditions | Yield |
---|---|
In toluene for 5h; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 3h; | 100% |
With sodium hydrogencarbonate In dichloromethane at 20℃; for 1h; |
1-(3-bromophenyl)-1-[4-(trifluoromethoxy)phenyl]methanamine
thiophosgene
1-bromo-3-{isothiocyanato[4-(trifluoromethoxy)phenyl]methyl}benzene
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane; water for 0.5h; | 100% |
With sodium hydrogencarbonate In dichloromethane; water for 0.5h; Inert atmosphere; Cooling with ice; |
thiophosgene
p-[trans-4-(5-hexenyl)cyclohexyl]phenylisothiocyanate
Conditions | Yield |
---|---|
With triethylamine In chloroform; ethyl acetate; Petroleum ether | 100% |
thiophosgene
methyl 4-amino-3-chlorobenzene-1-acetate
Conditions | Yield |
---|---|
With calcium carbonate In methylene chloride-water; dichloromethane | 100% |
With calcium carbonate In dichloromethane; water at 0 - 20℃; for 1.5h; | 100% |
thiophosgene
2-fluro-4-iodoaniline
2-fluoro-4-iodo-1-isothiocyanatobenzene
Conditions | Yield |
---|---|
In chloroform; water at 20℃; for 16h; | 100% |
In chloroform; water at 20℃; for 16h; | 100% |
In dichloromethane; water at 20℃; | 96.8% |
2-chloro-6-methyl-3-aminopyridine
thiophosgene
2-chloro-3-isothiocyanato-6-methylpyridine
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With dmap In dichloromethane at 20℃; for 2h; | 100% |
thiophosgene
p-aminophenyl-di-tert-butylfluorosilane
di-tert-butylfluoro(4-isothiocyanatophenyl)silane
Conditions | Yield |
---|---|
In toluene at 0℃; Reflux; | 100% |
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/cm3
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
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.
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.
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. |
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
DOT Classification: 6.1; Label: Poison
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.
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