Triethyl phosphonoacetate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    867-13-0

    Molecular formula
    C8H17O5P

    SMILES
    CCOC(=O)CP(=O)(OCC)OCC

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 67.38%
    Apple 46.75%
    Winey 45.61%
    Fresh 40.54%
    Green 34.74%
    Ethereal 34.19%
    Sweet 31.24%
    Odorless 29.25%
    Herbal 26.88%
    Tropical 24.13%

     

    Flavor
    Fruity 78.97%
    Green 47.97%
    Sweet 35.66%
    Pineapple 35.63%
    Apple 34.94%
    Fruit 34.17%
    Tropical 33.53%
    Bitter 33.17%
    Fatty 32.44%
    Grape 30.66%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    4.36 (weak acid)

    Molecular weight
    224.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    280°C

    Flash point

    • 116.85 ˚C est.

  • Synonyms

    • Triethyl phosphonoacetate
    • 867-13-0
    • Ethyl (diethoxyphosphoryl)acetate
    • Ethyl (diethylphosphono)acetate
    • Triethyl phosphonoethanoate
    • Acetic acid, (diethoxyphosphinyl)-, ethyl ester
    • Diethyl carbethoxymethylphosphonate
    • Diethyl ethoxycarbonylmethanephosphonate
    • Diethyl carboethoxymethylphosphonate
    • Ethyl diethoxyphosphoryl acetate
    • TL 465
    • ETHYL (DIETHOXYPHOSPHINYL)ACETATE
    • Phosphonoacetic acid, triethyl ester
    • Acetic acid, phosphono-, triethyl ester
    • Diethyl phosphonoacetic acid, ethyl ester
    • Acetic acid, 2-(diethoxyphosphinyl)-, ethyl ester
    • (Ethoxycarbonylmethyl)diethoxyphospshine oxide
    • DTXSID4041573
    • Acetic acid, diethylphosphono-, ethyl ester
    • NSC-13898
    • NSC-16128
    • DTXCID2021573
    • TL-465
    • 022826171T
    • RefChem:899480
    • 212-757-6
    • Ethyl 2-(diethoxyphosphoryl)acetate
    • ethyl 2-diethoxyphosphorylacetate
    • MFCD00009177
    • Diethylphosphonoacetic Acid Ethyl Ester
    • NSC 13898
    • NSC 16128
    • Phosphonoacetic Acid Triethyl Ester
    • Acetic acid, (diethylphosphono)-, ethyl ester
    • TriethylPhosphonoacetate-d2
    • Ethyl Diethylphosphonoacetate
    • ethyl(diethoxyphosphoryl)acetate
    • O,O-Diethyl ethoxycarbonylmethyl phosphonate
    • carbethoxymethyldiethyl phosphonate
    • ethyl 2-(diethyl phosphono)acetate
    • Diethyl ethoxycarbonylmethylphosphonate
    • Acetic acid, triethyl ester
    • WLN: OPO&O&2&2&1VO2
    • triethyl phosphono acetate
    • Triethylphosphonoacetate
    • EINECS 212-757-6
    • UNII-022826171T
    • Triethylophosphonoacetate
    • ethyldiethylphosphonoacetate
    • (diethoxy-phosphoryl)-acetic acid ethyl ester
    • ethyl diethylphosphonoactate
    • EC 212-757-6
    • SCHEMBL16047
    • CBDivE_001998
    • ethyl diethoxyphosphinylacetate
    • ethyl diethoxyphosphorylacetate
    • ethyl(diethoxyphosphinyl)acetate
    • Triethyl phosphonoacetate, 98%
    • CHEMBL3185304
    • SCHEMBL11590587
    • ethyl2-(diethoxyphosphoryl)acetate
    • phosphonoacetic acid-triethyl ester
    • Ethyl (diethoxy-phosphoryl)-acetate
    • Ethyl (diethoxyphosphoryl)acetate #
    • Ethyl-2-(diethoxyphosphoryl)acetate
    • HY-Y0677
    • NSC13898
    • NSC16128
    • STR01192
    • ethyl-2-(diethoxylphosphoryl)acetate
    • Tox21_302053
    • ethyl 2-(diethoxyphosphoryl)ethanoate
    • STL477594
    • diethylethoxycarbonylmethyl-phosphonate
    • AKOS009156982
    • CS-W009140
    • diethoxyphosphorylactic acid ethyl ester
    • FT28426
    • NCGC00255680-01
    • CAS-867-13-0
    • (diethoxyphosphinyl)acetic acid ethyl ester
    • (Diethoxyphosphoryl)acetic acid ethyl ester
    • 2-diethoxyphosphorylacetic acid ethyl ester
    • Diethyl [(ethoxycarbonyl)methyl]phosphonate
    • DB-013131
    • (diethoxyphosphoryl)-acetic acid ethyl ester
    • D1523
    • NS00003566
    • 2-(Diethoxyphosphinyl)acetic acid ethyl ester
    • EN300-52552
    • F001326
    • F003599
    • Triethyl phosphonoacetate, purum, >=97.0% (GC)
    • Ethanoic acid, 2-(diethoxyphosphinyl)-, ethyl ester
    • Q7841458
    • F0001-2154
    • Ethyl 2-(diethoxyphosphoryl)acetate (Ticagrelor Impuruity)
    • InChI=1/C8H17O5P/c1-4-11-8(9)7-14(10,12-5-2)13-6-3/h4-7H2,1-3H
    • 867-13-0

  • Applications

    Triethyl phosphonoacetate (CAS 867-13-0) is a versatile phosphonate ester used as a building block in organic synthesis. In industry, it is commonly employed in Horner–Wadsworth–Emmons olefinations to prepare α,β-unsaturated esters, enabling vinyl phosphonate intermediates for pharmaceutical and agrochemical synthesis. It also serves as a precursor to vinyl phosphonate monomers and related phosphorus-containing building blocks used in polymer and materials chemistry, including coatings and inks. Additionally, it is used as a reactive intermediate in process development and scale-up, allowing introduction of the phosphonoacetate motif into complex synthetic sequences. As a specialized reagent, it is primarily handled within chemical workflows under appropriate safety and regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 348.41
    methanol 590.98
    isopropanol 242.02
    water 37.14
    ethyl acetate 264.41
    n-propanol 247.69
    acetone 473.78
    n-butanol 197.03
    acetonitrile 338.16
    DMF 1114.37
    toluene 175.41
    isobutanol 170.28
    1,4-dioxane 684.52
    methyl acetate 333.21
    THF 1035.18
    2-butanone 294.36
    n-pentanol 113.41
    sec-butanol 195.28
    n-hexane 19.97
    ethylene glycol 249.75
    NMP 1827.2
    cyclohexane 79.9
    DMSO 875.01
    n-butyl acetate 123.12
    n-octanol 69.95
    chloroform 1180.48
    n-propyl acetate 125.8
    acetic acid 738.61
    dichloromethane 1035.24
    cyclohexanone 675.75
    propylene glycol 255.3
    isopropyl acetate 142.24
    DMAc 1051.78
    2-ethoxyethanol 248.2
    isopentanol 135.87
    n-heptane 14.06
    ethyl formate 264.04
    1,2-dichloroethane 553.51
    n-hexanol 106.46
    2-methoxyethanol 614.84
    isobutyl acetate 80.54
    tetrachloromethane 119.8
    n-pentyl acetate 105.32
    transcutol 341.54
    n-heptanol 52.8
    ethylbenzene 74.61
    MIBK 123.6
    2-propoxyethanol 258.42
    tert-butanol 265.82
    MTBE 152.0
    2-butoxyethanol 118.17
    propionic acid 359.3
    o-xylene 123.22
    formic acid 469.66
    diethyl ether 173.55
    m-xylene 106.83
    p-xylene 105.81
    chlorobenzene 296.88
    dimethyl carbonate 195.38
    n-octane 6.6
    formamide 603.62
    cyclopentanone 866.66
    2-pentanone 215.7
    anisole 165.47
    cyclopentyl methyl ether 369.63
    gamma-butyrolactone 1170.84
    1-methoxy-2-propanol 363.92
    pyridine 595.12
    3-pentanone 198.13
    furfural 1093.94
    n-dodecane 7.77
    diethylene glycol 299.98
    diisopropyl ether 46.41
    tert-amyl alcohol 207.38
    acetylacetone 339.36
    n-hexadecane 8.95
    acetophenone 202.02
    methyl propionate 286.36
    isopentyl acetate 108.29
    trichloroethylene 1073.99
    n-nonanol 61.45
    cyclohexanol 334.73
    benzyl alcohol 185.27
    2-ethylhexanol 65.83
    isooctanol 43.55
    dipropyl ether 70.72
    1,2-dichlorobenzene 280.44
    ethyl lactate 105.69
    propylene carbonate 527.33
    n-methylformamide 564.61
    2-pentanol 109.51
    n-pentane 25.48
    1-propoxy-2-propanol 146.9
    1-methoxy-2-propyl acetate 170.28
    2-(2-methoxypropoxy) propanol 155.49
    mesitylene 65.89
    ε-caprolactone 595.17
    p-cymene 49.37
    epichlorohydrin 924.62
    1,1,1-trichloroethane 416.67
    2-aminoethanol 313.89
    morpholine-4-carbaldehyde 997.68
    sulfolane 1286.16
    2,2,4-trimethylpentane 15.18
    2-methyltetrahydrofuran 612.57
    n-hexyl acetate 153.3
    isooctane 9.03
    2-(2-butoxyethoxy)ethanol 176.64
    sec-butyl acetate 85.73
    tert-butyl acetate 145.6
    decalin 29.31
    glycerin 421.08
    diglyme 306.55
    acrylic acid 424.12
    isopropyl myristate 58.46
    n-butyric acid 336.45
    acetyl acetate 241.05
    di(2-ethylhexyl) phthalate 86.48
    ethyl propionate 136.57
    nitromethane 1092.04
    1,2-diethoxyethane 112.61
    benzonitrile 265.18
    trioctyl phosphate 57.4
    1-bromopropane 225.67
    gamma-valerolactone 1181.16
    n-decanol 45.43
    triethyl phosphate 83.28
    4-methyl-2-pentanol 59.56
    propionitrile 219.76
    vinylene carbonate 535.35
    1,1,2-trichlorotrifluoroethane 775.78
    DMS 174.04
    cumene 52.76
    2-octanol 42.36
    2-hexanone 117.64
    octyl acetate 79.58
    limonene 75.19
    1,2-dimethoxyethane 391.44
    ethyl orthosilicate 74.9
    tributyl phosphate 71.42
    diacetone alcohol 198.6
    N,N-dimethylaniline 131.35
    acrylonitrile 331.83
    aniline 276.46
    1,3-propanediol 317.99
    bromobenzene 289.89
    dibromomethane 613.14
    1,1,2,2-tetrachloroethane 862.25
    2-methyl-cyclohexyl acetate 118.32
    tetrabutyl urea 111.16
    diisobutyl methanol 41.62
    2-phenylethanol 145.82
    styrene 97.96
    dioctyl adipate 105.79
    dimethyl sulfate 382.3
    ethyl butyrate 106.66
    methyl lactate 229.37
    butyl lactate 100.79
    diethyl carbonate 91.96
    propanediol butyl ether 137.03
    triethyl orthoformate 90.31
    p-tert-butyltoluene 48.89
    methyl 4-tert-butylbenzoate 165.82
    morpholine 800.13
    tert-butylamine 150.39
    n-dodecanol 35.72
    dimethoxymethane 419.0
    ethylene carbonate 399.99
    cyrene 271.63
    2-ethoxyethyl acetate 151.18
    2-ethylhexyl acetate 95.78
    1,2,4-trichlorobenzene 365.24
    4-methylpyridine 539.55
    dibutyl ether 64.56
    2,6-dimethyl-4-heptanol 41.62
    DEF 370.71
    dimethyl isosorbide 314.3
    tetrachloroethylene 500.79
    eugenol 166.68
    triacetin 189.21
    span 80 151.05
    1,4-butanediol 113.15
    1,1-dichloroethane 443.54
    2-methyl-1-pentanol 94.87
    methyl formate 452.96
    2-methyl-1-butanol 147.89
    n-decane 11.71
    butyronitrile 206.96
    3,7-dimethyl-1-octanol 62.92
    1-chlorooctane 49.94
    1-chlorotetradecane 23.93
    n-nonane 10.68
    undecane 9.26
    tert-butylcyclohexane 21.34
    cyclooctane 19.28
    cyclopentanol 430.93
    tetrahydropyran 546.4
    tert-amyl methyl ether 136.35
    2,5,8-trioxanonane 261.75
    1-hexene 52.95
    2-isopropoxyethanol 140.53
    2,2,2-trifluoroethanol 351.25
    methyl butyrate 180.26

    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