Dimethylthiomethylphosphate supplier

Name
O,O,S-trimethyl phosphorothioate
EINECS
CAS No. 152-20-5
Article Data36
CAS DataBase
Density 1.211g/cm³
Solubility
Melting Point
Formula C3H9 O3 P S
Boiling Point 169°Cat760mmHg
Molecular Weight 156.142
Flash Point 56°C
Transport Information
Appearance
Safety Poison by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of PO_x and SO_x.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms HC 7901;Methyl phosphorothioate ((MeO)2(MeS)PO); O,O,S-Trimethyl phosphorothioate;O,O,S-Trimethyl phosphorothiolate; O,O,S-Trimethyl thiophosphate; O,O-DimethylS-methyl phosphorothioate; O,O-Dimethyl S-methyl thiophosphate
PSA 70.64000
LogP 1.75030

Synthetic route

: 67-56-1
methanol

: 71216-76-7
Benzyl-thiophosphoramidic acid O,S-dimethyl ester

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	86%

: 67-56-1
methanol

: 65960-94-3, 87000-69-9, 25218-42-2
N,N-dimethyl O,S-dimethyl phosphoramidothioate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	80%

: 67-56-1
methanol

: 10265-92-6
Mio

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	74%

: 96-36-6, 868-85-9
methyl phosphite

: 67-68-5
dimethyl sulfoxide

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 80℃; for 1h;	71%

: 133984-31-3
2,6-lutidinium O,O-dimethyl phosphorothioate

: 74-88-4
methyl iodide

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
In dichloromethane for 0.5h;	63%

: 2953-29-9
dimethyl S-methyl phosphorodithioate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With monoperoxyphthalic acid; magnesium salt In dichloromethane for 12h; Heating;	51%

: 1112-38-5
O,O-dimethyl S-hydrogen phosphorothioate

: 538-75-0
dicyclohexyl-carbodiimide

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 152-18-1
O,O,O-trimethylthiophosphate

C: 1212-29-9
1,3-dicyclohexylthiourea

Conditions

Conditions	Yield
In diethyl ether; Petroleum ether Mechanism; Product distribution; Ambient temperature; solvents: diethylether, accetonitrile;	A n/a B n/a C 35%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 42576-53-4
O,S-dimethyl phosphorothiolate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With 1,4-dioxane; diethyl ether
Methylation;

: 67-56-1
methanol

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

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 556-64-9
methyl thiocyanate

: 96-36-6, 868-85-9
methyl phosphite

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With sodium; benzene

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

: 124-41-4
sodium methylate

: 152-20-5
O,O,S-trimethyl phosphorothioate

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

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
at 100℃;
With water
With methanol

: 556-64-9
methyl thiocyanate

: 2303-76-6, 118080-94-7
sodium diethyl phosphite

: 108-88-3
toluene

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 143-33-9
sodium cyanide

...Expand

: 67-56-1
methanol

: 23754-87-2
Natriumsalz des Thiophosphorsaeure-O,O-dimethylesters

: 77-78-1
dimethyl sulfate

: 152-20-5
O,O,S-trimethyl phosphorothioate

...Expand

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

: 74-88-4
methyl iodide

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 2181-42-2
trimethylsulphonium iodide

Conditions

Conditions	Yield
at 100℃;

...Expand

: 67-56-1
methanol

: 71216-76-7
Benzyl-thiophosphoramidic acid O,S-dimethyl ester

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	86%

: 67-56-1
methanol

: 65960-94-3, 87000-69-9, 25218-42-2
N,N-dimethyl O,S-dimethyl phosphoramidothioate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	80%

: 67-56-1
methanol

: 10265-92-6
Mio

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With boron trifluoride methanol complex 1) 0 deg C, 1h, 2) RT, overnight;	74%

: 96-36-6, 868-85-9
methyl phosphite

: 67-68-5
dimethyl sulfoxide

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 80℃; for 1h;	71%

: 133984-31-3
2,6-lutidinium O,O-dimethyl phosphorothioate

: 74-88-4
methyl iodide

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
In dichloromethane for 0.5h;	63%

: 2953-29-9
dimethyl S-methyl phosphorodithioate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With monoperoxyphthalic acid; magnesium salt In dichloromethane for 12h; Heating;	51%

: 1112-38-5
O,O-dimethyl S-hydrogen phosphorothioate

: 538-75-0
dicyclohexyl-carbodiimide

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 152-18-1
O,O,O-trimethylthiophosphate

C: 1212-29-9
1,3-dicyclohexylthiourea

Conditions

Conditions	Yield
In diethyl ether; Petroleum ether Mechanism; Product distribution; Ambient temperature; solvents: diethylether, accetonitrile;	A n/a B n/a C 35%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 42576-53-4
O,S-dimethyl phosphorothiolate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With 1,4-dioxane; diethyl ether
Methylation;

: 67-56-1
methanol

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

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 556-64-9
methyl thiocyanate

: 96-36-6, 868-85-9
methyl phosphite

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With sodium; benzene

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

: 124-41-4
sodium methylate

: 152-20-5
O,O,S-trimethyl phosphorothioate

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

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
at 100℃;
With water
With methanol

: 556-64-9
methyl thiocyanate

: 2303-76-6, 118080-94-7
sodium diethyl phosphite

: 108-88-3
toluene

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 143-33-9
sodium cyanide

...Expand

: 67-56-1
methanol

: 23754-87-2
Natriumsalz des Thiophosphorsaeure-O,O-dimethylesters

: 77-78-1
dimethyl sulfate

: 152-20-5
O,O,S-trimethyl phosphorothioate

...Expand

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

: 74-88-4
methyl iodide

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 2181-42-2
trimethylsulphonium iodide

Conditions

Conditions	Yield
at 100℃;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 1112-38-5
O,O-dimethyl S-hydrogen phosphorothioate

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 152-18-1
O,O,O-trimethylthiophosphate

...Expand

: 12127-74-1
tetramethylammonium O,O-dimethyl phosphorothioate

: O,O,O-trimethoxymethylthiophosphonium hexachloroantimonate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With triethylmethylammonium; trifluoroacetic acid In dichloromethane at 24.9℃; Rate constant; Mechanism;

: 81623-63-4
(2S,4R,5S)-2-ethoxy-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione

A: 420087-33-8
(2R,3R)-2-methyl-3-phenylaziridine

B: 152-20-5
O,O,S-trimethyl phosphorothioate

C: 57557-26-3
R-(+)-ethyl OS-dimethyl phosphorothioate

Conditions

Conditions	Yield
With sodium methylate; methyl iodide Multistep reaction;

...Expand

: 124-41-4
sodium methylate

: 81623-63-4
(2S,4R,5S)-2-ethoxy-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione

: 74-88-4
methyl iodide

A: 420087-33-8
(2R,3R)-2-methyl-3-phenylaziridine

B: 152-20-5
O,O,S-trimethyl phosphorothioate

C: 57557-26-3
R-(+)-ethyl OS-dimethyl phosphorothioate

Conditions

Conditions	Yield
1.) several hours; Multistep reaction;
Multistep reaction;

...Expand

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

: 6832-16-2
methyl diazoacetate

A: 152-20-5
O,O,S-trimethyl phosphorothioate

B: 57212-78-9
O,O-Dimethyl-S-(methoxycarbonylmethyl)-thiophosphorsaeure

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane

...Expand

: 7647-01-0
hydrogenchloride

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

: 152-20-5
O,O,S-trimethyl phosphorothioate

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

: 7732-18-5
water

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 74-88-4
methyl iodide

Ag salt of/the/ dimethylthiophosphoric acid: Ag salt of/the/ dimethylthiophosphoric acid

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With methanol

: 74-88-4
methyl iodide

silver salt of thiophosphoric acid O.O-dimethyl ester: silver salt of thiophosphoric acid O.O-dimethyl ester

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With diethyl ether at 100℃;

: 77-78-1
dimethyl sulfate

sodium O,O'-dimethyl thiophosphate: sodium O,O'-dimethyl thiophosphate

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
With methanol

: 74-88-4
methyl iodide

: 152-20-5
O,O,S-trimethyl phosphorothioate

Conditions

Conditions	Yield
Stage #1: O,O-dimethyl phosphorodithioic acid With chlorine In toluene at 5 - 10℃; for 1.5h; Heating / reflux; Stage #2: With potassium hydroxide In water; toluene pH=> 7.0; Stage #3: methyl iodide In acetonitrile at 20℃; for 10h;

: 1113-02-6
omethoate

A: 512-56-1
trimethyl phosphite

B: 152-20-5
O,O,S-trimethyl phosphorothioate

C: 20938-74-3
mercapto-acetic acid methylamide

D: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With oxygen In acetone for 0.0333333h; Plasma treatment;

...Expand

: 298-00-0
parathion-methyl

A: 100-02-7
4-nitro-phenol

B: 58175-57-8
2-propyl-1-pentanol

C: 152-20-5
O,O,S-trimethyl phosphorothioate

D: 79-41-4
poly(methacrylic acid)

E: 950-35-6
methyl paraoxon

F: 84-66-2
Diethyl phthalate

G: 123-31-9
hydroquinone

H: 507-09-5
thioacetic acid

Conditions

Conditions	Yield
With oxygen at 22.2 - 25.3℃; Kinetics; Quantum yield; Wavelength; UV-irradiation; Neat (no solvent);

...Expand

: 298-00-0
parathion-methyl

A: 100-02-7
4-nitro-phenol

B: 58175-57-8
2-propyl-1-pentanol

C: 152-20-5
O,O,S-trimethyl phosphorothioate

D: 79-41-4
poly(methacrylic acid)

E: 950-35-6
methyl paraoxon

F: 802294-64-0
propionic acid

G: 123-31-9
hydroquinone

H: 507-09-5
thioacetic acid

Conditions

Conditions	Yield
With water at 22.2 - 25.3℃; Kinetics; Quantum yield; Wavelength; UV-irradiation; Neat (no solvent); Inert atmosphere;

...Expand

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 811-73-4
trimethylstannyl iodide

: O,S-dimethyl-O'-trimethylstannyl phosphorothiolate

Conditions

Conditions	Yield
In further solvent(s) to (MeO)2(MeS)PO Me3SnI added, stirred at 85°C; volatiles removed, residue crystalized; elem. anal.;	95%

: 152-20-5
O,O,S-trimethyl phosphorothioate

A: 3711-50-0
phosphorochloridothioic acid,O,S-dimethyl ester

B: 677-24-7
methyl dichlorophosphoridate

Conditions

Conditions	Yield
With trichlorophosphate at 75℃; for 2.5h; Chlorination;	A 72% B n/a

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 17356-08-0
thiourea

: 121255-86-5
S-methyl-isothiourea; S-methyl-isothiuronium-(O,S-dimethyl thiophosphate )

Conditions

Conditions	Yield
With ethanol

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 75-50-3
trimethylamine

: 14495-24-0
tetramethyl-ammonium; (O,S-dimethyl thiophosphate )

Conditions

Conditions	Yield
With diethyl ether

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 74-88-4
methyl iodide

: 2181-42-2
trimethylsulphonium iodide

Conditions

Conditions	Yield
at 100℃;

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 2857-97-8
trimethylsilyl bromide

: 65315-92-6
S-methyl O,O-bis(trimethylsilyl)phosphorothioate

Conditions

Conditions	Yield
In dichloromethane

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 1112-48-7
triethyl-bromo-silane

: 70558-46-2
C8H21O3PSSi

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 10369-92-3
methyl-carbamic acid-(2-diethylamino-ethyl ester)

: N-Methyl-carbaminsaeure-<2-(diethyl-methyl-ammonio)-ethylester>

Conditions

Conditions	Yield
In benzene

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 18515-57-6
ethyl-carbamic acid-(2-diethylamino-ethyl ester)

: N-Ethyl-carbaminsaeure-<2-(diethyl-methyl-ammonio)-ethylester>

Conditions

Conditions	Yield
In benzene

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 18515-53-2
N-Methyl-carbaminsaeure-(2-diisopropylamino-ethylester)

: N-Methyl-carbaminsaeure-<2-(diisopropyl-methyl-ammonio)-ethylester>

Conditions

Conditions	Yield
In benzene

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 18515-58-7
N-Ethyl-carbaminsaeure-(2-diisopropylamino-ethylester)

: N-Ethyl-carbaminsaeure-<2-(diisopropyl-methyl-ammonio)-ethylester>

Conditions

Conditions	Yield
In benzene

: 152-20-5
O,O,S-trimethyl phosphorothioate

: 18515-54-3
N-Methyl-carbaminsaeure-(2-dibutylamino-ethylester)

: N-Methyl-carbaminsaeure-<2-(dibutyl-methyl-ammonio)-ethylester>

Conditions

Conditions	Yield
In benzene

Dimethylthiomethylphosphate Chemical Properties

Chemical Name: O,O,S-Trimethyl phosphorothioate
IUPAC NAME: [Methoxy(methylsulfanyl)phosphoryl]oxymethane
CAS No.: 152-20-5
Molecular Formula: C₃H₉O₃PS
Molecular Weight: 156.14 g/mol
Density: 1.211 g/cm³
Flash Point: 56 °C
Boiling Point: 169 °C at 760 mmHg
Following is the structure of Dimethylthiomethylphosphate (152-20-5):

The chemical synonymous of Dimethylthiomethylphosphate (152-20-5) are O,O,S-Trimethylphosphorothiolate ; Trimethylphosphorothioate ; Phosphorothioic acid, O,O,S-trimethyl ester ; HC-7901 ; Thiophosphoric acid O,O,S-trimethyl ; Thiophosphoric acid O,O,S-trimethyl ester

Dimethylthiomethylphosphate Toxicity Data With Reference

1.	orl-rat TDLo:40 mg/kg (female 20D post):REP	ARTODN Archives of Toxicology. 61 (1988),378.
2.	orl-rat TDLo:40 mg/kg (female 8-10D post):TER	TOLED5 Toxicology Letters. 32 (1986),185.
3.	orl-rat LD50:15 mg/kg	JAFCAU Journal of Agricultural and Food Chemistry. 27 (1979),463.
4.	ipr-rat LD50:51 mg/kg	ARTODN Archives of Toxicology. 51 (1982),221.
5.	ivn-rat LD50:45 mg/kg	DTESD7 Developments in Toxicology and Environmental Science. 8 (1980),631.
6.	orl-mus LD50:38 mg/kg	PCBPBS Pesticide Biochemistry and Physiology. 24 (1985),251.
7.	ipr-mus LD50:5 mg/kg	ACPMAP Actualites Pharmacologiques. 16 (1963),7.
8.	ivn-mus LD50:123 mg/kg	DTESD7 Developments in Toxicology and Environmental Science. 8 (1980),631.

Dimethylthiomethylphosphate Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of PO_x and SO_x.

Product Name

O,O,S-trimethyl phosphorothioate

Synthetic route

Dimethylthiomethylphosphate Chemical Properties

Dimethylthiomethylphosphate Toxicity Data With Reference

Dimethylthiomethylphosphate Safety Profile

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