1-Ethyl 3-methyl malonate

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  • Identifiers

    CAS number
    6186-89-6

    Molecular formula
    C6H10O4

    SMILES
    CCOC(=O)CC(=O)OC

    Safety labels

  • Odor profile

    Fragrance
    Fruity 90.59%
    Green 77.34%
    Apple 72.63%
    Winey 67.11%
    Ethereal 59.63%
    Sweet 43.89%
    Rummy 42.43%
    Fresh 38.77%
    Pineapple 35.01%
    Fermented 33.51%

     

    Flavor
    Fruity 93.64%
    Green 65.53%
    Apple 55.82%
    Sweet 54.06%
    Pineapple 43.39%
    Floral 39.97%
    Tropical 37.39%
    Fruit 35.07%
    Fresh 33.69%
    Pear 33.63%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.67 (neutral)

    Molecular weight
    146.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    190°C

    Flash point

    • 69.9 ˚C est.

  • Synonyms

    • 6186-89-6
    • 1-Ethyl 3-methyl malonate
    • DTXSID80299096
    • Propanedioic acid, methyl,ethyl ester
    • RefChem:230169
    • DTXCID30250233
    • LIRDIZPKBSSVBK-UHFFFAOYSA-N
    • ethyl methyl malonate
    • Propanedioic acid,1-ethyl 3-methyl ester
    • 3-O-ethyl 1-O-methyl propanedioate
    • NSC128183
    • 1-ETHYL 3-METHYL PROPANEDIOATE
    • Ethyl methyl propanedioate
    • SCHEMBL79626
    • 1-Ethyl 3-methyl malonate #
    • SCHEMBL4677877
    • SCHEMBL8472624
    • SCHEMBL9391630
    • O3-ethyl O1-methyl propanedioate
    • NSC-128183
    • AS-84391
    • propanedioic acid methyl ester ethyl ester
    • Propanedioic acid, 1-ethyl 3-methyl ester
    • DB-208876
    • E77761
    • EN300-1127922
    • 6186-89-6

  • Applications

    1-Ethyl 3-methyl malonate (CAS 6186-89-6) is a versatile malonate ester used as a key building block in organic synthesis. It serves as an intermediate in pharmaceutical and agrochemical development to introduce an activated malonyl unit and to construct substituted 1,3-dicarbonyl frameworks. It participates in Knoevenagel condensations and related C–C bond-forming reactions to furnish arylidene/methylene malonates and other α,β-unsaturated carbonyl compounds. It also acts as a precursor to heterocyclic scaffolds through condensation sequences and multi-step routes. Additionally, it can be a starting point for diversified downstream building blocks in medicinal chemistry, with usage guided by formulation constraints and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 145.7
    methanol 269.67
    isopropanol 105.0
    water 34.57
    ethyl acetate 109.54
    n-propanol 79.63
    acetone 253.28
    n-butanol 68.49
    acetonitrile 154.91
    DMF 683.18
    toluene 38.15
    isobutanol 57.99
    1,4-dioxane 350.81
    methyl acetate 157.85
    THF 352.3
    2-butanone 100.73
    n-pentanol 33.15
    sec-butanol 60.86
    n-hexane 3.45
    ethylene glycol 119.91
    NMP 775.48
    cyclohexane 9.31
    DMSO 447.26
    n-butyl acetate 29.09
    n-octanol 18.57
    chloroform 183.82
    n-propyl acetate 35.97
    acetic acid 285.62
    dichloromethane 175.14
    cyclohexanone 157.95
    propylene glycol 94.47
    isopropyl acetate 56.29
    DMAc 784.97
    2-ethoxyethanol 128.3
    isopentanol 53.94
    n-heptane 2.14
    ethyl formate 122.89
    1,2-dichloroethane 106.01
    n-hexanol 22.63
    2-methoxyethanol 376.15
    isobutyl acetate 23.33
    tetrachloromethane 24.88
    n-pentyl acetate 19.43
    transcutol 215.26
    n-heptanol 12.11
    ethylbenzene 18.56
    MIBK 45.33
    2-propoxyethanol 95.01
    tert-butanol 147.88
    MTBE 67.7
    2-butoxyethanol 41.71
    propionic acid 129.46
    o-xylene 38.53
    formic acid 273.97
    diethyl ether 60.25
    m-xylene 29.75
    p-xylene 29.5
    chlorobenzene 59.54
    dimethyl carbonate 95.75
    n-octane 1.12
    formamide 349.85
    cyclopentanone 220.24
    2-pentanone 70.41
    anisole 71.75
    cyclopentyl methyl ether 98.83
    gamma-butyrolactone 357.92
    1-methoxy-2-propanol 194.78
    pyridine 166.69
    3-pentanone 57.19
    furfural 399.34
    n-dodecane 1.79
    diethylene glycol 137.42
    diisopropyl ether 14.05
    tert-amyl alcohol 82.87
    acetylacetone 146.01
    n-hexadecane 2.06
    acetophenone 75.98
    methyl propionate 113.37
    isopentyl acetate 29.4
    trichloroethylene 220.64
    n-nonanol 16.92
    cyclohexanol 83.41
    benzyl alcohol 66.94
    2-ethylhexanol 16.09
    isooctanol 10.72
    dipropyl ether 19.44
    1,2-dichlorobenzene 66.39
    ethyl lactate 40.35
    propylene carbonate 163.35
    n-methylformamide 294.77
    2-pentanol 33.31
    n-pentane 3.47
    1-propoxy-2-propanol 50.75
    1-methoxy-2-propyl acetate 59.76
    2-(2-methoxypropoxy) propanol 82.48
    mesitylene 19.24
    ε-caprolactone 151.89
    p-cymene 13.41
    epichlorohydrin 282.38
    1,1,1-trichloroethane 101.88
    2-aminoethanol 125.92
    morpholine-4-carbaldehyde 523.7
    sulfolane 355.94
    2,2,4-trimethylpentane 3.42
    2-methyltetrahydrofuran 185.73
    n-hexyl acetate 36.2
    isooctane 2.12
    2-(2-butoxyethoxy)ethanol 86.04
    sec-butyl acetate 27.33
    tert-butyl acetate 61.16
    decalin 6.26
    glycerin 189.46
    diglyme 165.92
    acrylic acid 158.19
    isopropyl myristate 16.9
    n-butyric acid 109.62
    acetyl acetate 107.22
    di(2-ethylhexyl) phthalate 29.03
    ethyl propionate 49.48
    nitromethane 547.68
    1,2-diethoxyethane 45.12
    benzonitrile 76.88
    trioctyl phosphate 15.19
    1-bromopropane 36.07
    gamma-valerolactone 377.09
    n-decanol 12.75
    triethyl phosphate 30.68
    4-methyl-2-pentanol 21.17
    propionitrile 72.74
    vinylene carbonate 167.11
    1,1,2-trichlorotrifluoroethane 280.58
    DMS 64.55
    cumene 15.94
    2-octanol 9.0
    2-hexanone 33.2
    octyl acetate 21.31
    limonene 17.79
    1,2-dimethoxyethane 234.13
    ethyl orthosilicate 27.75
    tributyl phosphate 21.69
    diacetone alcohol 94.05
    N,N-dimethylaniline 60.94
    acrylonitrile 122.25
    aniline 89.07
    1,3-propanediol 157.19
    bromobenzene 50.59
    dibromomethane 86.28
    1,1,2,2-tetrachloroethane 179.92
    2-methyl-cyclohexyl acetate 34.8
    tetrabutyl urea 36.04
    diisobutyl methanol 12.18
    2-phenylethanol 39.49
    styrene 25.05
    dioctyl adipate 34.63
    dimethyl sulfate 192.76
    ethyl butyrate 31.51
    methyl lactate 106.87
    butyl lactate 25.0
    diethyl carbonate 32.31
    propanediol butyl ether 51.98
    triethyl orthoformate 29.97
    p-tert-butyltoluene 13.72
    methyl 4-tert-butylbenzoate 63.67
    morpholine 358.4
    tert-butylamine 67.29
    n-dodecanol 10.19
    dimethoxymethane 243.39
    ethylene carbonate 121.84
    cyrene 107.08
    2-ethoxyethyl acetate 39.62
    2-ethylhexyl acetate 23.09
    1,2,4-trichlorobenzene 92.35
    4-methylpyridine 185.32
    dibutyl ether 19.3
    2,6-dimethyl-4-heptanol 12.18
    DEF 158.16
    dimethyl isosorbide 141.44
    tetrachloroethylene 114.62
    eugenol 61.92
    triacetin 68.92
    span 80 56.36
    1,4-butanediol 47.8
    1,1-dichloroethane 95.77
    2-methyl-1-pentanol 32.07
    methyl formate 248.46
    2-methyl-1-butanol 50.97
    n-decane 2.42
    butyronitrile 67.6
    3,7-dimethyl-1-octanol 19.83
    1-chlorooctane 9.64
    1-chlorotetradecane 5.67
    n-nonane 2.05
    undecane 2.04
    tert-butylcyclohexane 5.35
    cyclooctane 2.56
    cyclopentanol 113.26
    tetrahydropyran 146.51
    tert-amyl methyl ether 52.3
    2,5,8-trioxanonane 145.02
    1-hexene 10.76
    2-isopropoxyethanol 64.07
    2,2,2-trifluoroethanol 157.7
    methyl butyrate 66.82

    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