Dimethylphosphorodithioate supplier

Name
Dimethylphosphorodithioate
EINECS 212-053-9
CAS No. 756-80-9
Article Data38
CAS DataBase
Density 1.29
Solubility 226g/L at 20℃
Melting Point
Formula C2H7 O2 P S2
Boiling Point 65℃
Molecular Weight 158.182
Flash Point 71.2oC
Transport Information
Appearance
Safety Moderately toxic by ingestion. A skin and severe eye irritant. When heated to decomposition it emits very toxic fumes of PO_x and SO_x. See also ESTERS.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Methylphosphorodithioate (6CI,7CI); O,O-Dimethyl dithiophosphate; O,O-Dimethyldithiophosphoric acid; O,O-Dimethyl hydrogen dithiophosphate; O,O-Dimethylphosphorodithioate; O,O-Dimethyl phosphorodithioic acid; O,O'-Dimethyldithiophosphate; O,O'-Dimethyl hydrogen dithiophosphate
PSA 99.16000
LogP 2.08410

Synthetic route

: 67-56-1
methanol

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With pyridine; dmap; tetraphosphorus decasulfide; dimethylsulfide at 25 - 55℃; under 40 Torr; for 1h; Pressure; Temperature; Large scale;	97%
With tetraphosphorus decasulfide In chloroform for 10h; Heating;	88%
With tetraphosphorus decasulfide In toluene at 40℃; for 11.5h; Reflux; Inert atmosphere;	86%

: ammonium O,O-dimethyl dithiophosphate

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
	96.8%

: 2953-29-9
dimethyl S-methyl phosphorodithioate

: 67-63-0
isopropyl alcohol

A: 5930-72-3
dimethyl thiophosphite

B: 75511-31-8
thiophosphoric acid O-isopropyl ester O',O''-dimethyl ester

C: 75511-33-0
thiophosphoric acid O-isopropyl ester O',S-dimethyl ester

D: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
In acetonitrile Product distribution; Mechanism; Quantum yield; Irradiation; var. of solvent, conc., competition with MeOH, further with triplet sensitizers;	A n/a B 66% C 19% D n/a

...Expand

: 2953-29-9
dimethyl S-methyl phosphorodithioate

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 121-75-5
[(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester

: 7732-18-5
water

: 67-64-1
acetone

A: 7554-12-3
diethylmalate

B: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
at 0 - 30℃; Rate constant; pH 9 bis pH 11.Hydrolysis;

...Expand

: 74-88-4
methyl iodide

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With sodium hydroxide; dithioorthophosphoric acid; tetraethylammonium iodide In dichloromethane at 20℃; for 0.5h;

: 640-15-3
S-2-ethylthioethyl O,O-dimethyl phosphorodithioate

: 13133-62-5
thiophenolate

A: (2-ethylsulfanyl-ethylsulfanyl)-benzene

B: dithiophosphoric acid S-(2-ethylsulfanyl-ethyl) ester O-methyl ester

C: 100-68-5
methyl-phenyl-thioether

D: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With tetraborate buffer; sodium chloride In methanol at 25℃; pH=9.20; Kinetics; Further Variations:; Temperatures;

...Expand

: 640-15-3
S-2-ethylthioethyl O,O-dimethyl phosphorodithioate

A: 1112-38-5
dimethylthiophosphoric acid

B: 110-77-0
2-(ethylsulfanyl)ethanol

C: 26750-44-7
2-ethylsulfanyl-ethanethiol

D: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With tetraborate buffer; sodium chloride In methanol at 25℃; pH=9.20; Kinetics; Further Variations:; Temperatures; Reagents;

...Expand

: 67-56-1
methanol

: 15857-57-5
tetraphosphorus decasulfide

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
In methanol react. of methanol with P4S10;;

: 1066-97-3
O,O'-Dimethyldithiophosphoric acid ammonium salt

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at -25 - 25℃; pH=< 2.0;

: 121-75-5
[(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester

: 756-80-9
O,O-dimethyl phosphorodithioic acid

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium alanine acid salt In acetonitrile at 25℃; Kinetics; Microwave irradiation; Green chemistry;

: 55653-03-7
mesoxalodinitrile 2-chlorophenylhydrazone

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {[(2-chloro-phenyl)-hydrazono]-cyano-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 55653-13-9
2-[(2-nitrophenyl)hydrazono]malononitrile

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {cyano-[(2-nitro-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 1208-17-9
2-[(2,5-Dichloro-phenyl)-hydrazono]-malononitrile

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {cyano-[(2,5-dichloro-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 3722-12-1
4-nitrophenylhydrazonopropanedinitrile

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {cyano-[(4-nitro-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 306-18-3
2-phenylhydrazonomalononitrile

: [cyano-(phenyl-hydrazono)-thioacetyl]-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 946-76-9
2-[(4-chlorophenyl)hydrazono]malononitrile

: {[(4-chloro-phenyl)-hydrazono]-cyano-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 1208-10-2
2-[(2-Methoxy-phenyl)-hydrazono]-malononitrile

: {cyano-[(2-methoxy-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	99%

: 54514-59-9
triisopropylgallium

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: O,O'-dimethyldithiophosphatodiisopropylgallane

Conditions

Conditions	Yield
In benzene byproducts: i-propanol; stoich. amt. of org. compd. soln. addn. dropwise to Ga-compd. soln. over5 min, mixt. stirring under light vac. for 12 h, solvent vac. removal,; elem. anal.;	99%

: 17144-80-8
triisopropyl indium

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: O,O'-dimethyldithiophosphatodiisopropylindane

Conditions

Conditions	Yield
In benzene byproducts: i-propanol; stoich. amt. of org. compd. soln. addn. dropwise to Ga-compd. soln. over5 min, mixt. stirring under light vac. for 12 h, solvent vac. removal,; elem. anal.;	99%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 141-05-9
Diethyl maleate

: 121-75-5
[(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester

Conditions

Conditions	Yield
With hydrogenchloride In water at 10 - 40℃; for 8h; Reagent/catalyst; Green chemistry;	98%
With triethylamine; hydroquinone
With hydroquinone In water at 53℃; for 8h;
at -30 - -25℃; Inert atmosphere;
With triethylamine; hydroquinone

: 1476-23-9
allylisocyanate

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: O,O-dimethyl-S-(N-allylcarbamoyl) dithiophosphate

Conditions

Conditions	Yield
In tetrachloromethane	98%

dodecane+O,O-dimethyl-dithiophosphoric acid: dodecane+O,O-dimethyl-dithiophosphoric acid

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 141-05-9
Diethyl maleate

: 121-75-5
[(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dodecane	98%

...Expand

: 10585-26-9
Ti(O-t-Am)4

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: bis(tert-amyloxy)bis(O,O'-dimethyl dithiophosphato)titanium(IV)

Conditions

Conditions	Yield
In dichloromethane byproducts: C2H5C(CH3)2OH; room temp., 4 h (pale yellow soln.); solvent pumped off; elem. anal.;	98%

: 546-68-9
titanium(IV) isopropylate

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: diisopropoxybis(O,O'-dimethyl dithiophosphato)titanium(IV)

Conditions

Conditions	Yield
In dichloromethane byproducts: (CH3)2CHOH; room temp., 4 h (pale yellow soln.); solvent pumped off; elem. anal.;	98%

: 1208-93-1
2-[(3-methoxyphenyl)-hydrazono]malononitrile

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {cyano-[(3-methoxy-phenyl)-hydrazono]-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	97%

: 102-06-7
diphenylguanidine

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 135672-74-1
N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-dimethyl ester

Conditions

Conditions	Yield
In chloroform for 0.25h; Ambient temperature; other diorganyldithiophosphoric acids;	96%
In chloroform for 0.25h; Ambient temperature;	96%

: 555-60-2
carbonyl cyanide m-chlorophenylhydrazone

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {[(3-chloro-phenyl)-hydrazono]-cyano-thioacetyl}-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	96%

: 624-67-9
Propargylic aldehyde

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 95601-21-1
3-(dimethoxyphosphinothioylthio)acrolein

Conditions

Conditions	Yield
In tetrachloromethane at 25℃; for 16h;	95%

: 26404-44-4
N-(2,2,2-trichloroethylidene)acetamide

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 75320-60-4
O,O-dimethyl S-(1-acetamido-2,2,2-trichloroethyl) phosphorodithioate

Conditions

Conditions	Yield
In benzene	95%

: 3385-94-2
hexamethyldisilathiane

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 18135-34-7
O,O-dimethyl dithiophosphoric acid S-trimethylsilyl ester

Conditions

Conditions	Yield
at 50℃; for 0.5h;	95%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 2524-03-0
dimethyl chlorothiophosphate

Conditions

Conditions	Yield
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

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: tin(ll) chloride

: C2H7Cl2O3PSSn

Conditions

Conditions	Yield
In ethanol at 5℃; Inert atmosphere;	93.5%

: 53317-87-6
tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: (CH3O)2P(SAuP(C6H5)3)2(1+)*BF4(1-) = [(CH3O)2P(SAuP(C6H5)3)2](BF4)

Conditions

Conditions	Yield
With NaBF4 In dichloromethane (N2); excess (EtO)2P(S)SH; stirring (1 h); crystn. (CHCl3, layering with Et2O); elem. anal.;	92%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 55653-08-2
2-[2-(2-methylphenyl)hydrazono]malononitrile

: [cyano-(o-tolyl-hydrazono)-thioacetyl]-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	91%

: 1113-12-8
diallyl(dimethyl)silane

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: me2Si{pr-2-SPS(Ome)2}2

Conditions

Conditions	Yield
In not given addn. of HSPS(OCH3)2 to a 5-10% excess of (CH3)2Si(CH2CHCH2)2;;	90%

: 75-59-2
tetramethyl ammoniumhydroxide

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: {N(CH3)4}(1+)*{CH3OPOCH3S2}(1-)={N(CH3)4}{CH3OPOCH3S2}

Conditions

Conditions	Yield
In water; toluene	90%

: 756-80-9
O,O-dimethyl phosphorodithioic acid

: 3722-14-3
2-[2-(3-methylphenyl)hydrazono]malononitrile

: [cyano-(m-tolyl-hydrazono)-thioacetyl]-thiophosphoramidic acid O,O'-dimethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In benzene at 20℃; Addition;	90%

Dimethylphosphorodithioate Chemical Properties

MF: C₂H₇O₂PS₂
MW: 158.18
EINECS: 212-053-9
Flash Point: 71.2 °C
Density: 1.29 g/cm³
Refractive index: 1.535
Enthalpy of Vaporization: 41.27 kJ/mol
Boiling Point: 194.1 °C at 760 mmHg
IUPAC Name: Dimethoxy-sulfanyl-sulfanylidene-$l^{5}-phosphane
Vapour Pressure of Phosphorodithioic acid , O,O-Dimethyldithiophosphate (756-80-9): 0.627 mmHg at 25°C
Synonyms: Dimethyldithio ; Dimethyldithiophosphate ; Dimethylphosphodithionate ; Kwasdwumetylo-dwutiofosforowy ; Kyselinao,o-dimethyldithiofosforcna ; Kyselinao,o-dimethyldithiofosforcna(czech) ; Methylphosphorodithioate ; O,O-Dimethyldithiophosphate
Following is the molecular structure of Phosphorodithioic acid , O,O-Dimethyldithiophosphate (756-80-9):

Dimethylphosphorodithioate History

http://www.chemspider.com/Chemical-Structure.12419.html

http://chem.sis.nlm.nih.gov/chemidplus/jsp/common/Toxicity.jsp?calledFrom=lite

http://www.ncbi.nlm.nih.gov/sites/entrez

http://www.chemicalbook.com/ProductChemicalPropertiesCB9332083_EN.htm

Dimethylphosphorodithioate Uses

Phosphorodithioic acid , O,O-Dimethyldithiophosphate (756-80-9) is used as a pesticide intermediate, mainly used for preparation of dimethoate, malathion and other organophosphorus pesticides.

Dimethylphosphorodithioate Production

Production methods: Dimethyl sulfide is obtained from the phosphorus pentasulfide with methanol esterification reaction .
Add a certain amount of sulfur and phosphorus pentasulfide according to mass ratio of about 0.7:1 to reaction tank at a certain molar ratio under stirring methanol was added dropwise to control the dropping temperature of 40 ~ 45 ℃, about 2h plus finished, and then at 50 ~ 55 ℃ continue stirring reaction at about 2h, cooled to 35 ℃ out of material that was finished, the yield of 75% or more. The reaction of hydrogen sulfide absorption tower in import absorption with alkali.There are also a new technology of the use of catalytic synthesis of methyl sulfide, improved product quality and yield. Through the appropriate choice of catalyst and some reaction conditions, can be dimethyl sulfide content of an average of 94.20%, the yield of an average of 93.84%.

Dimethylphosphorodithioate Toxicity Data With Reference

1.	skn-rbt 20 mg/24H MOD	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,1175.
2.	eye-rbt 250 µg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,211.
3.	orl-rat LDLo:1000 mg/kg	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,211.
4.	orl-mus LD50:1550 mg/kg	JAFCAU Journal of Agricultural and Food Chemistry. 28 (1980),599.

Dimethylphosphorodithioate Consensus Reports

Phosphorodithioic acid , O,O-Dimethyldithiophosphate (756-80-9) is reported in EPA TSCA Inventory.

Dimethylphosphorodithioate Safety Profile

Moderately toxic by ingestion. A skin and severe eye irritant. When heated to decomposition it emits very toxic fumes of PO_x and SO_x.

Product Name

Dimethylphosphorodithioate

Synthetic route

Dimethylphosphorodithioate Chemical Properties

Dimethylphosphorodithioate History

Dimethylphosphorodithioate Uses

Dimethylphosphorodithioate Production

Dimethylphosphorodithioate Toxicity Data With Reference

Dimethylphosphorodithioate Consensus Reports

Dimethylphosphorodithioate Safety Profile

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