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1068-22-0

Basic Information
CAS No.: 1068-22-0
Name: AMMONIUM O,O-DIETHYLDITHIOPHOSPHATE
Article Data: 5
Molecular Structure:
Molecular Structure of 1068-22-0 (AMMONIUM O,O-DIETHYLDITHIOPHOSPHATE)
Formula: C4H11 O2 P S2 . H3 N
Molecular Weight: 203.266
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
Density: 1.214g/cm3
Melting Point: 163-169oC
Boiling Point: 232.7°Cat760mmHg
Flash Point: 94.5°C
Solubility: Soluble in water, methanol, ethanol, pyridine, acetone & ammonia. Insoluble in ethyl acetate, methyl chloride and chloroform.
Appearance: white powder
Hazard Symbols: Xn,T,F
Risk Codes: 20/21/22-39/23/24/25-23/24/25-11
Safety: Mildly toxic by ingestion. An eye and skin irritant. When heated to decomposition it emits toxic fumes of POx, SOx, NH3, and NOx.
PSA: 102.40000
LogP: 3.18820
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%
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Chemistry

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

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.

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.

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.