6-Methylcoumarin

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  • Identifiers

    CAS number
    92-48-8

    Molecular formula
    C10H8O2

    SMILES
    CC1=CC2=C(C=C1)OC(=O)C=C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sweet 90.77%
    Coumarinic 68.47%
    Powdery 61.12%
    Floral 60.14%
    Coconut 51.56%
    Hay 49.17%
    Vanilla 44.27%
    Creamy 41.79%
    Almond 40.79%
    Nutty 39.57%

    Scent© AI

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    6.14 (neutral)

    Molecular weight
    160.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 167 to 169 °F (NTP, 1992)
    • 76.5 °C
    • Exists as alpha and beta forms, melting point(alpha): 90 °C, melting point (beta): 82 °C; both forms are soluble in alcohol; combustible

    Boiling point

    • 577 °F at 725 mmHg (NTP, 1992)
    • 304 °C

    Flash point est.
    124.37 ˚C

    Flash point expt.

    • 266 °F (NTP, 1992)

    Solubility expt.

    • Insoluble (NTP, 1992)
    • Very slightly sol in hot water; insol in petroleum ether; sol in oils.
    • soluble in alcohol /both alpha and beta forms/
    • Very soluble in ethanol, ether, benzene; slightly soluble in chloroform
    • Insoluble in water; soluble in oils
    • soluble (in ethanol)

  • Synonyms

    • 6-Methylcoumarin
    • 92-48-8
    • 6-Methyl-2H-chromen-2-one
    • 6-Methyl coumarin
    • Toncarine
    • 6-Methylbenzopyrone
    • 6-methylchromen-2-one
    • METHYL COUMARIN
    • Coumarin, 6-methyl-
    • 6-Methylcumarin
    • 6-Methylcoumarinic anhydride
    • 6-Methyl-1,2-benzopyrone
    • 2H-1-Benzopyran-2-one, 6-methyl-
    • Cocodescol
    • Pralina
    • Toncair
    • 6-MC
    • 6-Methyl-2H-1-benzopyran-2-one
    • NCI-C55812
    • 6-Methyl-cis-O-coumarinic lactone
    • 6-methyl-coumarin
    • 5-Methyl-2-hydroxyphenylpropenoic acid lactone
    • FEMA No. 2699
    • CCRIS 3593
    • HSDB 4360
    • CHEBI:563586
    • UNII-EHP8W0L01A
    • NSC 5870
    • EINECS 202-158-8
    • 6-Methyl-1, 2-benzopyrone
    • BRN 0004222
    • DTXSID9025588
    • AI3-02442
    • NSC-5870
    • 6-methyl-chromen-2-one
    • MFCD00006875
    • METHYLCOUMARIN, 6-
    • EHP8W0L01A
    • METHYL COUMARIN [HSDB]
    • DTXCID105588
    • 6-METHYLCOUMARIN [FCC]
    • 6-METHYLCOUMARIN [FHFI]
    • NSC5870
    • 5-17-10-00168 (Beilstein Handbook Reference)
    • CAS-92-48-8
    • 6methylcoumarin
    • 6Methylbenzopyrone
    • Coumarin, 6methyl
    • 3AV
    • 6Methyl1,2benzopyrone
    • 6Methyl2H1benzopyran2one
    • 6Methylcoumarinic anhydride
    • Epitope ID:140130
    • 2H1Benzopyran2one, 6methyl
    • 6-Methylcoumarin (Standard)
    • 6MethylcisOcoumarinic lactone
    • 6-Methylcoumarin, >=99%
    • MLS002303008
    • SCHEMBL194842
    • WLN: T66 BOVJ H1
    • CHEMBL443436
    • 6-Methyl-2H-chromen-2-one #
    • HY-N1406R
    • 6-METHYL COUMARIN [INCI]
    • HMS1668G09
    • HMS3039J14
    • HY-N1406
    • Tox21_201810
    • Tox21_303180
    • AC7838
    • s4802
    • 6-Methylcoumarin, analytical standard
    • AKOS015899609
    • CCG-266280
    • 6-Methylcoumarin, >=99%, FCC, FG
    • NCGC00091636-01
    • NCGC00091636-02
    • NCGC00091636-03
    • NCGC00257165-01
    • NCGC00259359-01
    • AC-18483
    • AS-12437
    • SMR001307316
    • SY012943
    • 5-Methyl-2-hydroxyphenylpropenoate lactone
    • 5Methyl2hydroxyphenylpropenoic acid lactone
    • DB-002615
    • CS-0016827
    • M0189
    • NS00001395
    • 6-Methylcoumarin 100 microg/mL in Acetonitrile
    • Q245490
    • F0001-2225
    • 202-158-8

  • Applications

    6-Methylcoumarin (CAS 92-48-8) is a coumarin derivative with a sweet hay-like, almond nuance that is prized as an odorant in fine fragrances, soaps, detergents, personal-care products, tobacco flavorings and food essences; its strong UV absorption and blue fluorescence make it useful as an optical brightener, fluorescent dye for security inks, OLED emitter, biological tracer and chemosensor; in medicinal chemistry the activated lactone ring serves as an intermediate for synthesizing anticoagulants, anti-inflammatory agents, antimicrobial leads and eco-friendly crop-protection molecules, and it is employed as a reference standard for coumarin quantification and extraction studies; incorporation of 6-Methylcoumarin into polymers or coatings improves photostability, imparts luminescence or sensing capability, and supports the development of smart fibers and durable UV-shielding materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 84.37
    methanol 87.4
    isopropanol 50.71
    water 0.27
    ethyl acetate 112.6
    n-propanol 55.63
    acetone 267.04
    n-butanol 49.46
    acetonitrile 119.49
    DMF 455.32
    toluene 66.5
    isobutanol 40.77
    1,4-dioxane 247.87
    methyl acetate 171.2
    THF 333.37
    2-butanone 214.23
    n-pentanol 41.97
    sec-butanol 52.8
    n-hexane 3.21
    ethylene glycol 29.38
    NMP 345.34
    cyclohexane 1.97
    DMSO 511.29
    n-butyl acetate 98.86
    n-octanol 21.47
    chloroform 113.01
    n-propyl acetate 87.91
    acetic acid 68.95
    dichloromethane 196.12
    cyclohexanone 143.86
    propylene glycol 25.77
    isopropyl acetate 60.49
    DMAc 332.75
    2-ethoxyethanol 141.2
    isopentanol 53.52
    n-heptane 2.18
    ethyl formate 76.47
    1,2-dichloroethane 190.92
    n-hexanol 47.66
    2-methoxyethanol 218.39
    isobutyl acetate 40.97
    tetrachloromethane 13.82
    n-pentyl acetate 53.5
    transcutol 736.69
    n-heptanol 22.34
    ethylbenzene 44.59
    MIBK 67.22
    2-propoxyethanol 147.08
    tert-butanol 66.87
    MTBE 79.16
    2-butoxyethanol 77.26
    propionic acid 64.07
    o-xylene 44.14
    formic acid 46.89
    diethyl ether 90.67
    m-xylene 41.53
    p-xylene 45.99
    chlorobenzene 82.93
    dimethyl carbonate 77.06
    n-octane 0.88
    formamide 138.03
    cyclopentanone 246.5
    2-pentanone 126.33
    anisole 153.8
    cyclopentyl methyl ether 102.29
    gamma-butyrolactone 274.38
    1-methoxy-2-propanol 141.53
    pyridine 193.71
    3-pentanone 95.13
    furfural 288.34
    n-dodecane 0.74
    diethylene glycol 127.97
    diisopropyl ether 21.58
    tert-amyl alcohol 70.31
    acetylacetone 162.68
    n-hexadecane 0.9
    acetophenone 126.43
    methyl propionate 116.75
    isopentyl acetate 83.02
    trichloroethylene 343.19
    n-nonanol 19.29
    cyclohexanol 32.58
    benzyl alcohol 88.37
    2-ethylhexanol 28.49
    isooctanol 18.81
    dipropyl ether 36.28
    1,2-dichlorobenzene 76.09
    ethyl lactate 43.23
    propylene carbonate 113.73
    n-methylformamide 189.1
    2-pentanol 35.42
    n-pentane 2.17
    1-propoxy-2-propanol 90.83
    1-methoxy-2-propyl acetate 110.3
    2-(2-methoxypropoxy) propanol 106.16
    mesitylene 21.65
    ε-caprolactone 144.85
    p-cymene 22.01
    epichlorohydrin 442.62
    1,1,1-trichloroethane 90.44
    2-aminoethanol 47.75
    morpholine-4-carbaldehyde 337.24
    sulfolane 324.2
    2,2,4-trimethylpentane 2.62
    2-methyltetrahydrofuran 197.96
    n-hexyl acetate 83.0
    isooctane 1.83
    2-(2-butoxyethoxy)ethanol 150.63
    sec-butyl acetate 53.81
    tert-butyl acetate 76.09
    decalin 3.87
    glycerin 47.07
    diglyme 316.47
    acrylic acid 68.63
    isopropyl myristate 23.78
    n-butyric acid 60.82
    acetyl acetate 56.91
    di(2-ethylhexyl) phthalate 30.15
    ethyl propionate 74.97
    nitromethane 291.4
    1,2-diethoxyethane 137.57
    benzonitrile 92.69
    trioctyl phosphate 18.48
    1-bromopropane 63.35
    gamma-valerolactone 335.81
    n-decanol 13.77
    triethyl phosphate 33.86
    4-methyl-2-pentanol 22.49
    propionitrile 70.13
    vinylene carbonate 102.87
    1,1,2-trichlorotrifluoroethane 162.46
    DMS 101.94
    cumene 28.03
    2-octanol 15.55
    2-hexanone 101.1
    octyl acetate 32.86
    limonene 26.35
    1,2-dimethoxyethane 260.37
    ethyl orthosilicate 30.5
    tributyl phosphate 27.52
    diacetone alcohol 110.74
    N,N-dimethylaniline 84.63
    acrylonitrile 113.31
    aniline 81.97
    1,3-propanediol 72.76
    bromobenzene 79.08
    dibromomethane 99.05
    1,1,2,2-tetrachloroethane 183.8
    2-methyl-cyclohexyl acetate 51.12
    tetrabutyl urea 40.3
    diisobutyl methanol 17.68
    2-phenylethanol 83.24
    styrene 58.22
    dioctyl adipate 41.8
    dimethyl sulfate 141.34
    ethyl butyrate 57.51
    methyl lactate 56.25
    butyl lactate 51.67
    diethyl carbonate 43.25
    propanediol butyl ether 80.88
    triethyl orthoformate 38.18
    p-tert-butyltoluene 21.21
    methyl 4-tert-butylbenzoate 75.7
    morpholine 254.99
    tert-butylamine 32.79
    n-dodecanol 9.62
    dimethoxymethane 214.06
    ethylene carbonate 73.19
    cyrene 89.11
    2-ethoxyethyl acetate 110.23
    2-ethylhexyl acetate 67.28
    1,2,4-trichlorobenzene 102.3
    4-methylpyridine 212.33
    dibutyl ether 35.09
    2,6-dimethyl-4-heptanol 17.68
    DEF 152.57
    dimethyl isosorbide 176.96
    tetrachloroethylene 111.65
    eugenol 87.64
    triacetin 82.35
    span 80 61.82
    1,4-butanediol 29.52
    1,1-dichloroethane 105.03
    2-methyl-1-pentanol 46.89
    methyl formate 153.42
    2-methyl-1-butanol 51.98
    n-decane 1.34
    butyronitrile 58.65
    3,7-dimethyl-1-octanol 27.13
    1-chlorooctane 12.34
    1-chlorotetradecane 4.13
    n-nonane 1.25
    undecane 0.97
    tert-butylcyclohexane 4.22
    cyclooctane 0.99
    cyclopentanol 44.89
    tetrahydropyran 118.57
    tert-amyl methyl ether 67.33
    2,5,8-trioxanonane 184.55
    1-hexene 20.85
    2-isopropoxyethanol 92.89
    2,2,2-trifluoroethanol 39.07
    methyl butyrate 99.05

    Scent© AI

1 4

IFRA standard 51

Recommendation
Prohibition
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0 %
Category 2
Products applied to the axillae
 0 % Category 7B
Leave-on products applied to the hair with some hand contact
 0 %
Category 3
Products applied to the face/body using fingertips
 0 % Category 8
Products with significant anogenital exposure
 0 %
Category 4
Products related to fine fragrance
 0 % Category 9
Products with body and hand exposure, primarily rinse off
 0 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0 % Category 10A
Household care products with mostly hand contact
 0 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0 %
Category 5D
Baby Creams, baby Oils and baby talc
 0 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0 %
Category 6
Products with oral and lip exposure
 0 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 0 %

Prohibition
6-Methylcoumarin should not be used as a fragrance ingredient.