Diethyl malonate

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    105-53-3

    Molecular formula
    C7H12O4

    SMILES
    CCOC(=O)CC(=O)OCC

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1559.0

  • Odor profile

    Fruity 87.84%
    Green 75.29%
    Apple 74.31%
    Winey 68.21%
    Ethereal 52.06%
    Sweet 47.03%
    Fresh 39.8%
    Rummy 37.82%
    Pineapple 35.64%
    Fermented 32.92%

    Scent© AI

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    6.55 (neutral)

    Molecular weight
    160.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • -50 °C

    Boiling point

    • 200 °C
    • 199.00 to 200.00 °C. @ 760.00 mm Hg
    • 199 °C

    Flash point est.
    80.41 ˚C

    Flash point expt.

    • 200 °F (93 °C) (open cup)
    • 85 °C c.c.

    Solubility expt.

    • In water, 20 g/L at 20 °C
    • Miscible with ethanol, ether; very soluble in acetone, benzene
    • Soluble in chloroform
    • Soluble in fixed oils, propylene glycol; insoluble in glycerin, mineral oil at 200 °C
    • 23.2 mg/mL at 37 °C
    • Solubility in water, g/l at 20 °C: 20 (moderate)
    • soluble in most fixed oils and propylene glycol; slightly soluble in alcohol and water; insoluble in glycine and mineral oil
    • 1 mL in 1.5 mL 60% alcohol (in ethanol)

  • Synonyms

    • DIETHYL MALONATE
    • 105-53-3
    • Diethyl propanedioate
    • Ethyl malonate
    • Propanedioic acid, diethyl ester
    • Malonic ester
    • Carbethoxyacetic ester
    • Dicarbethoxymethane
    • Malonic acid, diethyl ester
    • 1,3-diethyl propanedioate
    • Ethyl propanedioate
    • Malonic acid diethyl ester
    • Ethyl methanedicarboxylate
    • Methanedicarboxylic acid, diethyl ester
    • Ethyl malonate (VAN)
    • FEMA No. 2375
    • NSC 8864
    • EINECS 203-305-9
    • MFCD00009195
    • propanedioic acid diethyl ester
    • CCRIS 9480
    • UNII-53A58PA183
    • AI3-00656
    • NSC-8864
    • Propanedioic acid, 1,3-diethyl ester
    • 53A58PA183
    • DTXSID7021863
    • HSDB 8438
    • EC 203-305-9
    • NSC-136903
    • DTXCID701863
    • CAS-105-53-3
    • Malonic acid diethyl
    • dietyl malonate
    • malonic acid-diethylester
    • CH2(COOEt)2
    • Diethyl propanedioate, 9CI
    • SCHEMBL8636
    • ETHYL MALONATE [MI]
    • WLN: 2OV1VO2
    • DIETHYL MALONATE [FCC]
    • CHEMBL177114
    • DIETHYL MALONATE [FHFI]
    • FEMA 2375
    • Diethyl malonate, >=98%, FG
    • NSC8864
    • CHEBI:167785
    • STR00319
    • Tox21_201362
    • Tox21_302931
    • BBL027742
    • BDBM50502172
    • Diethyl malonate, analytical standard
    • s6208
    • STL281878
    • AKOS000118957
    • CS-W020637
    • FD12154
    • Diethyl malonate, ReagentPlus(R), 99%
    • NCGC00249033-01
    • NCGC00256502-01
    • NCGC00258914-01
    • DB-051013
    • Diethyl malonate, purum, >=97.0% (GC)
    • M0029
    • NS00001108
    • Diethyl malonate, puriss., >=99.0% (GC)
    • EN300-19208
    • D78522
    • Diethyl malonate, Vetec(TM) reagent grade, 98%
    • Q27887610
    • F1908-0063
    • Z104473166
    • PROPANEDIOIC ACID,DIETHYL ESTER (MALONIC ACID,DIETHYL ESTER)
    • InChI=1/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H
    • 203-305-9

  • Applications

    Diethyl malonate (CAS 105-53-3) is a versatile malonic ester widely employed as an intermediate in pharmaceutical synthesis (e.g., barbiturates, vitamin B1, NSAIDs), agrochemicals (herbicides, pesticides), flavors and fragrances, plasticizers, and adhesives, while serving as an alkylation agent in the malonic ester reaction to introduce a convenient C3-dicarboxylate framework for carbon-chain elongation, acid-base fine-tuning, and β-keto ester formation in organic research and large-scale manufacturing.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.97
    methanol 96.57
    isopropanol 49.72
    water 4.58
    ethyl acetate 146.44
    n-propanol 40.48
    acetone 258.06
    n-butanol 36.74
    acetonitrile 133.99
    DMF 516.78
    toluene 50.41
    isobutanol 32.39
    1,4-dioxane 271.28
    methyl acetate 171.24
    THF 449.71
    2-butanone 116.19
    n-pentanol 22.74
    sec-butanol 36.31
    n-hexane 6.05
    ethylene glycol 42.07
    NMP 1165.81
    cyclohexane 15.76
    DMSO 408.45
    n-butyl acetate 56.05
    n-octanol 17.61
    chloroform 284.49
    n-propyl acetate 55.81
    acetic acid 313.95
    dichloromethane 292.68
    cyclohexanone 236.6
    propylene glycol 39.5
    isopropyl acetate 80.18
    DMAc 657.79
    2-ethoxyethanol 71.95
    isopentanol 33.49
    n-heptane 3.79
    ethyl formate 107.9
    1,2-dichloroethane 177.3
    n-hexanol 20.88
    2-methoxyethanol 169.86
    isobutyl acetate 36.08
    tetrachloromethane 33.85
    n-pentyl acetate 36.47
    transcutol 190.92
    n-heptanol 10.96
    ethylbenzene 27.77
    MIBK 55.41
    2-propoxyethanol 79.33
    tert-butanol 75.77
    MTBE 59.92
    2-butoxyethanol 34.01
    propionic acid 134.05
    o-xylene 50.25
    formic acid 148.52
    diethyl ether 55.6
    m-xylene 40.17
    p-xylene 42.21
    chlorobenzene 105.45
    dimethyl carbonate 121.68
    n-octane 2.08
    formamide 210.43
    cyclopentanone 391.87
    2-pentanone 88.51
    anisole 83.94
    cyclopentyl methyl ether 148.94
    gamma-butyrolactone 676.97
    1-methoxy-2-propanol 106.36
    pyridine 205.15
    3-pentanone 84.15
    furfural 539.25
    n-dodecane 2.99
    diethylene glycol 88.23
    diisopropyl ether 19.26
    tert-amyl alcohol 53.45
    acetylacetone 229.03
    n-hexadecane 3.52
    acetophenone 105.79
    methyl propionate 148.02
    isopentyl acetate 55.04
    trichloroethylene 379.46
    n-nonanol 17.35
    cyclohexanol 70.01
    benzyl alcohol 56.11
    2-ethylhexanol 17.67
    isooctanol 10.95
    dipropyl ether 28.34
    1,2-dichlorobenzene 121.35
    ethyl lactate 43.37
    propylene carbonate 320.39
    n-methylformamide 199.92
    2-pentanol 24.01
    n-pentane 4.62
    1-propoxy-2-propanol 49.5
    1-methoxy-2-propyl acetate 98.23
    2-(2-methoxypropoxy) propanol 85.06
    mesitylene 28.87
    ε-caprolactone 249.58
    p-cymene 20.58
    epichlorohydrin 407.1
    1,1,1-trichloroethane 171.65
    2-aminoethanol 49.36
    morpholine-4-carbaldehyde 560.72
    sulfolane 690.85
    2,2,4-trimethylpentane 4.94
    2-methyltetrahydrofuran 230.71
    n-hexyl acetate 60.54
    isooctane 3.12
    2-(2-butoxyethoxy)ethanol 79.38
    sec-butyl acetate 41.77
    tert-butyl acetate 90.74
    decalin 11.89
    glycerin 83.13
    diglyme 154.85
    acrylic acid 166.89
    isopropyl myristate 29.51
    n-butyric acid 119.65
    acetyl acetate 180.37
    di(2-ethylhexyl) phthalate 42.78
    ethyl propionate 72.71
    nitromethane 647.05
    1,2-diethoxyethane 58.79
    benzonitrile 100.07
    trioctyl phosphate 23.46
    1-bromopropane 55.74
    gamma-valerolactone 548.18
    n-decanol 13.5
    triethyl phosphate 49.49
    4-methyl-2-pentanol 16.69
    propionitrile 63.59
    vinylene carbonate 281.4
    1,1,2-trichlorotrifluoroethane 307.63
    DMS 128.85
    cumene 22.58
    2-octanol 9.53
    2-hexanone 47.04
    octyl acetate 36.22
    limonene 29.39
    1,2-dimethoxyethane 165.15
    ethyl orthosilicate 42.06
    tributyl phosphate 36.58
    diacetone alcohol 93.48
    N,N-dimethylaniline 70.13
    acrylonitrile 112.43
    aniline 81.27
    1,3-propanediol 66.44
    bromobenzene 104.49
    dibromomethane 156.66
    1,1,2,2-tetrachloroethane 283.15
    2-methyl-cyclohexyl acetate 61.41
    tetrabutyl urea 55.47
    diisobutyl methanol 14.84
    2-phenylethanol 46.07
    styrene 36.47
    dioctyl adipate 61.69
    dimethyl sulfate 290.22
    ethyl butyrate 56.58
    methyl lactate 101.41
    butyl lactate 33.93
    diethyl carbonate 54.51
    propanediol butyl ether 38.67
    triethyl orthoformate 48.49
    p-tert-butyltoluene 20.6
    methyl 4-tert-butylbenzoate 92.39
    morpholine 259.36
    tert-butylamine 41.93
    n-dodecanol 11.16
    dimethoxymethane 186.28
    ethylene carbonate 211.32
    cyrene 128.1
    2-ethoxyethyl acetate 70.31
    2-ethylhexyl acetate 46.33
    1,2,4-trichlorobenzene 169.06
    4-methylpyridine 210.68
    dibutyl ether 29.68
    2,6-dimethyl-4-heptanol 14.84
    DEF 177.16
    dimethyl isosorbide 205.72
    tetrachloroethylene 174.33
    eugenol 73.93
    triacetin 119.8
    span 80 65.66
    1,4-butanediol 23.53
    1,1-dichloroethane 146.44
    2-methyl-1-pentanol 24.58
    methyl formate 192.29
    2-methyl-1-butanol 31.73
    n-decane 4.06
    butyronitrile 56.75
    3,7-dimethyl-1-octanol 20.45
    1-chlorooctane 15.59
    1-chlorotetradecane 9.3
    n-nonane 3.5
    undecane 3.48
    tert-butylcyclohexane 9.01
    cyclooctane 5.07
    cyclopentanol 101.5
    tetrahydropyran 149.89
    tert-amyl methyl ether 53.06
    2,5,8-trioxanonane 146.27
    1-hexene 15.86
    2-isopropoxyethanol 44.37
    2,2,2-trifluoroethanol 162.86
    methyl butyrate 89.51

    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

Botanical

Name CAS Botanical Proportion
Agathosma rosmarinifolia Agathosma rosmarinifolia (Bartl.) Williams, fam. Diosmea (Rutaceae) 11.3%
Helichrysum stoechas (France) 8023-85-8 Helichrysum stoechas L., fam. Asteraceae (Compositae) 0.01%