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Ammonium O,O-diethyl dithiophosphate

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Name

Ammonium O,O-diethyl dithiophosphate

EINECS N/A
CAS No. 1068-22-0 Density 1.214g/cm3
PSA 102.40000 LogP 3.18820
Solubility Soluble in water, methanol, ethanol, pyridine, acetone & ammonia. Insoluble in ethyl acetate, methyl chloride and chloroform. Melting Point 163-169oC
Formula C4H11 O2 P S2 . H3 N Boiling Point 232.7°Cat760mmHg
Molecular Weight 203.266 Flash Point 94.5°C
Transport Information N/A Appearance white powder
Safety Mildly toxic by ingestion. An eye and skin irritant. When heated to decomposition it emits toxic fumes of POx, SOx, NH3, and NOx. Risk Codes 20/21/22-39/23/24/25-23/24/25-11
Molecular Structure Molecular Structure of 1068-22-0 (AMMONIUM O,O-DIETHYLDITHIOPHOSPHATE) Hazard Symbols Xn,T,F
Synonyms

Ammoniumethyl phosphorodithioate (6CI,7CI); Phosphorodithioic acid, O,O-diethyl ester, ammoniumsalt (8CI,9CI); Ammonium O,O-diethyl dithiophosphate; Ammonium O,O-diethylphosphorodithioate; Ammonium O,O-diethyl phosphorodithioate(1-); AmmoniumO,O'-diethyldithiophosphate; Ammonium di-O-ethyl dithiophosphate; Ammoniumdiethyldithiophosphate; NF 133; O,O-Diethyl ammonium phosphorodithioate;O,O-Diethylphosphorodithioic acid ammonium salt; S-Ammonium O,O'-diethylphosphorodithioate

Article Data 5

Ammonium O,O-diethyl dithiophosphate Synthetic route

{Mo2(N(C6H4CH3))2(S2P(OC2H5)2)2S(O2CCH3)(SNH2)}

298-06-6

O,O-Diethyl hydrogen phosphorodithioate

A

1068-22-0

ammonium O,O-diethyldithiophosphate

B

{Mo2(N(C6H4CH3))2(S2P(OC2H5)2)2S(O2CCH3)(S2PS(OC2H5)2)}

Conditions
ConditionsYield
In chloroform The Mo-compd. in CHCl3 is treated with (EtO)2PS2H and stirred 30 min.; Addn. of C6H6, centrifugation and decantation left the ammonium compd., which is further rinsed three times with C6H6, each time followed by centrifugation and decantation, and then dried.;A 87%
B n/a

{Mo2(N(C6H4CH3))2(S2P(OC2H5)2)2S(O2CCH3)(SNH2)}

298-06-6

O,O-Diethyl hydrogen phosphorodithioate

A

2901-90-8

bis(diethoxyphosphoryl)disulphide

B

1068-22-0

ammonium O,O-diethyldithiophosphate

C

{Mo(NTo)(S2P(OEt)2)(μ3-S)}4

Conditions
ConditionsYield
In chloroform-d1 byproducts: acetic acid; To the Mo-compd. in CDCl3 is added (EtO)2PS2H, causing rapid darkening.; Pptn. of colorless crystals; (31)P-NMR and (1)H-NMR spectroscopy;
67969-82-8

tetrafluoroboric acid diethyl ether

1068-22-0

ammonium O,O-diethyldithiophosphate

[(η(5)-indenyl)Mo(η(3)-C3H5)(CO)2]

207131-93-9

(η(5)-indenyl)Mo(CO)2(κ(2)-S2P(OEt))

Conditions
ConditionsYield
In dichloromethane Ar-atmosphere; stirring soln. of equimolar amts. of Mo-complex and HBF4 for 10 min, addn. of excess of (EtO)2PS2NH4, stirring for 10 h; filtration, evapn., extn. (hexane); elem. anal.;98%
1068-22-0

ammonium O,O-diethyldithiophosphate

10026-11-6

zirconium(IV) chloride

Zr(S2P(OC2H5)2)4

Conditions
ConditionsYield
In dichloromethane byproducts: NH4Cl; addn. of ZrCl4 in CH2Cl2 to a suspn. of the dithiophosphate in CH2Cl2 (1:4 molar ratio) under exclusion of moisture, refluxing (constant stirring, 6 h); filtration from pptd. NH4Cl4, removal of solvent (reduced pressure), washing (n-hexane), drying; elem. anal.;94%
1068-22-0

ammonium O,O-diethyldithiophosphate

51325-41-8

trichlorodimethoxymolybdenum(V)

dichlorodimethoxymolybdenum(V) O,O'-diethylthiophosphate

Conditions
ConditionsYield
In benzene byproducts: NH4Cl; exclusion of moisture, stirring equimolar amts. of trichloromethoxymolybdenum(V) and NH4S2P(OC2H5)2 for 2 h at room temp., change of colour from brown to green; filtering off pptd. NH4Cl, removing the solvent under reduced pressure at room temp., elem. anal.;93.3%
1068-22-0

ammonium O,O-diethyldithiophosphate

7733-02-0

zinc(II) sulfate

7268-60-2, 46946-10-5

bis(O,O-diethyldithiophosphato)zinc

Conditions
ConditionsYield
In water mixed; filtered; extd. (diethyl ether); dried (over MgSO4); evapd.; recrystd. (light petroleum); elem. anal.;90%
1068-22-0

ammonium O,O-diethyldithiophosphate

15649-27-1

ethylphenyltin(IV) dichloride

116178-60-0

(C2H5C6H5Sn(SSP(OC2H5)2)2)

Conditions
ConditionsYield
In hexane byproducts: NH4Cl; to a susp. of NH4SSP(OEt)2 in hexane a soln. of EtPhSnCl2 was added andthe reaction mixt. was allowed to stir for 2-3 h at room temp; NH4Cl formed during the reaction was filtered off, filtrate was concd. under vac., dissolving in anhydrous hexane, filtration through florisil under N2; elem. anal.;90%
1068-22-0

ammonium O,O-diethyldithiophosphate

753-73-1

dimethyltin dichloride

116178-66-6

(CH3)2SnCl(SSP(OC2H5)2)

Conditions
ConditionsYield
In hexane byproducts: NH4Cl; to a susp. of NH4SSP(OEt)2 in hexane a soln. of Me2SnCl2 was added in 1:1 stoich. and the reaction mixt. was allowed to stir for 2-3 h at roomtemp; NH4Cl formed during the reaction was filtered off, filtrate was concd. under vac., elem. anal.;90%
1068-22-0

ammonium O,O-diethyldithiophosphate

15649-26-0

methylphenyltin(IV) dichloride

116178-59-7

(CH3C6H5Sn(SSP(OC2H5)2)2)

Conditions
ConditionsYield
In hexane byproducts: NH4Cl; to a susp. of NH4SSP(OEt)2 in hexane a soln. of MePhSnCl2 was added andthe reaction mixt. was allowed to stir for 2-3 h at room temp; NH4Cl formed during the reaction was filtered off, filtrate was concd. under vac., dissolving in anhydrous hexane, filtration through folrisil under N2; elem. anal.;89%
1068-22-0

ammonium O,O-diethyldithiophosphate

(C6H5C(NOH)C(NO)C6H5)SbCl2

Sb((C6H5)2C2N2(OH)O)(S2P(OC2H5)2)2

Conditions
ConditionsYield
In benzene byproducts: NH4Cl; moisture-free atmosphere; stirring with slight heating (45 - 50°C, 3 - 4 h); filtration, solvent removal (reduced pressure), recrystn. (benzene/petroleum ether = 1 : 1); elem. anal.;88%

Ammonium O,O-diethyl dithiophosphate Chemical Properties

Empirical Formula: C4H14NO2PS2
Molecular Weight: 203.2632 
Flash Point: 94.5 °C
Enthalpy of Vaporization: 45.03 kJ/mol
Boiling Point: 232.7 °C at 760 mmHg
Vapour Pressure: 0.0887 mmHg at 25 °C
Melting point: 164-166 °C(lit.)
Appearance: White powder
Structure of Ammonium O,O-diethyl dithiophosphate (CAS NO.1068-22-0):
                       
IUPAC Name: Azanium diethoxy-sulfanylidene-sulfido-λ5-phosphane
Canonical SMILES: CCOP(=S)(OCC)[S-].[NH4+]
InChI: InChI=1S/C4H11O2PS2.H3N/c1-3-5-7(8,9)6-4-2;/h3-4H2,1-2H3,(H,8,9);1H3
InChIKey: HFRHTRKMBOQLLL-UHFFFAOYSA-N
Product Category of Ammonium O,O-diethyl dithiophosphate (CAS NO.1068-22-0): Pharmaceutical Intermediates;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds

Ammonium O,O-diethyl dithiophosphate Toxicity Data With Reference

1.    

skn-rbt 500 mg MLD

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,97.
2.    

eye-rbt 100 mg MLD

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,97.
3.    

orl-rat LD50:7900 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,97.
 Ammonium O,O-diethyl dithiophosphate (CAS NO.1068-22-0) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Ammonium O,O-diethyl dithiophosphate Safety Profile

Mildly toxic by ingestion. An eye and skin irritant. When heated to decomposition it emits toxic fumes of POx, SOx, NH3, and NOx.
Hazard Codes: HarmfulXn
Risk Statements: 20/21/22 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36 
S36:Wear suitable protective clothing.

Ammonium O,O-diethyl dithiophosphate Specification

 Ammonium O,O-diethyl dithiophosphate , its cas register number is 1068-22-0. It also can be called Phosphorodithioic acid, O,O-diethyl ester, ammonium salt ; S-Ammonium O,O'-diethyl phosphorodithioate ; and Ammonium ethyl phosphorodithioate (6CI,7CI) . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, Ammonium O,O-diethyl dithiophosphate (CAS NO.1068-22-0) could be stable under normal temperatures and pressures. It is not compatible with strong oxidants. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.

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