Product Name

  • Name

    Dimethyl chlorothiophosphate

  • EINECS 219-754-9
  • CAS No. 2524-03-0
  • Article Data35
  • CAS DataBase
  • Density 1.364 g/cm3
  • Solubility slowly hydrolyzes with water
  • Melting Point
  • 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;
  • PSA 60.36000
  • LogP 2.39310

Synthetic route

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With chlorine at 20 - 740℃; Reagent/catalyst; Temperature;98.6%
O,O-dimethyl phosphorodithioic acid
756-80-9

O,O-dimethyl phosphorodithioic acid

dimethyl chlorothiophosphate
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
dimethylthiophosphoric acid
1112-38-5

dimethylthiophosphoric acid

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

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

methanol

methyl phosphorodichloridothionate
2523-94-6

methyl phosphorodichloridothionate

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

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

dimethyl thiophosphite

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

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

methanol

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

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

O,O,O-trimethylthiophosphate

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With phosphorus pentachloride
dimethyl S-methyl phosphorodithioate
2953-29-9

dimethyl S-methyl phosphorodithioate

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With dichloromethane Irradiation;
methanol
67-56-1

methanol

A

methyl phosphorodichloridothionate
2523-94-6

methyl phosphorodichloridothionate

B

O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

C

dimethyl chlorothiophosphate
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);
...Expand
sodium methylate
124-41-4

sodium methylate

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

Conditions
ConditionsYield
With trichlorothiophosphine In methanol; benzene for 3h; Ambient temperature;
O,O-dimethyl-O-(2,5-dichloro-4-cyano-phenyl)-thionophosphate
64582-42-9

O,O-dimethyl-O-(2,5-dichloro-4-cyano-phenyl)-thionophosphate

A

potassium 2,5-dichloro-4-cyano-phenolate

potassium 2,5-dichloro-4-cyano-phenolate

B

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

O,O-dimethyl phosphoramidothioate
17321-47-0

O,O-dimethyl phosphoramidothioate

Conditions
ConditionsYield
With ammonium hydroxide In dichloromethane at 0 - 44℃;99%
With ammonium hydroxide In dichloromethane at 0 - 44℃; pH=8.4 - 9.1;99%
With ammonia In dichloromethane at 5 - 10℃; for 10h; Solvent; Temperature;99.8%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

2-diethylamino-4-hydroxy-6-methyl-pyrimidine
42487-72-9

2-diethylamino-4-hydroxy-6-methyl-pyrimidine

Pirimiphos-methyl
29232-93-7

Pirimiphos-methyl

Conditions
ConditionsYield
Stage #1: 2-diethylamino-4-hydroxy-6-methyl-pyrimidine With potassium carbonate In water; toluene at 78 - 93℃; for 0.5h; Green chemistry;
Stage #2: dimethyl chlorothiophosphate at 20℃; Solvent; Temperature; Green chemistry;		98.6%
Stage #1: 2-diethylamino-4-hydroxy-6-methyl-pyrimidine With potassium carbonate In benzene for 3h; Reflux;
Stage #2: dimethyl chlorothiophosphate In butanone; benzene at 60 - 95℃; for 2h; Reflux;
methylamine hydrochloride
593-51-1

methylamine hydrochloride

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

N-methyl O,O-dimethyl phosphoramidothioate
31464-99-0

N-methyl O,O-dimethyl phosphoramidothioate

Conditions
ConditionsYield
In dichloromethane at 0 - 35℃; for 1h; pH=8.4 - 9.1;96%
methyl 3-hydroxybenzoate, sodium salt
51114-02-4

methyl 3-hydroxybenzoate, sodium salt

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

carbomethoxydenitrofenitrothion
142827-30-3

carbomethoxydenitrofenitrothion

Conditions
ConditionsYield
95%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

sodium salt of meta-hydroxybenzaldehyde
38697-17-5

sodium salt of meta-hydroxybenzaldehyde

formyldenitrofenitrothion
153174-74-4

formyldenitrofenitrothion

Conditions
ConditionsYield
95%
cefotaxime
65872-41-5

cefotaxime

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

C8H12N3O5PS2

C8H12N3O5PS2

Conditions
ConditionsYield
With tributyl-amine; triethylamine In dichloromethane at 0 - 5℃; for 3h; Inert atmosphere;95%
C8H11N2O2(1-)*Na(1+)
1445137-34-7

C8H11N2O2(1-)*Na(1+)

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

etrimfos
38260-54-7

etrimfos

Conditions
ConditionsYield
With dmap; N-benzyl-N,N,N-triethylammonium chloride; sodium dodecyl sulfate; potassium carbonate In water at 50℃; for 2.5h; pH=9.5 - 10;94.1%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

sodium salt of 3,5,6-trichloropyridine-2-ol

sodium salt of 3,5,6-trichloropyridine-2-ol

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

Conditions
ConditionsYield
With dmap; N-benzyl-N,N,N-triethylammonium chloride; sodium dodecyl sulfate; potassium carbonate In water at 50℃; for 2.5h; pH=9.5 - 10;93.4%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

5-hydroxy-2-nitrobenzaldehyde, sodium salt

5-hydroxy-2-nitrobenzaldehyde, sodium salt

O,O-dimethyl O-(3-formyl-4-nitro)phenyl phosphorothioate
59417-72-0

O,O-dimethyl O-(3-formyl-4-nitro)phenyl phosphorothioate

Conditions
ConditionsYield
92%
sodium 3-methylphenoxide
3019-89-4

sodium 3-methylphenoxide

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

denitrofenitrothion
4829-03-2

denitrofenitrothion

Conditions
ConditionsYield
91%
With pyridine In toluene
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

N,N-dimethyl O,O-dimethyl phosphoramidothioate
28167-51-3

N,N-dimethyl O,O-dimethyl phosphoramidothioate

Conditions
ConditionsYield
In dichloromethane at 0 - 35℃; for 1h; pH=8.4 - 9.1;91%
With triethylamine In tetrahydrofuran 0 deg C to RT;
benzamide
55-21-0

benzamide

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

N-[dimethoxy(thio)phosphoryl]benzamide
123269-08-9

N-[dimethoxy(thio)phosphoryl]benzamide

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran90%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

methylamine
74-89-5

methylamine

N-methyl O,O-dimethyl phosphoramidothioate
31464-99-0

N-methyl O,O-dimethyl phosphoramidothioate

Conditions
ConditionsYield
In diethyl ether for 0.5h;87%
With triethylamine In diethyl ether
With triethylamine In benzene
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

1-amino-2-propene
107-11-9

1-amino-2-propene

O,O-dimethyl-N-allylaminothiophosphate
36592-38-8

O,O-dimethyl-N-allylaminothiophosphate

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature;87%
cyclooctylamine
5452-37-9

cyclooctylamine

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

cyclooctyl-thiophosphoramidic acid O,O'-dimethyl ester

cyclooctyl-thiophosphoramidic acid O,O'-dimethyl ester

Conditions
ConditionsYield
With aluminum oxide at 20℃;87%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

3-(hydroxymethyl)phenol, sodium salt
40599-33-5

3-(hydroxymethyl)phenol, sodium salt

O,O-dimethyl O-(3-hydroxymethyl)phenyl phosphorothioate

O,O-dimethyl O-(3-hydroxymethyl)phenyl phosphorothioate

Conditions
ConditionsYield
85%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

methylhydrazine
60-34-4

methylhydrazine

N1-dimethoxythiophosphoro-N1-methylhydrazide
80254-53-1

N1-dimethoxythiophosphoro-N1-methylhydrazide

Conditions
ConditionsYield
In chloroform for 6h; Ambient temperature;85%
cyclohexylamine
108-91-8

cyclohexylamine

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

O,o'-dimethyl-N-cyclohexyl phosphoramido thionate
941-39-9

O,o'-dimethyl-N-cyclohexyl phosphoramido thionate

Conditions
ConditionsYield
With aluminum oxide at 20℃;85%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

benzylamine
100-46-9

benzylamine

dimethyl N-benzylphosphoramidothionate
130012-35-0

dimethyl N-benzylphosphoramidothionate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 20h; Ambient temperature;84%
With triethylamine In tetrahydrofuran 0 deg C to RT;
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

Cyclopentamine
1003-03-8

Cyclopentamine

C7H16NO2PS

C7H16NO2PS

Conditions
ConditionsYield
With aluminum oxide at 20℃;83%
In acetonitrile for 4h;
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

methylhydrazine
60-34-4

methylhydrazine

C5H16N2O4P2S2

C5H16N2O4P2S2

Conditions
ConditionsYield
With triethylamine In chloroform for 2h; Ambient temperature;82%
cycloheptanamine
5452-35-7

cycloheptanamine

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

C9H20NO2PS

C9H20NO2PS

Conditions
ConditionsYield
With aluminum oxide at 20℃;82%
1-bromo-3,5-di-tert-butylbenzene
22385-77-9

1-bromo-3,5-di-tert-butylbenzene

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

3, 5-di-tert-butyltoluene
15181-11-0

3, 5-di-tert-butyltoluene

Conditions
ConditionsYield
Stage #1: 1-bromo-3,5-di-tert-butylbenzene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h;
Stage #2: dimethyl chlorothiophosphate In tetrahydrofuran; pentane at -78 - 20℃; for 4h; Further stages.;		80%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

N,N-diethyl O,O-dimethyl phosphoramidothioate
31599-85-6

N,N-diethyl O,O-dimethyl phosphoramidothioate

Conditions
ConditionsYield
In dichloromethane at 0 - 35℃; for 1h; pH=8.4 - 9.1;80%
4-amino-5-fluoro-pyrimidin-2-ol
2022-85-7

4-amino-5-fluoro-pyrimidin-2-ol

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

O-(4-amino-5-fluoropyrimidin-2-yl) O,O-dimethyl phosphorothioate

O-(4-amino-5-fluoropyrimidin-2-yl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
Stage #1: 4-amino-5-fluoro-pyrimidin-2-ol With sodium In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: dimethyl chlorothiophosphate In N,N-dimethyl-formamide at 20℃; for 48h;		80%
6-(4-(trifluoromethoxy)phenylthio)-2,3,7-trimethylquinolin-4-ol

6-(4-(trifluoromethoxy)phenylthio)-2,3,7-trimethylquinolin-4-ol

dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

O,O-dimethyl O-2,3,7-trimethyl-6-(4-(trifluoromethoxy)phenylthio)quinolin-4-yl phosphorothioate

O,O-dimethyl O-2,3,7-trimethyl-6-(4-(trifluoromethoxy)phenylthio)quinolin-4-yl phosphorothioate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 10℃; for 4h; Reflux;80%

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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