Methyl coumalate

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  • Identifiers

    CAS number
    6018-41-3

    Molecular formula
    C7H6O4

    SMILES
    COC(=O)C1=COC(=O)C=C1

    Safety labels

  • Odor profile

    Fragrance
    Fruity 71.15%
    Caramellic 47.24%
    Sweet 46.33%
    Burnt 38.12%
    Winey 35.4%
    Berry 30.37%
    Nutty 27.43%
    Tobacco 27.3%
    Strawberry 27.11%
    Sharp 26.41%

     

    Flavor
    Sweet 68.24%
    Fruity 39.95%
    Balsam 37.13%
    Tobacco 36.36%
    Herbal 34.99%
    Caramel 32.95%
    Almond 30.48%
    Creamy 30.32%
    Tonka 27.69%
    Balsamic 26.0%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.21 (weak acid)

    Molecular weight
    154.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    253°C

    Flash point

    • 111.05 ˚C est.

  • Synonyms

    • Methyl coumalate
    • Methyl 2-oxo-2H-pyran-5-carboxylate
    • 5-(Carbomethoxy)-2-pyrone
    • Coumalic acid methyl ester
    • Coumalic acid, methyl ester
    • Methyl 2-pyrone-5-carboxylate
    • UNII-1S7TMF0R8T
    • 1S7TMF0R8T
    • METHYL CUMALATE
    • EINECS 227-871-1
    • NSC 34627
    • NSC-34627
    • NSC 137387
    • NSC-137387
    • CUMALIC ACID METHYL ESTER
    • DTXSID00208923
    • 5-(METHOXYCARBONYL)-2-PYRONE
    • COUMALIC ACID METHYL ESTER [MI]
    • Glutaconic acid, 4-(hydroxymethylene)-, .delta.-lactone, methyl ester
    • RefChem:157825
    • DTXCID50131414
    • 2H-Pyran-5-carboxylic acid, 2-oxo-, methyl ester (8CI)
    • 2H-Pyran-5-carboxylic acid, 2-oxo-, methyl ester (8CI)(9CI)
    • Glutaconic acid, 4-(hydroxymethylene)-, delta-lactone, methyl ester
    • HHWWWZQYHPFCBY-UHFFFAOYSA-N
    • InChI=1/C7H6O4/c1-10-7(9)5-2-3-6(8)11-4-5/h2-4H,1H
    • 6018-41-3
    • methyl 6-oxopyran-3-carboxylate
    • 2H-Pyran-5-carboxylic acid, 2-oxo-, methyl ester
    • MFCD00010120
    • Methyl 2-Oxopyran-5-carboxylate
    • 2-oxo-2H-pyran-5-carboxylic acid methyl ester
    • 2H-Pyran-5-carboxylic acid, methyl ester
    • Methyl coumalate, 98%
    • TimTec1_001696
    • SCHEMBL751528
    • HMS1538N02
    • NSC34627
    • Methyl2-oxo-2H-pyran-5-carboxylate
    • NSC137387
    • SBB000117
    • methyl 6-oxo-6H-pyran-3-carboxylate
    • AKOS005068340
    • CS-W008753
    • FO57256
    • PS-5739
    • NCGC00174159-01
    • 2-Pyrone-5-carboxylic Acid Methyl Ester
    • AC-27898
    • ST023498
    • SY018974
    • 2-Oxopyran-5-carboxylic Acid Methyl Ester
    • 6-oxo-pyran-3-carboxylic acid methyl ester
    • C1734
    • NS00034306
    • EN300-60829
    • 6-Oxo-6H-pyran-3-carboxylic acid methyl ester
    • A15675
    • 018M413
    • AE-508/40248460
    • F067076
    • Q27252830
    • Z955121426
    • Methyl2-oxo-2H-pyran-5-carboxylate,Methyl2-pyrone-5-carboxylate
    • 6018-41-3

  • Applications

    Methyl coumalate (CAS 6018-41-3) is typically used as a fragrance ingredient and as an intermediate in the synthesis of aroma compounds; it can serve as a building block for fragrance creation in the perfumery industry. It may also be evaluated for use in cosmetics and personal care as a fragrance component, and could find applications in household products (such as cleaners, detergents, and air fresheners) as a fragrance additive. In industrial manufacturing, it may function as an intermediate for aroma-chemical syntheses, and it may be explored for flavor/aroma applications in food processing under appropriate regulations. Availability of uses is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 93.33
    methanol 132.29
    isopropanol 62.45
    water 7.35
    ethyl acetate 114.29
    n-propanol 50.9
    acetone 365.93
    n-butanol 39.01
    acetonitrile 179.12
    DMF 842.85
    toluene 46.13
    isobutanol 36.11
    1,4-dioxane 177.13
    methyl acetate 171.73
    THF 284.65
    2-butanone 177.78
    n-pentanol 36.99
    sec-butanol 54.87
    n-hexane 4.74
    ethylene glycol 58.43
    NMP 764.54
    cyclohexane 4.49
    DMSO 1084.85
    n-butyl acetate 68.99
    n-octanol 15.84
    chloroform 92.12
    n-propyl acetate 79.37
    acetic acid 176.88
    dichloromethane 186.1
    cyclohexanone 137.45
    propylene glycol 39.15
    isopropyl acetate 66.98
    DMAc 620.41
    2-ethoxyethanol 159.19
    isopentanol 41.88
    n-heptane 3.5
    ethyl formate 105.84
    1,2-dichloroethane 150.45
    n-hexanol 29.95
    2-methoxyethanol 231.53
    isobutyl acetate 27.99
    tetrachloromethane 18.8
    n-pentyl acetate 35.5
    transcutol 407.9
    n-heptanol 15.66
    ethylbenzene 32.59
    MIBK 72.81
    2-propoxyethanol 105.61
    tert-butanol 90.27
    MTBE 92.46
    2-butoxyethanol 55.57
    propionic acid 83.62
    o-xylene 50.96
    formic acid 194.38
    diethyl ether 88.68
    m-xylene 38.27
    p-xylene 36.95
    chlorobenzene 61.99
    dimethyl carbonate 131.86
    n-octane 1.11
    formamide 499.94
    cyclopentanone 251.24
    2-pentanone 124.84
    anisole 147.39
    cyclopentyl methyl ether 110.28
    gamma-butyrolactone 330.84
    1-methoxy-2-propanol 157.46
    pyridine 184.34
    3-pentanone 109.87
    furfural 400.84
    n-dodecane 0.89
    diethylene glycol 125.27
    diisopropyl ether 27.11
    tert-amyl alcohol 85.99
    acetylacetone 205.12
    n-hexadecane 1.05
    acetophenone 155.57
    methyl propionate 134.12
    isopentyl acetate 54.07
    trichloroethylene 274.95
    n-nonanol 14.62
    cyclohexanol 38.7
    benzyl alcohol 94.82
    2-ethylhexanol 22.04
    isooctanol 14.02
    dipropyl ether 36.25
    1,2-dichlorobenzene 72.32
    ethyl lactate 61.14
    propylene carbonate 148.54
    n-methylformamide 368.64
    2-pentanol 36.07
    n-pentane 4.47
    1-propoxy-2-propanol 74.53
    1-methoxy-2-propyl acetate 101.88
    2-(2-methoxypropoxy) propanol 101.25
    mesitylene 25.38
    ε-caprolactone 127.8
    p-cymene 21.26
    epichlorohydrin 342.05
    1,1,1-trichloroethane 73.07
    2-aminoethanol 68.32
    morpholine-4-carbaldehyde 460.73
    sulfolane 531.01
    2,2,4-trimethylpentane 4.93
    2-methyltetrahydrofuran 168.83
    n-hexyl acetate 48.72
    isooctane 2.63
    2-(2-butoxyethoxy)ethanol 106.38
    sec-butyl acetate 46.16
    tert-butyl acetate 87.82
    decalin 4.92
    glycerin 87.82
    diglyme 256.29
    acrylic acid 120.02
    isopropyl myristate 19.63
    n-butyric acid 67.42
    acetyl acetate 84.95
    di(2-ethylhexyl) phthalate 27.37
    ethyl propionate 79.49
    nitromethane 605.22
    1,2-diethoxyethane 91.13
    benzonitrile 94.68
    trioctyl phosphate 16.62
    1-bromopropane 51.79
    gamma-valerolactone 309.88
    n-decanol 10.62
    triethyl phosphate 39.46
    4-methyl-2-pentanol 23.97
    propionitrile 76.81
    vinylene carbonate 136.28
    1,1,2-trichlorotrifluoroethane 221.67
    DMS 86.59
    cumene 23.43
    2-octanol 11.12
    2-hexanone 83.93
    octyl acetate 26.64
    limonene 28.97
    1,2-dimethoxyethane 272.36
    ethyl orthosilicate 32.44
    tributyl phosphate 24.83
    diacetone alcohol 121.92
    N,N-dimethylaniline 107.78
    acrylonitrile 143.71
    aniline 86.98
    1,3-propanediol 79.65
    bromobenzene 53.5
    dibromomethane 92.4
    1,1,2,2-tetrachloroethane 166.24
    2-methyl-cyclohexyl acetate 47.53
    tetrabutyl urea 41.49
    diisobutyl methanol 16.3
    2-phenylethanol 63.25
    styrene 47.42
    dioctyl adipate 40.45
    dimethyl sulfate 285.69
    ethyl butyrate 57.88
    methyl lactate 107.43
    butyl lactate 39.03
    diethyl carbonate 47.0
    propanediol butyl ether 62.51
    triethyl orthoformate 42.03
    p-tert-butyltoluene 20.26
    methyl 4-tert-butylbenzoate 86.52
    morpholine 204.65
    tert-butylamine 48.49
    n-dodecanol 7.87
    dimethoxymethane 306.71
    ethylene carbonate 89.95
    cyrene 128.96
    2-ethoxyethyl acetate 75.82
    2-ethylhexyl acetate 43.14
    1,2,4-trichlorobenzene 87.37
    4-methylpyridine 183.51
    dibutyl ether 22.56
    2,6-dimethyl-4-heptanol 16.3
    DEF 218.43
    dimethyl isosorbide 176.2
    tetrachloroethylene 120.56
    eugenol 81.18
    triacetin 83.26
    span 80 53.79
    1,4-butanediol 41.44
    1,1-dichloroethane 90.89
    2-methyl-1-pentanol 38.71
    methyl formate 311.52
    2-methyl-1-butanol 41.42
    n-decane 1.53
    butyronitrile 59.86
    3,7-dimethyl-1-octanol 21.28
    1-chlorooctane 9.13
    1-chlorotetradecane 3.6
    n-nonane 1.45
    undecane 1.15
    tert-butylcyclohexane 4.48
    cyclooctane 2.21
    cyclopentanol 56.01
    tetrahydropyran 87.87
    tert-amyl methyl ether 86.68
    2,5,8-trioxanonane 171.64
    1-hexene 19.07
    2-isopropoxyethanol 93.09
    2,2,2-trifluoroethanol 115.37
    methyl butyrate 103.6

    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