Malaoxon

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  • Identifiers

    CAS number
    1634-78-2

    Molecular formula
    C10H19O7PS

    SMILES
    CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Sulfurous 47.06%
    Fruity 39.73%
    Tropical 35.84%
    Odorless 32.47%
    Roasted 27.23%
    Meaty 26.08%
    Fresh 25.34%
    Savory 24.63%
    Onion 23.83%
    Grape 23.09%

     

    Flavor
    Fruity 58.05%
    Bitter 40.46%
    Mild 28.25%
    Odorless 25.6%
    Wine 23.38%
    Cooked 22.65%
    Grape 22.19%
    Marshmallow 21.55%
    Yeast 21.06%
    Dried berry 20.66%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    5.57 (weak acid)

    Molecular weight
    314.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • less than 68 °F (NTP, 1992)

    Boiling point

    • 237 °F at 0.0975 mmHg (NTP, 1992)

    Flash point

    • 153.59 ˚C est.
    • greater than 212 °F (NTP, 1992)

    Solubility expt.

    • 5 to 10 mg/mL at 72 °F (NTP, 1992)

  • Synonyms

    • MALAOXON
    • 1634-78-2
    • Oxycarbophos
    • Liromat
    • Malaoxone
    • Maloxon
    • Carbethoxy malaoxon
    • Malathion oxon
    • diethyl 2-dimethoxyphosphorylsulfanylbutanedioate
    • NCI-C08628
    • CCRIS 367
    • Malaoxan
    • HSDB 4047
    • O,O-Dimethyl S-1,2-bis(ethoxycarbonyl)ethyl phosphorothioate
    • DTXSID9020790
    • AI3-25634
    • Diethyl mercaptosuccinate S-ester with O,O-dimethyl phosphorothioate
    • 2439JYF84Q
    • O,O-Dimethyl-S-(1,2-dicarbethoxy)ethyl phosphorothioate
    • S-(1,2-Diethoxycarbonyl)ethyl O,O-dimethyl phosphorothioate
    • Butanedioic acid, ((dimethoxyphosphinyl)thio)-, diethyl ester
    • DTXCID50790
    • Succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethyl phosphorothioate
    • O,O-Dimethyl S-(1,2-dicarbethoxy)ethyl phosphorothioate
    • Phosphorothioic acid, O,O-dimethyl ester, S-ester with 1,2-bis(ethoxycarbonyl)ethanethiol
    • CHEBI:6649
    • O,O-Dimethyl-S-1,2-bis(ethoxycarbonyl)ethyl phosphorothioate
    • diethyl 2-[(dimethoxyphosphoryl)thio]succinate
    • Succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethylphosphorothioate
    • succinic acid, mercapto-, diethyl ester, dimethyl phosphate
    • MALATHION IMPURITY B [EP IMPURITY]
    • Butanedioic acid, [(dimethoxyphosphinyl)thio]-, diethyl ester
    • diethyl 2-((dimethoxyphosphoryl)thio)succinate
    • DIETHYL ((DIMETHOXYPHOSPHINO)THIO)BUTANEDIOATE
    • BUTANEDIOIC ACID, 2-((DIMETHOXYPHOSPHINYL)THIO)-, 1,4-DIETHYL ESTER
    • PHOSPHOROTHIOIC ACID, O,O-DIMETHYL ESTER, S-ESTER WITH DIETHYL MERCAPTOSUCCINATE
    • CAS-1634-78-2
    • MALATHION IMPURITY B (EP IMPURITY)
    • 2-((Dimethoxyphosphinyl)thio)butanedioic acid
    • 2-[(Dimethoxyphosphinyl)thio]butanedioic acid
    • Diethyl 2-((dimethoxyphosphoryl)sulfanyl)succinate
    • Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate
    • DIETHYL [(DIMETHOXYPHOSPHINO)THIO]BUTANEDIOATE
    • MalathionOanalog
    • UNII-2439JYF84Q
    • Butanedioic acid, 2-[(dimethoxyphosphinyl)thio]-, 1,4-diethyl ester
    • THIOATE
    • Oxycarbophos, Liromat
    • DL-MALAOXON
    • diethyl((dimethoxyphosphinyl)thio)butanedioate
    • SCHEMBL331031
    • NCI-CO8628
    • ((dimethoxyphosphinyl)thio)butanedioic acid diethyl ester
    • CHEMBL1331476
    • CHEBI:141477
    • Tox21_202017
    • Tox21_301103
    • AKOS030254496
    • phosphorothioic acid, O,O-dimethyl ester, S-ester with 1,2-bis(methoxy-carbonyl)ethanethiol
    • NCGC00091894-01
    • NCGC00091894-02
    • NCGC00091894-03
    • NCGC00091894-04
    • NCGC00255003-01
    • NCGC00259566-01
    • DA-55196
    • HY-119904
    • CS-0078320
    • Malaoxon, PESTANAL(R), analytical standard
    • NS00000705
    • C07498
    • Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate #
    • O,ODimethylS(1,2dicarbethoxy)ethyl phosphorothioate
    • Q3270235
    • dimethoxyphosphorylsulfanyl-succinic acid diethyl ester
    • O,ODimethyl S(1,2dicarbethoxy)ethyl phosphorothioate
    • O,ODimethylS1,2bis(ethoxycarbonyl)ethyl phosphorothioate
    • S(1,2Diethoxycarbonyl)ethyl O,Odimethyl phosphorothioate
    • O,ODimethyl S1,2bis(ethoxycarbonyl)ethyl phosphorothioate
    • Butanedioic acid, ((dimethoxyphosphinyl)thio)-, diethyl ester (9CI)
    • Diethyl mercaptosuccinate Sester with O,Odimethyl phosphorothioate
    • Malathion impurity B, European Pharmacopoeia (EP) Reference Standard
    • BUTANEDIOIC ACID, ((DIMETHOXYPHOSPHINYL)THIO)-, DIETHYL ESETER
    • MERCAPTOSUCCINIC ACID DIETHYL ESTER, S-ESTER WITH O,O-DIMETHYLPHOSPHOROTHIOATE
    • Phosphorothioic acid, O,Odimethyl ester, Sester with 1,2bis(ethoxycarbonyl)ethanethiol
    • Succinic acid, mercapto, diethyl ester, Sester with O,Odimethylphosphorothioate
    • SUCCINIC ACID, MERCAPTO-, DIETHYL ESTER, S-ESTER WITH O,O-DIMETHYLPHOSPHORO-

  • Applications

    Malaoxon (CAS 1634-78-2) is an organophosphate insecticide used primarily as an active ingredient in crop-protection formulations for agriculture and horticulture; it is also encountered in applications for stored-product pest management and urban/home pest control, formulated to suppress a range of chewing and sucking pests; as an oxon derivative, it acts by inhibiting acetylcholinesterase, and its use is subject to strict regulatory controls and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.64
    methanol 119.67
    isopropanol 34.97
    water 11.8
    ethyl acetate 163.14
    n-propanol 42.43
    acetone 259.23
    n-butanol 28.96
    acetonitrile 194.23
    DMF 2550.73
    toluene 28.46
    isobutanol 26.96
    1,4-dioxane 196.15
    methyl acetate 267.27
    THF 288.7
    2-butanone 169.25
    n-pentanol 26.05
    sec-butanol 38.44
    n-hexane 2.23
    ethylene glycol 56.76
    NMP 2942.53
    cyclohexane 4.78
    DMSO 1892.58
    n-butyl acetate 83.68
    n-octanol 15.76
    chloroform 368.16
    n-propyl acetate 96.99
    acetic acid 500.1
    dichloromethane 546.52
    cyclohexanone 268.31
    propylene glycol 48.51
    isopropyl acetate 93.82
    DMAc 2066.11
    2-ethoxyethanol 196.71
    isopentanol 24.5
    n-heptane 2.05
    ethyl formate 200.52
    1,2-dichloroethane 304.52
    n-hexanol 17.49
    2-methoxyethanol 339.62
    isobutyl acetate 38.9
    tetrachloromethane 34.03
    n-pentyl acetate 53.16
    transcutol 317.47
    n-heptanol 13.72
    ethylbenzene 24.15
    MIBK 58.59
    2-propoxyethanol 110.52
    tert-butanol 44.26
    MTBE 63.45
    2-butoxyethanol 68.86
    propionic acid 188.22
    o-xylene 38.4
    formic acid 542.11
    diethyl ether 55.48
    m-xylene 20.86
    p-xylene 31.22
    chlorobenzene 93.22
    dimethyl carbonate 306.37
    n-octane 1.0
    formamide 1230.26
    cyclopentanone 490.2
    2-pentanone 110.9
    anisole 155.57
    cyclopentyl methyl ether 121.58
    gamma-butyrolactone 933.73
    1-methoxy-2-propanol 192.31
    pyridine 286.63
    3-pentanone 114.49
    furfural 1264.89
    n-dodecane 0.87
    diethylene glycol 133.36
    diisopropyl ether 15.13
    tert-amyl alcohol 59.59
    acetylacetone 313.78
    n-hexadecane 1.01
    acetophenone 252.24
    methyl propionate 224.83
    isopentyl acetate 66.75
    trichloroethylene 810.67
    n-nonanol 15.85
    cyclohexanol 42.09
    benzyl alcohol 115.34
    2-ethylhexanol 15.5
    isooctanol 12.42
    dipropyl ether 25.56
    1,2-dichlorobenzene 175.8
    ethyl lactate 100.25
    propylene carbonate 469.18
    n-methylformamide 877.36
    2-pentanol 21.13
    n-pentane 2.14
    1-propoxy-2-propanol 75.08
    1-methoxy-2-propyl acetate 169.41
    2-(2-methoxypropoxy) propanol 129.22
    mesitylene 14.36
    ε-caprolactone 343.64
    p-cymene 19.0
    epichlorohydrin 746.31
    1,1,1-trichloroethane 168.9
    2-aminoethanol 83.9
    morpholine-4-carbaldehyde 1677.53
    sulfolane 1755.78
    2,2,4-trimethylpentane 2.48
    2-methyltetrahydrofuran 188.29
    n-hexyl acetate 66.0
    isooctane 0.82
    2-(2-butoxyethoxy)ethanol 113.29
    sec-butyl acetate 57.33
    tert-butyl acetate 106.06
    decalin 4.57
    glycerin 158.77
    diglyme 344.58
    acrylic acid 325.83
    isopropyl myristate 22.87
    n-butyric acid 143.53
    acetyl acetate 204.57
    di(2-ethylhexyl) phthalate 46.15
    ethyl propionate 109.2
    nitromethane 2159.5
    1,2-diethoxyethane 81.35
    benzonitrile 146.35
    trioctyl phosphate 23.2
    1-bromopropane 57.14
    gamma-valerolactone 1035.76
    n-decanol 11.24
    triethyl phosphate 81.09
    4-methyl-2-pentanol 12.05
    propionitrile 78.61
    vinylene carbonate 549.62
    1,1,2-trichlorotrifluoroethane 836.59
    DMS 197.53
    cumene 18.93
    2-octanol 10.55
    2-hexanone 72.21
    octyl acetate 35.53
    limonene 28.34
    1,2-dimethoxyethane 373.4
    ethyl orthosilicate 61.18
    tributyl phosphate 38.33
    diacetone alcohol 134.67
    N,N-dimethylaniline 149.53
    acrylonitrile 224.84
    aniline 91.43
    1,3-propanediol 81.95
    bromobenzene 80.79
    dibromomethane 196.61
    1,1,2,2-tetrachloroethane 558.6
    2-methyl-cyclohexyl acetate 79.78
    tetrabutyl urea 68.42
    diisobutyl methanol 10.92
    2-phenylethanol 71.19
    styrene 37.48
    dioctyl adipate 62.56
    dimethyl sulfate 1106.31
    ethyl butyrate 88.68
    methyl lactate 219.08
    butyl lactate 69.08
    diethyl carbonate 88.32
    propanediol butyl ether 68.22
    triethyl orthoformate 76.3
    p-tert-butyltoluene 17.86
    methyl 4-tert-butylbenzoate 158.29
    morpholine 281.84
    tert-butylamine 22.41
    n-dodecanol 7.95
    dimethoxymethane 464.31
    ethylene carbonate 319.85
    cyrene 308.95
    2-ethoxyethyl acetate 124.17
    2-ethylhexyl acetate 56.23
    1,2,4-trichlorobenzene 256.88
    4-methylpyridine 275.97
    dibutyl ether 20.29
    2,6-dimethyl-4-heptanol 10.92
    DEF 414.83
    dimethyl isosorbide 323.36
    tetrachloroethylene 310.18
    eugenol 143.49
    triacetin 204.44
    span 80 79.97
    1,4-butanediol 42.17
    1,1-dichloroethane 148.16
    2-methyl-1-pentanol 26.9
    methyl formate 669.13
    2-methyl-1-butanol 29.76
    n-decane 1.53
    butyronitrile 55.49
    3,7-dimethyl-1-octanol 17.76
    1-chlorooctane 11.3
    1-chlorotetradecane 4.16
    n-nonane 1.33
    undecane 1.1
    tert-butylcyclohexane 3.06
    cyclooctane 2.02
    cyclopentanol 68.07
    tetrahydropyran 84.93
    tert-amyl methyl ether 68.5
    2,5,8-trioxanonane 241.28
    1-hexene 8.72
    2-isopropoxyethanol 97.49
    2,2,2-trifluoroethanol 404.03
    methyl butyrate 168.58

    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