Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester

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  • Identifiers

    CAS number
    50782-69-9

    Molecular formula
    C11H26NO2PS

    SMILES
    CCOP(=O)(C)SCCN(C(C)C)C(C)C

  • Odor profile

    Fragrance
    Meaty 40.02%
    Grapefruit 35.63%
    Savory 34.06%
    Sulfurous 32.03%
    Roasted 31.75%
    Cooling 29.67%
    Odorless 29.64%
    Mint 27.43%
    Tropical 23.19%
    Citrus 23.17%

     

    Flavor
    Sulfurous 40.31%
    Sulfury 32.89%
    Onion 25.47%
    Meaty 23.92%
    Acrid 21.19%
    Glue 20.68%
    Bloody 20.62%
    Yeasty 20.5%
    Bland 20.37%
    Bouillon 20.36%

     

    Odor impact est.
    Medium

    Odor threshold

    • Half of a group of subjects smelled VX at a concentration of 3.9 mg/cu m. When two different stabilizers were added, the odor was detectable at 1.9 and 1.0 mg/cu m. However, the odor was not clearly described.

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.36 (neutral)

    Molecular weight
    267.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • Freezing point below -60 °F (EPA, 1998)
    • Below -51 °C

    Boiling point

    • 568 °F at 760 mmHg decomposes (EPA, 1998)
    • 298 °C

    Flash point

    • 143.94 ˚C est.
    • 318.2 °F (EPA, 1998)

    Solubility expt.

    • In water, 30 g/L at 25 °C
    • Dissolves well in organic solvents

  • Synonyms

    • 50782-69-9
    • Tx 60
    • VX
    • VX nerve agent
    • VX agent
    • O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate
    • Ethyl-S-diisopropylaminoethyl methylthiophosphonate
    • BRN 1949015
    • Ethyl S-2-diisopropylaminoethyl methylphosphonothiolate
    • Methylphosphonothioic acid S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester
    • CHEMBL483105
    • S-(2-Diisopropylaminoethyl) O-ethyl methyl phosphonothiolate
    • CHEBI:136185
    • Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester
    • S-(2-Diisopropylaminoethyl)-O-ethyl methylphosphonothiolate
    • 9A4381183B
    • Phosphonothioic acid, P-methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester
    • O-ethyl-S-[2-(N,N-diisopropylamino)ethyl] ester
    • O-ethyl S-2-diisopropylaminoethyl methylphosphonothioate
    • O-Ethyl S-(2-diisopropylaminoethyl) methylthiophosphonate
    • VX (van)
    • S-{2-[di(propan-2-yl)amino]ethyl} O-ethyl methylphosphonothioate
    • agent VX
    • Phosphonothioic acid, methyl-, S-[2-[bis(1-methylethyl)amino]ethyl] O-ethyl ester
    • CCRIS 3351
    • HSDB 6459
    • O-ethyl-S-(2-(N,N-diisopropylamino)ethyl) ester
    • EA 1701
    • O-Ethyl S-(2-diisopropylaminoethyl)methylphosphonothioate
    • S-(2-(di(propan-2-yl)amino)ethyl) O-ethyl methylphosphonothioate
    • S-(2-(DIISOPROPYLAMINO)ETHYL) O-ETHYL METHYLPHOSPHONOTHIOLATE
    • S-[2-(DIISOPROPYLAMINO)ETHYL] O-ETHYL METHYLPHOSPHONOTHIOLATE
    • Phosphonothioic acid, P-methyl-, S-[2-[bis(1-methylethyl)amino]ethyl] O-ethyl ester
    • UNII-9A4381183B
    • Ethyl S-dimethylaminoethyl methylphosphonothiolate
    • 65167-64-8
    • VX VAPOR
    • (R)-S-(2-(Bis(1-methylethyl)amino)ethyl) O-ethyl methylphosphonothioate
    • (S)-S-(2-(Bis(1-methylethyl)amino)ethyl) O-ethyl methylphosphonothioate
    • Methylphosphonothioic acid, S-(2-diisopropylamino)ethyl O-ethyl ester
    • VX [HSDB]
    • (+-)-S-(2-(Bis(1-methylethyl)amino)ethyl) O-ethyl methylphosphonothioate
    • Methylphosphonothioic acid S-(2-(bis(methylethyl)amino)ethyl) O-ethyl ester
    • O-Ethyl-S-2-diisopropylaminoethylester kyseliny methylthiofosfonove [Czech]
    • Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester, (+)-
    • Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester, (-)-
    • VX [MI]
    • SCHEMBL215425
    • DTXSID80866161
    • O-Ethyl S-2-diisopropylaminoethyl methyl phosphonothiolate
    • BDBM50027342
    • O-Ethyl-S-2-diisopropylaminoethylester kyseliny methylthiofosfonove
    • N-[2-[ethoxy(methyl)phosphoryl]sulfanylethyl]-N-propan-2-ylpropan-2-amine
    • Phosphonothioic acid, methyl-, S-(2-(diisopropylamino)ethyl) O-ethyl ester
    • Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester, (+-)-
    • 65167-63-7
    • PD193129
    • VX.
    • NS00075528
    • Q421809
    • o-ethyl s-diisopropylaminoethyl methylphosphonothioate
    • O-Ethyl S-2-diisopropylaminoethyl methylphosphonothiolate
    • s-2-diisopropylaminoethyl o-ethyl methylphosphonothioate
    • ETHYL S-DIMETHYLAMINO-ETHYL METHYLPHOSPHONOTHIOLATE
    • o-ethyl s-(2-(diisopropylamino)ethyl)methylphosphonothioate
    • o-ethyl s-[2-(diisopropylamino)ethyl] methylphosphonothioate
    • PHOSPHONOTHIOIC ACID, METHYL-, S-(2-(BIS(1-METHYLETHYL
    • S-[2-(Diisopropylamino)ethyl] o-ethyl methylphosphonothioate
    • S-(2-DIISOPROPYLAMINOETHYL) O-ETHYL METHYLPHOSPHONOTHIOLATE
    • Methyl-phosphonothioic acid S-(2-diisopropylamino-ethyl) ester O-ethyl ester
    • Phosphonohioic acid, methyl, O-ethyl-S-(2-diisopropylaminoethyl) ester

  • Applications

    Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester (CAS number: 50782-69-9) is commonly used as an intermediate in the synthesis of organophosphorus compounds, enabling downstream diversification of the phosphonothioate core. It also functions as a chelating agent for metal ions in industrial cleaners and polymer-processing formulations; serves as a stabilizer and processing additive in polymers and coatings to improve chemical resistance and potential flame-retardant performance; acts as a ligand or precursor in coordination chemistry and catalysis; and may be explored as a precursor or additive for flame-retardant formulations in plastics and coatings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 316.86
    methanol 460.14
    isopropanol 187.65
    water 24.87
    ethyl acetate 309.11
    n-propanol 306.02
    acetone 355.04
    n-butanol 242.05
    acetonitrile 226.48
    DMF 752.93
    toluene 226.07
    isobutanol 199.13
    1,4-dioxane 456.24
    methyl acetate 370.85
    THF 633.41
    2-butanone 367.11
    n-pentanol 185.82
    sec-butanol 247.03
    n-hexane 57.2
    ethylene glycol 152.63
    NMP 1611.16
    cyclohexane 135.55
    DMSO 789.5
    n-butyl acetate 317.2
    n-octanol 105.07
    chloroform 1598.08
    n-propyl acetate 231.45
    acetic acid 952.55
    dichloromethane 1278.09
    cyclohexanone 728.35
    propylene glycol 193.88
    isopropyl acetate 193.03
    DMAc 934.74
    2-ethoxyethanol 371.11
    isopentanol 169.93
    n-heptane 37.99
    ethyl formate 295.45
    1,2-dichloroethane 749.93
    n-hexanol 196.31
    2-methoxyethanol 494.19
    isobutyl acetate 142.26
    tetrachloromethane 341.67
    n-pentyl acetate 211.28
    transcutol 847.61
    n-heptanol 105.78
    ethylbenzene 111.44
    MIBK 135.34
    2-propoxyethanol 352.41
    tert-butanol 194.27
    MTBE 220.15
    2-butoxyethanol 231.83
    propionic acid 491.99
    o-xylene 189.08
    formic acid 638.58
    diethyl ether 248.37
    m-xylene 144.0
    p-xylene 138.3
    chlorobenzene 409.27
    dimethyl carbonate 158.91
    n-octane 13.04
    formamide 714.7
    cyclopentanone 744.06
    2-pentanone 251.48
    anisole 194.49
    cyclopentyl methyl ether 401.47
    gamma-butyrolactone 920.63
    1-methoxy-2-propanol 295.94
    pyridine 560.85
    3-pentanone 287.49
    furfural 1081.01
    n-dodecane 7.55
    diethylene glycol 293.15
    diisopropyl ether 80.41
    tert-amyl alcohol 277.7
    acetylacetone 283.2
    n-hexadecane 8.67
    acetophenone 272.8
    methyl propionate 311.83
    isopentyl acetate 260.97
    trichloroethylene 1646.22
    n-nonanol 96.15
    cyclohexanol 348.92
    benzyl alcohol 214.59
    2-ethylhexanol 136.02
    isooctanol 84.01
    dipropyl ether 140.33
    1,2-dichlorobenzene 429.99
    ethyl lactate 155.19
    propylene carbonate 541.36
    n-methylformamide 549.44
    2-pentanol 154.84
    n-pentane 55.58
    1-propoxy-2-propanol 257.57
    1-methoxy-2-propyl acetate 327.64
    2-(2-methoxypropoxy) propanol 232.65
    mesitylene 90.31
    ε-caprolactone 740.83
    p-cymene 93.74
    epichlorohydrin 862.88
    1,1,1-trichloroethane 687.45
    2-aminoethanol 263.56
    morpholine-4-carbaldehyde 972.75
    sulfolane 1339.84
    2,2,4-trimethylpentane 36.53
    2-methyltetrahydrofuran 605.46
    n-hexyl acetate 252.65
    isooctane 14.43
    2-(2-butoxyethoxy)ethanol 287.15
    sec-butyl acetate 161.1
    tert-butyl acetate 193.86
    decalin 49.38
    glycerin 311.04
    diglyme 561.32
    acrylic acid 527.54
    isopropyl myristate 78.49
    n-butyric acid 481.91
    acetyl acetate 280.16
    di(2-ethylhexyl) phthalate 113.64
    ethyl propionate 197.83
    nitromethane 1080.7
    1,2-diethoxyethane 242.3
    benzonitrile 261.78
    trioctyl phosphate 76.46
    1-bromopropane 374.74
    gamma-valerolactone 1140.81
    n-decanol 64.64
    triethyl phosphate 156.55
    4-methyl-2-pentanol 79.01
    propionitrile 195.85
    vinylene carbonate 550.48
    1,1,2-trichlorotrifluoroethane 1102.1
    DMS 263.08
    cumene 81.96
    2-octanol 71.76
    2-hexanone 196.3
    octyl acetate 118.23
    limonene 154.41
    1,2-dimethoxyethane 379.67
    ethyl orthosilicate 152.13
    tributyl phosphate 109.78
    diacetone alcohol 209.35
    N,N-dimethylaniline 177.6
    acrylonitrile 277.05
    aniline 339.72
    1,3-propanediol 281.59
    bromobenzene 394.83
    dibromomethane 892.22
    1,1,2,2-tetrachloroethane 1386.19
    2-methyl-cyclohexyl acetate 229.57
    tetrabutyl urea 139.52
    diisobutyl methanol 64.94
    2-phenylethanol 205.37
    styrene 131.67
    dioctyl adipate 145.34
    dimethyl sulfate 349.95
    ethyl butyrate 211.7
    methyl lactate 222.64
    butyl lactate 207.55
    diethyl carbonate 166.66
    propanediol butyl ether 222.53
    triethyl orthoformate 201.46
    p-tert-butyltoluene 90.27
    methyl 4-tert-butylbenzoate 228.95
    morpholine 637.86
    tert-butylamine 145.53
    n-dodecanol 45.3
    dimethoxymethane 279.44
    ethylene carbonate 424.87
    cyrene 296.36
    2-ethoxyethyl acetate 329.31
    2-ethylhexyl acetate 258.02
    1,2,4-trichlorobenzene 564.34
    4-methylpyridine 539.2
    dibutyl ether 105.22
    2,6-dimethyl-4-heptanol 64.94
    DEF 414.8
    dimethyl isosorbide 390.74
    tetrachloroethylene 976.81
    eugenol 204.85
    triacetin 301.6
    span 80 230.68
    1,4-butanediol 139.5
    1,1-dichloroethane 587.48
    2-methyl-1-pentanol 165.74
    methyl formate 395.88
    2-methyl-1-butanol 218.54
    n-decane 15.64
    butyronitrile 181.09
    3,7-dimethyl-1-octanol 103.11
    1-chlorooctane 76.64
    1-chlorotetradecane 25.24
    n-nonane 16.21
    undecane 10.19
    tert-butylcyclohexane 37.45
    cyclooctane 45.43
    cyclopentanol 350.51
    tetrahydropyran 488.22
    tert-amyl methyl ether 247.82
    2,5,8-trioxanonane 367.29
    1-hexene 120.88
    2-isopropoxyethanol 216.03
    2,2,2-trifluoroethanol 556.89
    methyl butyrate 254.62

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction