Diethyl allylmalonate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2049-80-1

    Molecular formula
    C10H16O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 94.9%
    Green 68.21%
    Apple 63.06%
    Pineapple 60.14%
    Winey 55.37%
    Tropical 52.58%
    Sweet 51.0%
    Pear 33.7%
    Berry 32.29%
    Ethereal 32.26%

     

    Flavor
    Fruity 72.98%
    Mild 29.41%
    Grape 29.32%
    Wine 28.13%
    Apple 25.97%
    Bitter 24.55%
    Berry 24.08%
    Tropical 23.89%
    Yeast 23.21%
    Odorless 22.59%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    6.91 (neutral)

    Molecular weight
    200.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    227°C

    Flash point

    • 91.76 ˚C est.

  • Synonyms

    • Diethyl allylmalonate
    • 2049-80-1
    • Propanedioic acid, 2-(2-propen-1-yl)-, 1,3-diethyl ester
    • diethyl 2-prop-2-enylpropanedioate
    • M5ETZ38HUJ
    • 2-allylmalonic acid diethyl ester
    • NSC-8777
    • EINECS 218-072-9
    • NSC-67393
    • AI3-11069
    • DTXSID30883787
    • RefChem:133399
    • DTXCID901023274
    • 218-072-9
    • GDWAYKGILJJNBB-UHFFFAOYSA-N
    • InChI=1/C10H16O4/c1-4-7-8(9(11)13-5-2)10(12)14-6-3/h4,8H,1,5-7H2,2-3H
    • Ethyl allylmalonate
    • Diethyl 2-allylmalonate
    • Allylmalonic acid diethyl ester
    • Diethyl prop-2-enylpropanedioate
    • Diethyl 2-(prop-2-enyl)malonate
    • Propanedioic acid, 2-propenyl-, diethyl ester
    • 1,3-diethyl 2-(prop-2-en-1-yl)propanedioate
    • Malonic acid, allyl-, diethyl ester
    • NSC 8777
    • diethyl 2-allylpropanedioate
    • MFCD00009155
    • Diethyl 2-(2-propenyl)-1,3-propanedioate
    • NSC 67393
    • diethyl allyl-malonate
    • Diethyl-allyl-malonate
    • UNII-M5ETZ38HUJ
    • Diethyl allylmalonate, 95%
    • CBDivE_005373
    • SCHEMBL793641
    • SCHEMBL9395715
    • Allylmalonic acid, diethyl ester
    • NSC8777
    • 2-Allyl-malonic acid diethyl ester
    • NSC67393
    • diethyl prop-2-en-1-ylpropanedioate
    • STL282780
    • AKOS002710300
    • Diethyl (prop-2-en-1-yl)propanedioate
    • 2-allyl-propanedioic acid diethyl ester
    • AS-70112
    • SY027830
    • DB-045245
    • prop-2-enyl-propanedioic acid diethyl ester
    • A0231
    • CS-0011112
    • NS00046455
    • EN300-85756
    • D88232
    • Diethyl allylmalonate, purum, >=95.0% (GC)
    • F102000
    • Z1258763580
    • 2049-80-1

  • Applications

    Diethyl allylmalonate (CAS 2049-80-1) is a versatile building block in organic synthesis, serving as an activated methylene compound for carbon-carbon bond formation and as a precursor for Knoevenagel condensations and Michael-type additions to access malonate- and allyl-substituted intermediates used in pharmaceutical and agrochemical syntheses. It can also function as a reactive monomer or co-monomer in polymer and coatings formulations, where the allyl group enables radical polymerization and the malonate unit provides opportunities for post-polymerization modification. In fragrance and cosmetics chemistry, it may be used as a precursor for odor-active esters or related fragrance ingredients. Additionally, as a common synthetic building block, it supports the preparation of heterocycles and complex natural product-like scaffolds, making it a valuable intermediate in specialty chemical production.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 182.4
    methanol 271.11
    isopropanol 178.45
    water 0.8
    ethyl acetate 243.59
    n-propanol 162.95
    acetone 433.52
    n-butanol 158.9
    acetonitrile 203.35
    DMF 845.18
    toluene 204.12
    isobutanol 143.88
    1,4-dioxane 463.54
    methyl acetate 282.32
    THF 820.25
    2-butanone 313.16
    n-pentanol 133.32
    sec-butanol 177.3
    n-hexane 34.12
    ethylene glycol 63.43
    NMP 1274.09
    cyclohexane 86.96
    DMSO 583.13
    n-butyl acetate 172.81
    n-octanol 61.49
    chloroform 819.16
    n-propyl acetate 140.59
    acetic acid 387.84
    dichloromethane 749.5
    cyclohexanone 661.46
    propylene glycol 77.8
    isopropyl acetate 167.06
    DMAc 941.21
    2-ethoxyethanol 167.12
    isopentanol 149.89
    n-heptane 15.15
    ethyl formate 185.44
    1,2-dichloroethane 491.89
    n-hexanol 128.04
    2-methoxyethanol 313.14
    isobutyl acetate 106.88
    tetrachloromethane 109.2
    n-pentyl acetate 112.82
    transcutol 265.7
    n-heptanol 55.84
    ethylbenzene 121.06
    MIBK 158.9
    2-propoxyethanol 222.68
    tert-butanol 242.72
    MTBE 196.56
    2-butoxyethanol 108.26
    propionic acid 237.21
    o-xylene 161.56
    formic acid 124.95
    diethyl ether 179.87
    m-xylene 142.9
    p-xylene 168.12
    chlorobenzene 322.87
    dimethyl carbonate 150.47
    n-octane 8.77
    formamide 164.27
    cyclopentanone 798.96
    2-pentanone 240.76
    anisole 193.11
    cyclopentyl methyl ether 347.61
    gamma-butyrolactone 912.03
    1-methoxy-2-propanol 236.81
    pyridine 483.76
    3-pentanone 238.15
    furfural 655.12
    n-dodecane 8.99
    diethylene glycol 172.02
    diisopropyl ether 60.22
    tert-amyl alcohol 218.87
    acetylacetone 314.0
    n-hexadecane 10.52
    acetophenone 232.06
    methyl propionate 264.58
    isopentyl acetate 159.66
    trichloroethylene 969.62
    n-nonanol 58.35
    cyclohexanol 297.02
    benzyl alcohol 176.61
    2-ethylhexanol 83.87
    isooctanol 49.87
    dipropyl ether 85.84
    1,2-dichlorobenzene 295.86
    ethyl lactate 95.67
    propylene carbonate 478.93
    n-methylformamide 297.77
    2-pentanol 113.94
    n-pentane 27.65
    1-propoxy-2-propanol 143.78
    1-methoxy-2-propyl acetate 183.8
    2-(2-methoxypropoxy) propanol 140.54
    mesitylene 95.76
    ε-caprolactone 521.71
    p-cymene 69.7
    epichlorohydrin 734.53
    1,1,1-trichloroethane 478.5
    2-aminoethanol 97.43
    morpholine-4-carbaldehyde 625.54
    sulfolane 1054.24
    2,2,4-trimethylpentane 22.77
    2-methyltetrahydrofuran 537.24
    n-hexyl acetate 162.42
    isooctane 13.71
    2-(2-butoxyethoxy)ethanol 147.61
    sec-butyl acetate 114.23
    tert-butyl acetate 189.74
    decalin 50.82
    glycerin 121.34
    diglyme 267.62
    acrylic acid 246.15
    isopropyl myristate 67.08
    n-butyric acid 280.28
    acetyl acetate 202.37
    di(2-ethylhexyl) phthalate 90.86
    ethyl propionate 161.19
    nitromethane 519.48
    1,2-diethoxyethane 124.11
    benzonitrile 248.67
    trioctyl phosphate 61.72
    1-bromopropane 248.23
    gamma-valerolactone 770.69
    n-decanol 44.14
    triethyl phosphate 100.29
    4-methyl-2-pentanol 74.23
    propionitrile 182.45
    vinylene carbonate 417.88
    1,1,2-trichlorotrifluoroethane 490.48
    DMS 178.53
    cumene 83.25
    2-octanol 46.88
    2-hexanone 167.31
    octyl acetate 88.24
    limonene 109.2
    1,2-dimethoxyethane 357.72
    ethyl orthosilicate 90.37
    tributyl phosphate 79.64
    diacetone alcohol 205.95
    N,N-dimethylaniline 168.68
    acrylonitrile 240.94
    aniline 221.52
    1,3-propanediol 154.6
    bromobenzene 344.61
    dibromomethane 505.46
    1,1,2,2-tetrachloroethane 798.3
    2-methyl-cyclohexyl acetate 150.01
    tetrabutyl urea 116.93
    diisobutyl methanol 53.9
    2-phenylethanol 160.6
    styrene 145.26
    dioctyl adipate 114.42
    dimethyl sulfate 283.81
    ethyl butyrate 137.35
    methyl lactate 150.25
    butyl lactate 101.45
    diethyl carbonate 114.88
    propanediol butyl ether 101.2
    triethyl orthoformate 105.93
    p-tert-butyltoluene 66.06
    methyl 4-tert-butylbenzoate 171.63
    morpholine 520.64
    tert-butylamine 144.48
    n-dodecanol 35.23
    dimethoxymethane 339.41
    ethylene carbonate 337.54
    cyrene 225.06
    2-ethoxyethyl acetate 135.89
    2-ethylhexyl acetate 136.04
    1,2,4-trichlorobenzene 350.61
    4-methylpyridine 481.74
    dibutyl ether 78.11
    2,6-dimethyl-4-heptanol 53.9
    DEF 372.52
    dimethyl isosorbide 296.12
    tetrachloroethylene 520.31
    eugenol 161.3
    triacetin 158.12
    span 80 126.2
    1,4-butanediol 77.76
    1,1-dichloroethane 450.63
    2-methyl-1-pentanol 140.11
    methyl formate 274.61
    2-methyl-1-butanol 155.05
    n-decane 13.47
    butyronitrile 189.88
    3,7-dimethyl-1-octanol 71.46
    1-chlorooctane 57.53
    1-chlorotetradecane 28.03
    n-nonane 12.6
    undecane 10.65
    tert-butylcyclohexane 36.69
    cyclooctane 23.57
    cyclopentanol 319.32
    tetrahydropyran 485.27
    tert-amyl methyl ether 174.37
    2,5,8-trioxanonane 219.22
    1-hexene 96.06
    2-isopropoxyethanol 123.47
    2,2,2-trifluoroethanol 150.98
    methyl butyrate 224.7

    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