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Dimethyl chlorothiophosphate

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Name

Dimethyl chlorothiophosphate

EINECS 219-754-9
CAS No. 2524-03-0 Density 1.364 g/cm3
PSA 60.36000 LogP 2.39310
Solubility slowly hydrolyzes with water Melting Point N/A
Formula C2H6ClO2PS Boiling Point 175.784 °C at 760 mmHg
Molecular Weight 160.561 Flash Point 105 °C
Transport Information UN 2267 6.1/PG 2 Appearance clear colorless to light yellow liquid
Safety 23-26-36/37/39-45-24/25 Risk Codes 23/24/25-34-23-21/22
Molecular Structure Molecular Structure of 2524-03-0 (Dimethyl chlorothiophosphate) Hazard Symbols ToxicT
Synonyms

Methylphosphorochloridothioate ((MeO)2ClPS) (6CI,7CI);Chlorodimethoxyphosphinesulfide;Dimethoxy thiophosphonyl chloride;Dimethyl chlorophosphorothioate;Dimethyl chlorothionophosphate;Dimethyl chlorothiophosphate;Dimethylthionophosphorochloridate;Dimethyl thiophosphorochloridate;NSC 132984;O,O-Dimethyl chlorophosphorothioate;O,O-Dimethyl chlorothionophosphate;O,O-Dimethyl chlorothiophosphate;O,O-Dimethyl phosphorochloridothioate;

Article Data 35

Dimethyl chlorothiophosphate Synthetic route

868-85-9

Dimethyl phosphite

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With chlorine at 20 - 740℃; Reagent/catalyst; Temperature;98.6%
756-80-9

O,O-dimethyl phosphorodithioic acid

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With chlorine; iron In water at 50℃; for 6h;94.3%
With chlorine at 30 - 40℃; for 3h; Temperature; Green chemistry;92.1%
With chlorine; benzene
With chlorine In tetrachloromethane at 0℃; Inert atmosphere;
With chlorine; benzene
1112-38-5

dimethylthiophosphoric acid

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With trichlorophosphate at 0 - 5℃; for 1h;93%
67-56-1

methanol

2523-94-6

methyl phosphorodichloridothionate

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at -5 - 5℃; for 1h; Inert atmosphere;88%
5930-72-3

dimethyl thiophosphite

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With sulfuryl dichloride In benzene for 0.5h;45%
67-56-1

methanol

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With phosphorous (V) sulfide; benzene und anschliessendes Behandeln mit Chlor;
With trichlorothiophosphine; sodium hydroxide at -10℃;
152-18-1

O,O,O-trimethylthiophosphate

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With phosphorus pentachloride
2953-29-9

dimethyl S-methyl phosphorodithioate

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With dichloromethane Irradiation;
67-56-1

methanol

A

2523-94-6

methyl phosphorodichloridothionate

B

152-18-1

O,O,O-trimethylthiophosphate

C

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With trichlorophosphate at 20℃; Product distribution; multistep reaction; varying of molar ratio of components; time taken in the addition of alcohol; consumption time of reactants; alcoholysis of PSCl3 (estimation of rel. rates);
124-41-4

sodium methylate

2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With trichlorothiophosphine In methanol; benzene for 3h; Ambient temperature;

Dimethyl chlorothiophosphate Chemical Properties

MF: C2H6ClO2PS
MW: 160.56g/mol
Density: 1.364 g/cm3
Flash Point: 221 °F
Index of Refraction: 1.486 
Density: 1.322 g/mL at 25 °C(lit.)
Vapor pressure: 0.67 psi ( 20 °C)
Enthalpy of Vaporization: 39.52 kJ/mol
Refractive index: n20/D 1.482(lit.)
Water Solubility: slowly hydrolyzes
Boiling Point: 175.8 °C at 760 mmHg 
Vapour Pressure: 1.52 mmHg at 25°C 
Appearance: Colorless to light amber liquid
IUPAC Name: Chloro-dimethoxy-sulfanylidene-$l^{5}-phosphane
Synonyms: AURORA KA-1651 ; Dimethylthiophosphoril chloride ; Dimethylthiophosphoryl chloride ; Dimethyl chlorothiophosphate ; Dimethyl phosphorochloridothionate ; Dimethylphosphorochlorothioate ; Dmpct
Following is the molecular structure of O,O-Dimethylphosphorochlorothioate (2524-03-0):

Dimethyl chlorothiophosphate Uses

 O,O-Dimethylphosphorochlorothioate (2524-03-0) is used as a chemical intermediate for insecticides, pesticides, and fungicides; oil and gasoline additives; plasticizers; corrosion inhibitors; flame retardants; and flotation agents.

Dimethyl chlorothiophosphate Production

Reactivity Profile of O,O-Dimethylphosphorochlorothioate (2524-03-0): Organothiophosphates, such as Dimethyl chlorothiophosphate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Dimethyl chlorothiophosphate Toxicity Data With Reference

1.    

orl-rat LDLo:1000 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,393.
2.    

ihl-rat LC50:340 mg/m3/4H

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,56.
3.    

orl-mus LD50:1800 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,56.
4.    

ihl-mus LC50:320 mg/m3/2

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,56.
5.    

skn-rbt LDLo:750 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,393.

Dimethyl chlorothiophosphate Consensus Reports

Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Dimethyl chlorothiophosphate Safety Profile

Poison by inhalation. Moderately toxic by ingestion and skin contact. Corrosive. When heated to decomposition it emits very toxic fumes of Cl, POx, and SOx.
Safety Information of O,O-Dimethylphosphorochlorothioate (2524-03-0):  
Hazard Codes: T
T: Toxic 
Risk Statements: 23/24/25-34-23-21/22
23/24/25: Toxic by inhalation, in contact with skin and if swallowed 
34: Causes burns
23: Toxic by inhalation 
21/22: Harmful in contact with skin and if swallowed   
Safety Statements: 23-26-36/37/39-45-24/25
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
24/25: Avoid contact with skin and eyes 
RIDADR: UN 2267 6.1/PG 2
WGK Germany: 3
RTECS: TD1830000
HazardClass: 6.1(a)
PackingGroup: II

Dimethyl chlorothiophosphate Specification

Health Hazard: Dimethyl chlorothiophosphate is a strong irritant to the eyes, skin, and mucous membranes.
Fire Hazard: Dimethyl chlorothiophosphate may burn but does not ignite readily. Dimethyl chlorothiophosphate may ignite combustibles (wood, paper, oil, etc.). When heated Dimethyl chlorothiophosphate emits very toxic fumes of chlorine containing compounds, phosphorus oxides, and sulfur oxides.
 

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