Benzyl ethyl malonate

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  • Identifiers

    CAS number
    42998-51-6

    Molecular formula
    C12H14O4

    SMILES
    CCOC(=O)CC(=O)OCC1=CC=CC=C1

  • Odor profile

    Fragrance
    Fruity 86.76%
    Winey 58.66%
    Apple 56.31%
    Sweet 52.66%
    Floral 47.86%
    Balsamic 38.39%
    Honey 36.03%
    Green 35.82%
    Pineapple 31.54%
    Ethereal 31.22%

     

    Flavor
    Fruity 87.98%
    Sweet 70.98%
    Floral 61.8%
    Apple 46.91%
    Pineapple 45.21%
    Grape 40.54%
    Balsam 39.88%
    Apricot 39.35%
    Strawberry 38.84%
    Berry 37.88%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.28 (neutral)

    Molecular weight
    222.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Flash point

    • 141.1 ˚C est.

  • Synonyms

    • Benzyl ethyl malonate
    • 42998-51-6
    • 3-O-benzyl 1-O-ethyl propanedioate
    • MFCD00009194
    • 1-benzyl 3-ethyl propanedioate
    • DTXSID00340170
    • Benzylethylmalonate
    • ethyl benzylmalonate
    • Benzyl ethyl malonate, tech.
    • 1-Benzyl 3-ethyl malonate #
    • ethyl phenylmethyl propanedioate
    • SCHEMBL1557559
    • DTXCID20291251
    • O3-benzyl O1-ethyl propanedioate
    • AKOS030528550
    • BS-49144
    • SY109371
    • DB-051008
    • CS-0151620
    • E75873

  • Applications

    Benzyl ethyl malonate (CAS 42998-51-6) is a versatile malonate diester used as a building block in organic synthesis. Practical applications include: (1) serving as a starting material to synthesize 1,3-dicarbonyl compounds via alkylation and decarboxylation; (2) participating in Knoevenagel condensations to furnish linked malonate derivatives that serve as precursors for dyes, pigments, and pharmaceutical/agrochemical intermediates; (3) acting as a protecting group for carboxyl functions in complex multi-step syntheses.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 89.95
    methanol 147.12
    isopropanol 49.16
    water 0.63
    ethyl acetate 80.71
    n-propanol 48.59
    acetone 268.64
    n-butanol 38.62
    acetonitrile 134.47
    DMF 679.86
    toluene 22.05
    isobutanol 32.42
    1,4-dioxane 201.66
    methyl acetate 117.1
    THF 353.55
    2-butanone 106.47
    n-pentanol 28.43
    sec-butanol 30.12
    n-hexane 0.7
    ethylene glycol 59.73
    NMP 469.35
    cyclohexane 1.37
    DMSO 1084.87
    n-butyl acetate 39.44
    n-octanol 9.47
    chloroform 253.47
    n-propyl acetate 39.73
    acetic acid 160.41
    dichloromethane 298.38
    cyclohexanone 134.95
    propylene glycol 67.74
    isopropyl acetate 43.82
    DMAc 778.22
    2-ethoxyethanol 121.12
    isopentanol 36.99
    n-heptane 0.6
    ethyl formate 63.8
    1,2-dichloroethane 203.4
    n-hexanol 19.56
    2-methoxyethanol 279.16
    isobutyl acetate 28.42
    tetrachloromethane 11.18
    n-pentyl acetate 15.8
    transcutol 427.82
    n-heptanol 8.45
    ethylbenzene 15.77
    MIBK 48.18
    2-propoxyethanol 93.12
    tert-butanol 75.29
    MTBE 34.73
    2-butoxyethanol 40.32
    propionic acid 76.81
    o-xylene 19.19
    formic acid 99.85
    diethyl ether 32.38
    m-xylene 17.43
    p-xylene 21.28
    chlorobenzene 56.45
    dimethyl carbonate 82.82
    n-octane 0.3
    formamide 199.04
    cyclopentanone 240.72
    2-pentanone 69.88
    anisole 76.3
    cyclopentyl methyl ether 72.49
    gamma-butyrolactone 286.91
    1-methoxy-2-propanol 164.12
    pyridine 140.99
    3-pentanone 52.64
    furfural 266.6
    n-dodecane 0.57
    diethylene glycol 127.47
    diisopropyl ether 8.05
    tert-amyl alcohol 42.73
    acetylacetone 165.18
    n-hexadecane 0.68
    acetophenone 78.4
    methyl propionate 93.74
    isopentyl acetate 40.24
    trichloroethylene 374.33
    n-nonanol 9.44
    cyclohexanol 35.21
    benzyl alcohol 60.27
    2-ethylhexanol 13.79
    isooctanol 8.54
    dipropyl ether 17.92
    1,2-dichlorobenzene 63.57
    ethyl lactate 40.28
    propylene carbonate 128.94
    n-methylformamide 200.28
    2-pentanol 17.51
    n-pentane 0.43
    1-propoxy-2-propanol 57.98
    1-methoxy-2-propyl acetate 80.56
    2-(2-methoxypropoxy) propanol 90.9
    mesitylene 10.69
    ε-caprolactone 107.22
    p-cymene 11.46
    epichlorohydrin 360.53
    1,1,1-trichloroethane 93.31
    2-aminoethanol 78.37
    morpholine-4-carbaldehyde 320.09
    sulfolane 425.99
    2,2,4-trimethylpentane 0.96
    2-methyltetrahydrofuran 124.89
    n-hexyl acetate 28.94
    isooctane 0.75
    2-(2-butoxyethoxy)ethanol 94.56
    sec-butyl acetate 28.35
    tert-butyl acetate 59.01
    decalin 2.38
    glycerin 130.83
    diglyme 218.11
    acrylic acid 93.27
    isopropyl myristate 13.89
    n-butyric acid 72.56
    acetyl acetate 74.49
    di(2-ethylhexyl) phthalate 24.85
    ethyl propionate 44.4
    nitromethane 428.18
    1,2-diethoxyethane 62.37
    benzonitrile 66.45
    trioctyl phosphate 13.02
    1-bromopropane 41.77
    gamma-valerolactone 292.77
    n-decanol 7.56
    triethyl phosphate 33.15
    4-methyl-2-pentanol 14.02
    propionitrile 60.9
    vinylene carbonate 115.03
    1,1,2-trichlorotrifluoroethane 259.93
    DMS 66.05
    cumene 12.53
    2-octanol 4.78
    2-hexanone 43.64
    octyl acetate 17.04
    limonene 14.62
    1,2-dimethoxyethane 218.19
    ethyl orthosilicate 27.32
    tributyl phosphate 21.83
    diacetone alcohol 100.71
    N,N-dimethylaniline 55.59
    acrylonitrile 104.41
    aniline 60.26
    1,3-propanediol 96.89
    bromobenzene 53.14
    dibromomethane 140.44
    1,1,2,2-tetrachloroethane 288.4
    2-methyl-cyclohexyl acetate 39.55
    tetrabutyl urea 35.79
    diisobutyl methanol 10.42
    2-phenylethanol 42.12
    styrene 23.11
    dioctyl adipate 34.0
    dimethyl sulfate 201.24
    ethyl butyrate 39.11
    methyl lactate 90.22
    butyl lactate 25.52
    diethyl carbonate 38.7
    propanediol butyl ether 49.21
    triethyl orthoformate 33.79
    p-tert-butyltoluene 10.99
    methyl 4-tert-butylbenzoate 58.07
    morpholine 236.18
    tert-butylamine 27.5
    n-dodecanol 6.21
    dimethoxymethane 245.0
    ethylene carbonate 85.82
    cyrene 101.12
    2-ethoxyethyl acetate 43.05
    2-ethylhexyl acetate 28.77
    1,2,4-trichlorobenzene 87.18
    4-methylpyridine 123.76
    dibutyl ether 15.14
    2,6-dimethyl-4-heptanol 10.42
    DEF 117.56
    dimethyl isosorbide 162.36
    tetrachloroethylene 125.5
    eugenol 58.59
    triacetin 64.37
    span 80 48.77
    1,4-butanediol 35.8
    1,1-dichloroethane 110.54
    2-methyl-1-pentanol 29.77
    methyl formate 160.11
    2-methyl-1-butanol 31.3
    n-decane 0.75
    butyronitrile 51.82
    3,7-dimethyl-1-octanol 13.66
    1-chlorooctane 5.26
    1-chlorotetradecane 2.9
    n-nonane 0.58
    undecane 0.65
    tert-butylcyclohexane 2.07
    cyclooctane 0.44
    cyclopentanol 56.5
    tetrahydropyran 85.12
    tert-amyl methyl ether 28.51
    2,5,8-trioxanonane 171.78
    1-hexene 5.71
    2-isopropoxyethanol 63.04
    2,2,2-trifluoroethanol 69.16
    methyl butyrate 61.52

    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