Diethyl methylmalonate

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  • Identifiers

    CAS number
    609-08-5

    Molecular formula
    C8H14O4

    SMILES
    CCOC(=O)C(C)C(=O)OCC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 95.18%
    Green 76.82%
    Apple 74.93%
    Winey 59.29%
    Sweet 53.29%
    Tropical 51.83%
    Pineapple 49.24%
    Ethereal 45.92%
    Fresh 42.06%
    Rummy 38.06%

     

    Flavor
    Fruity 87.92%
    Apple 49.13%
    Green 47.31%
    Sweet 41.82%
    Fruit 38.29%
    Wine 37.45%
    Grape 37.12%
    Pineapple 35.91%
    Tropical 35.53%
    Mild 33.32%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.3 (neutral)

    Molecular weight
    174.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    199°C

    Flash point

    • 70.6 ˚C est.

  • Synonyms

    • DIETHYL METHYLMALONATE
    • 609-08-5
    • Diethyl 2-methylmalonate
    • diethyl 2-methylpropanedioate
    • Methylmalonic acid diethyl ester
    • Propanedioic acid, methyl-, diethyl ester
    • 1,3-diethyl 2-methylpropanedioate
    • Malonic acid, methyl-, diethyl ester
    • diethyl methylpropanedioate
    • Ethyl methylmalonate
    • Ethyl methylmalonate (VAN)
    • 7KD9S8CQN2
    • 2-Methylmalonic acid diethyl ester
    • NSC 8700
    • NSC-8700
    • EINECS 210-175-7
    • Propanedioic acid, 2-methyl-, 1,3-diethyl ester
    • diethyl alpha-methylmalonate
    • DTXSID0060565
    • DIETHYL .ALPHA.-METHYLMALONATE
    • 2-methyl-propanedioic acid diethyl ester
    • DIETHYLMETHYLMALONATE
    • 2-Methylmalonic acid diethyl
    • 2-Methylpropanedioic Acid 1,3-Diethyl Ester; Methylmalonic Acid Diethyl Ester; Diethyl 2-Methylmalonate; Diethyl Methylpropanedioate; Diethyl alpha-Methylmalonate; NSC 8700
    • MFCD00009162
    • diethyl methyl-malonate
    • Diethyl 2methylmalonate
    • Diethyl2-methylmalonate
    • diethyl monomethylmalonate
    • diethyl 2-methyl-malonate
    • diethyl alpha-methymalonate
    • UNII-7KD9S8CQN2
    • Diethyl methylmalonate, 99%
    • methylmalonic acid diethylester
    • SCHEMBL141446
    • DTXCID8042898
    • Methyl-malonic acid diethyl ester
    • Methylmalonic acid, diethyl ester
    • NSC8700
    • 2-methyl-malonic acid diethyl ester
    • Malonic acid, methyl, diethyl ester
    • BBL009713
    • STL141078
    • Methylpropanedioic acid, diethyl ester
    • AKOS002710243
    • Propanedioic acid, methyl, diethyl ester
    • AS-13122
    • Malonic acid, methyl, diethyl ester (8CI)
    • M0366
    • Malonic acid, methyl-, diethyl ester (8CI)
    • NS00022486
    • Propanedioic acid, 2-methyl-, diethyl ester
    • EN300-21270
    • Propanedioic acid, 2methyl, 1,3diethyl ester
    • D70973
    • Q63395288
    • F0001-1595
    • Z104494966
    • 210-175-7

  • Applications

    Diethyl methylmalonate (CAS 609-08-5) is a versatile building block in organic synthesis and is widely used as an active methylene diester for C-C bond formation. In industry, it is commonly employed as an intermediate for the preparation of pharmaceutical and agrochemical compounds, as well as for the synthesis of specialty malonate derivatives. It serves as a key precursor in Knoevenagel condensations to access functionalized heterocycles and as a starting point for monomers and additives used in polymers and coatings. It may also be evaluated for fragrance and flavor chemistry as a precursor to aroma compounds, and for cosmetic and personal care formulation work where malonate-derived intermediates are used. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 426.02
    methanol 609.56
    isopropanol 465.91
    water 4.22
    ethyl acetate 1046.87
    n-propanol 398.55
    acetone 1590.65
    n-butanol 363.33
    acetonitrile 1305.96
    DMF 2202.54
    toluene 669.47
    isobutanol 379.87
    1,4-dioxane 1492.32
    methyl acetate 1125.47
    THF 1867.31
    2-butanone 1080.87
    n-pentanol 280.64
    sec-butanol 497.06
    n-hexane 122.99
    ethylene glycol 151.39
    NMP 3265.89
    cyclohexane 255.6
    DMSO 1628.82
    n-butyl acetate 486.13
    n-octanol 165.92
    chloroform 2942.01
    n-propyl acetate 498.26
    acetic acid 1544.3
    dichloromethane 2608.07
    cyclohexanone 1819.11
    propylene glycol 171.28
    isopropyl acetate 642.25
    DMAc 2435.9
    2-ethoxyethanol 511.3
    isopentanol 363.24
    n-heptane 47.48
    ethyl formate 679.14
    1,2-dichloroethane 1697.7
    n-hexanol 247.76
    2-methoxyethanol 885.51
    isobutyl acetate 318.14
    tetrachloromethane 483.76
    n-pentyl acetate 344.69
    transcutol 729.08
    n-heptanol 128.31
    ethylbenzene 348.47
    MIBK 473.21
    2-propoxyethanol 483.1
    tert-butanol 709.86
    MTBE 785.48
    2-butoxyethanol 254.92
    propionic acid 763.71
    o-xylene 483.26
    formic acid 459.09
    diethyl ether 691.24
    m-xylene 431.16
    p-xylene 499.07
    chlorobenzene 979.01
    dimethyl carbonate 531.91
    n-octane 28.15
    formamide 708.67
    cyclopentanone 2124.49
    2-pentanone 811.2
    anisole 554.72
    cyclopentyl methyl ether 1021.55
    gamma-butyrolactone 2908.77
    1-methoxy-2-propanol 666.12
    pyridine 1448.08
    3-pentanone 817.36
    furfural 1964.65
    n-dodecane 25.82
    diethylene glycol 362.7
    diisopropyl ether 229.85
    tert-amyl alcohol 683.86
    acetylacetone 1191.17
    n-hexadecane 30.72
    acetophenone 659.05
    methyl propionate 983.83
    isopentyl acetate 433.14
    trichloroethylene 3268.51
    n-nonanol 148.4
    cyclohexanol 790.15
    benzyl alcohol 471.62
    2-ethylhexanol 196.05
    isooctanol 117.8
    dipropyl ether 239.2
    1,2-dichlorobenzene 921.15
    ethyl lactate 250.0
    propylene carbonate 1428.3
    n-methylformamide 1006.53
    2-pentanol 307.52
    n-pentane 92.93
    1-propoxy-2-propanol 329.23
    1-methoxy-2-propyl acetate 475.71
    2-(2-methoxypropoxy) propanol 289.67
    mesitylene 265.69
    ε-caprolactone 1654.79
    p-cymene 163.07
    epichlorohydrin 2194.32
    1,1,1-trichloroethane 1859.05
    2-aminoethanol 228.33
    morpholine-4-carbaldehyde 1834.31
    sulfolane 3087.52
    2,2,4-trimethylpentane 73.96
    2-methyltetrahydrofuran 1597.12
    n-hexyl acetate 486.0
    isooctane 42.38
    2-(2-butoxyethoxy)ethanol 303.61
    sec-butyl acetate 369.49
    tert-butyl acetate 627.18
    decalin 132.72
    glycerin 287.81
    diglyme 688.71
    acrylic acid 781.44
    isopropyl myristate 169.36
    n-butyric acid 888.69
    acetyl acetate 866.02
    di(2-ethylhexyl) phthalate 187.07
    ethyl propionate 572.59
    nitromethane 2681.53
    1,2-diethoxyethane 382.92
    benzonitrile 835.43
    trioctyl phosphate 139.77
    1-bromopropane 837.41
    gamma-valerolactone 2445.48
    n-decanol 106.93
    triethyl phosphate 236.77
    4-methyl-2-pentanol 178.41
    propionitrile 737.11
    vinylene carbonate 1301.81
    1,1,2-trichlorotrifluoroethane 1395.51
    DMS 524.95
    cumene 215.7
    2-octanol 122.69
    2-hexanone 486.81
    octyl acetate 218.3
    limonene 261.52
    1,2-dimethoxyethane 1017.9
    ethyl orthosilicate 216.3
    tributyl phosphate 188.66
    diacetone alcohol 581.36
    N,N-dimethylaniline 440.19
    acrylonitrile 1020.17
    aniline 641.06
    1,3-propanediol 379.73
    bromobenzene 1080.39
    dibromomethane 1681.04
    1,1,2,2-tetrachloroethane 2669.67
    2-methyl-cyclohexyl acetate 334.87
    tetrabutyl urea 249.17
    diisobutyl methanol 121.78
    2-phenylethanol 337.6
    styrene 426.51
    dioctyl adipate 258.14
    dimethyl sulfate 1029.82
    ethyl butyrate 384.39
    methyl lactate 430.16
    butyl lactate 250.95
    diethyl carbonate 297.28
    propanediol butyl ether 233.61
    triethyl orthoformate 273.48
    p-tert-butyltoluene 164.97
    methyl 4-tert-butylbenzoate 410.59
    morpholine 1557.54
    tert-butylamine 459.01
    n-dodecanol 82.15
    dimethoxymethane 986.77
    ethylene carbonate 1093.17
    cyrene 456.31
    2-ethoxyethyl acetate 422.62
    2-ethylhexyl acetate 377.14
    1,2,4-trichlorobenzene 1135.27
    4-methylpyridine 1642.72
    dibutyl ether 241.77
    2,6-dimethyl-4-heptanol 121.78
    DEF 1204.68
    dimethyl isosorbide 624.31
    tetrachloroethylene 1696.3
    eugenol 337.71
    triacetin 469.07
    span 80 253.04
    1,4-butanediol 172.58
    1,1-dichloroethane 1673.6
    2-methyl-1-pentanol 304.02
    methyl formate 897.5
    2-methyl-1-butanol 392.35
    n-decane 41.39
    butyronitrile 652.69
    3,7-dimethyl-1-octanol 170.41
    1-chlorooctane 165.11
    1-chlorotetradecane 70.78
    n-nonane 41.72
    undecane 31.25
    tert-butylcyclohexane 101.61
    cyclooctane 78.95
    cyclopentanol 848.52
    tetrahydropyran 1357.48
    tert-amyl methyl ether 678.83
    2,5,8-trioxanonane 449.33
    1-hexene 274.77
    2-isopropoxyethanol 355.79
    2,2,2-trifluoroethanol 675.24
    methyl butyrate 718.41

    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