Methylheptenone

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  • Identifiers

    CAS number
    409-02-9

    Molecular formula
    C8H14O

    SMILES
    CC(=CCCC(=O)C)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 990.0
    • Carbowax: 1340.0

  • Odor profile

    Fruity 86.19%
    Green 81.56%
    Herbal 68.62%
    Fatty 55.84%
    Ketonic 55.15%
    Earthy 53.72%
    Cheesy 52.8%
    Fresh 47.41%
    Grassy 44.84%
    Oily 44.38%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    9.12 (weak base)

    Molecular weight
    126.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • FP: -67.1 °C
    • -67 °C

    Boiling point

    • 173 °C @ 760 MM HG
    • 72.00 to 73.00 °C. @ 18.00 mm Hg

    Flash point est.
    56.69 ˚C

    Flash point expt.

    • 135 °F (57 °C)

    Solubility expt.

    • INSOL IN WATER; SOL IN ALL PROP WITH ALCOHOL, ETHER
    • 3351 /mg/L @ 20 °C (exp)
    • Insoluble in water; soluble in oils and organic solvents
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 6-METHYL-5-HEPTEN-2-ONE
    • 6-Methylhept-5-en-2-one
    • 110-93-0
    • Sulcatone
    • Methylheptenone
    • METHYL HEPTENONE
    • 2-Methyl-2-hepten-6-one
    • 5-HEPTEN-2-ONE, 6-METHYL-
    • 6-Methyl-5-heptene-2-one
    • 2-Oxo-6-methylhept-5-ene
    • Heptenone, methyl-
    • prenylacetone
    • 2-Methyl-6-oxo-2-heptene
    • FEMA No. 2707
    • NSC 15294
    • 409-02-9
    • 6-Methyl-hepten-2-one
    • EINECS 203-816-7
    • 6-Methyl-5-hepten-2-one (natural)
    • 6-methyl-hept-5-en-2-one
    • 6-methylheptan-5-ene-2-one
    • BRN 1741705
    • DTXSID5021629
    • CHEBI:16310
    • AI3-05639
    • MFCD00008905
    • NSC-15294
    • 6-Methyl hept-5-en-2-one
    • DTXCID501629
    • 448353S93V
    • HSDB 5565
    • EC 203-816-7
    • 2-METHYL-2-HEPTENE-6-ONE
    • 4-01-00-03493 (Beilstein Handbook Reference)
    • 6-METHYL-5-HEPTANE-2-ONE
    • NSC66569
    • EINECS 206-990-2
    • 6-METHYL-5-HEPTEN-2-KETONE
    • 2-METHYL-2-HEPTENE-6-KETONE
    • METHYL-5-HEPTEN-2-ONE, 6-
    • 6-METHYL--5-HEPTEN-2-ONE [FCC]
    • 6-METHYL-5-HEPTANE-2-ONE [FHFI]
    • CAS-110-93-0
    • Isoprenylacetone
    • Heptenone, methyl
    • 2Methylhepten2on6
    • UNII-448353S93V
    • 2Methyl2hepten6one
    • 6Methyl5hepten2one
    • filbert heptenone B
    • 2Methyl6oxo2heptene
    • 2Oxo6methylhept5ene
    • 2-Methyl-6-heptenone
    • 5Hepten2one, 6methyl
    • 6Methyldelta5hepten2one
    • 6-methyl-5-hepten-2-on
    • 2-methylhept-2-en-6-one
    • 6-methylhept-5-ene-2-one
    • 2-methyl-hept-2-en-6-one
    • 5-hepten-2-one, 6-methyl
    • 6Methyl5hepten2one (natural)
    • CHEMBL46340
    • SCHEMBL157735
    • DTXSID9027152
    • FEMA 2707
    • 6-Methyl-5-hepten-2-one, 99%
    • NSC15294
    • Tox21_201381
    • Tox21_302899
    • 6-METHYL--5-HEPTEN-2-ONE
    • BBL027733
    • LMFA12000039
    • NSC-66569
    • STK801685
    • AKOS006034959
    • CS-W011151
    • FS-3837
    • HY-W010435
    • Sulcatone (6-Methylhept-5-en-2-one)
    • NCGC00249039-01
    • NCGC00256420-01
    • NCGC00258932-01
    • DB-040945
    • M0252
    • NS00009133
    • 6-Methyl-5-hepten-2-one, analytical standard
    • EN300-96127
    • C07287
    • D77716
    • 6-Methyl-5-hepten-2-one, >=98%, FCC, FG
    • 6-Methyl-5-hepten-2-one, natural, >=98%, FCC
    • Q3209146
    • 6-Methyl-5-hepten-2-one, natural, >=98.0%, FCC
    • 0VT
    • 151648-69-0
    • 203-816-7
    • 206-990-2

  • Applications

    Methylheptenone (CAS 409-02-9) is a volatile branched-chain ketone widely used in perfumery to impart fresh citrus, green and slightly fruity notes to fine fragrances, soaps, detergents, deodorizers and personal-care products; with good blending behavior, it is also dosed at trace levels as a flavor modifier in beverages, confectionery, dairy/fat applications and nature-identical flavors, and serves as a versatile intermediate for preparing odorant building blocks and terpenoid derivatives via Michael and aldol chemistry; in research, methylheptenone isomers are employed as analytical standards and model odorants to probe olfactory mechanisms, and have been evaluated as components of insect lures or repellents for monitoring traps; additionally, its solubility and volatility support use as a perfume carrier, evaporation-rate modulator, and process intermediate in large-scale aroma and flavor manufacture.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1153.8
    methanol 1062.36
    isopropanol 921.29
    water 10.25
    ethyl acetate 515.34
    n-propanol 754.36
    acetone 622.2
    n-butanol 795.07
    acetonitrile 636.37
    DMF 582.2
    toluene 226.2
    isobutanol 510.46
    1,4-dioxane 1349.67
    methyl acetate 440.55
    THF 1476.73
    2-butanone 464.29
    n-pentanol 460.47
    sec-butanol 681.77
    n-hexane 269.06
    ethylene glycol 230.54
    NMP 653.79
    cyclohexane 314.67
    DMSO 434.77
    n-butyl acetate 413.53
    n-octanol 428.29
    chloroform 1568.04
    n-propyl acetate 265.3
    acetic acid 824.08
    dichloromethane 979.78
    cyclohexanone 716.23
    propylene glycol 367.29
    isopropyl acetate 302.51
    DMAc 531.88
    2-ethoxyethanol 495.46
    isopentanol 547.26
    n-heptane 244.08
    ethyl formate 319.07
    1,2-dichloroethane 420.11
    n-hexanol 699.76
    2-methoxyethanol 875.89
    isobutyl acetate 181.16
    tetrachloromethane 302.2
    n-pentyl acetate 294.4
    transcutol 1648.47
    n-heptanol 346.14
    ethylbenzene 157.87
    MIBK 226.89
    2-propoxyethanol 775.42
    tert-butanol 926.12
    MTBE 544.8
    2-butoxyethanol 462.04
    propionic acid 556.56
    o-xylene 170.77
    formic acid 265.28
    diethyl ether 606.95
    m-xylene 166.7
    p-xylene 194.59
    chlorobenzene 249.47
    dimethyl carbonate 125.26
    n-octane 75.0
    formamide 308.51
    cyclopentanone 638.65
    2-pentanone 401.18
    anisole 295.79
    cyclopentyl methyl ether 622.46
    gamma-butyrolactone 725.12
    1-methoxy-2-propanol 641.4
    pyridine 550.67
    3-pentanone 295.23
    furfural 551.17
    n-dodecane 57.69
    diethylene glycol 503.37
    diisopropyl ether 200.85
    tert-amyl alcohol 673.12
    acetylacetone 382.39
    n-hexadecane 62.05
    acetophenone 231.37
    methyl propionate 326.27
    isopentyl acetate 335.24
    trichloroethylene 755.56
    n-nonanol 360.2
    cyclohexanol 680.13
    benzyl alcohol 232.54
    2-ethylhexanol 411.29
    isooctanol 241.88
    dipropyl ether 459.17
    1,2-dichlorobenzene 232.81
    ethyl lactate 167.2
    propylene carbonate 439.05
    n-methylformamide 345.69
    2-pentanol 511.47
    n-pentane 245.0
    1-propoxy-2-propanol 590.78
    1-methoxy-2-propyl acetate 353.8
    2-(2-methoxypropoxy) propanol 445.3
    mesitylene 110.31
    ε-caprolactone 660.15
    p-cymene 146.01
    epichlorohydrin 655.54
    1,1,1-trichloroethane 555.85
    2-aminoethanol 494.09
    morpholine-4-carbaldehyde 846.32
    sulfolane 589.36
    2,2,4-trimethylpentane 82.03
    2-methyltetrahydrofuran 1067.1
    n-hexyl acetate 518.21
    isooctane 57.83
    2-(2-butoxyethoxy)ethanol 648.13
    sec-butyl acetate 201.44
    tert-butyl acetate 312.35
    decalin 118.56
    glycerin 390.94
    diglyme 885.09
    acrylic acid 419.96
    isopropyl myristate 205.98
    n-butyric acid 732.48
    acetyl acetate 323.73
    di(2-ethylhexyl) phthalate 183.39
    ethyl propionate 257.75
    nitromethane 688.94
    1,2-diethoxyethane 529.52
    benzonitrile 300.84
    trioctyl phosphate 145.61
    1-bromopropane 408.94
    gamma-valerolactone 879.45
    n-decanol 260.02
    triethyl phosphate 156.01
    4-methyl-2-pentanol 262.91
    propionitrile 445.97
    vinylene carbonate 360.08
    1,1,2-trichlorotrifluoroethane 571.1
    DMS 271.21
    cumene 119.66
    2-octanol 252.37
    2-hexanone 292.16
    octyl acetate 277.23
    limonene 257.99
    1,2-dimethoxyethane 737.23
    ethyl orthosilicate 163.23
    tributyl phosphate 172.39
    diacetone alcohol 375.25
    N,N-dimethylaniline 215.64
    acrylonitrile 401.74
    aniline 319.33
    1,3-propanediol 612.32
    bromobenzene 238.98
    dibromomethane 707.57
    1,1,2,2-tetrachloroethane 706.62
    2-methyl-cyclohexyl acetate 276.99
    tetrabutyl urea 211.62
    diisobutyl methanol 209.06
    2-phenylethanol 299.82
    styrene 179.26
    dioctyl adipate 281.58
    dimethyl sulfate 156.8
    ethyl butyrate 313.95
    methyl lactate 219.76
    butyl lactate 249.63
    diethyl carbonate 216.23
    propanediol butyl ether 487.61
    triethyl orthoformate 249.48
    p-tert-butyltoluene 142.67
    methyl 4-tert-butylbenzoate 277.95
    morpholine 1429.73
    tert-butylamine 709.42
    n-dodecanol 199.42
    dimethoxymethane 409.26
    ethylene carbonate 338.68
    cyrene 284.04
    2-ethoxyethyl acetate 343.83
    2-ethylhexyl acetate 281.77
    1,2,4-trichlorobenzene 288.61
    4-methylpyridine 505.97
    dibutyl ether 438.83
    2,6-dimethyl-4-heptanol 209.06
    DEF 442.58
    dimethyl isosorbide 567.29
    tetrachloroethylene 491.88
    eugenol 267.8
    triacetin 402.64
    span 80 501.39
    1,4-butanediol 220.52
    1,1-dichloroethane 580.32
    2-methyl-1-pentanol 345.16
    methyl formate 229.79
    2-methyl-1-butanol 479.37
    n-decane 101.11
    butyronitrile 557.13
    3,7-dimethyl-1-octanol 331.13
    1-chlorooctane 239.22
    1-chlorotetradecane 102.57
    n-nonane 108.59
    undecane 72.3
    tert-butylcyclohexane 108.03
    cyclooctane 112.22
    cyclopentanol 647.38
    tetrahydropyran 1183.67
    tert-amyl methyl ether 407.41
    2,5,8-trioxanonane 629.72
    1-hexene 435.36
    2-isopropoxyethanol 349.39
    2,2,2-trifluoroethanol 254.3
    methyl butyrate 319.41

    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
Artemisia scoparia (India) 1 Artemisia scoparia Waldst. & Kit., fam. Asteraceae (Compositae) 0.05%
Capillipedium foetidum Capillipedium foetidum (Lisboa) Raiz & Jain, fam. Poaceae (Gramineae) 6.92%
Carrot leaf (India) 8015-88-1 Daucus carota L. var. sativa, fam. Apiaceae (Umbelliferae) 1.33%
Ginger (Australia) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 1.09%
Ginger (India) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.04%
Rose (Bulgaria) 1 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.04%
Rose (Turkey) 1 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.02%
Rose (Turkey) 2 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.02%
Skimmia laureola (India) 1 Skimmia laureola Sieb. et Zucc., fam. Rutaceae 0.34%
Lime (Mexican, West Indian, Key) (Brazil) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.04%
Verbena 2 8024-12-2 Lippia citriodora Kunth., fam. Verbenaceae 2.3%
Wormwood (Mugwort) (India) 8008-93-3 Artemisia absinthium L., fam. Asteraceae (Compositae) 1.2%
Lemon (Argentina) 1 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.36%
Populus deltoides Populus deltoides Bartr. (P. deltoides Marsh.), fam. Salicaceae 0.3%
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 2.82%
Etrog, peel Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.01%
Orange leaf, sweet (Israel) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.01%
Orange leaf, sweet (Israel) 1 Citrus sinensis (L.) Osbeck, cultivar Jaffa (Shamouti), fam. Rutaceae 0.01%
Orange leaf, sweet (Israel) 2 Citrus sinensis (L.) Osbeck, cultivar Ruby (Blood orange), fam. Rutaceae 0.01%
Citronella ceylon 1 8000-29-1 Cymbopogon nardus (L.) Rendle, fam. Poaceae (Gramineae) 0.2%
Orange, sweet (Brazil) 3 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Peralima, fam. Rutaceae 0.03%
Orange, sweet, deterpenized 8008-57-9 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.01%
Mandarin (Argentina) 1 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.57%
Lemon (Brazil) 1 84929-31-7 Citrus limon (L.) Burm. f., cultivar Sicilian, fam. Rutaceae 0.03%
Lemon (Brazil) 2 84929-31-7 Citrus limon (L.) Burm. f., cultivar Eureka, fam. Rutaceae 0.02%
Grapefruit (Argentina) 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.06%
Rose (Egypt) 1 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.2%
Rose (Turkey) 3 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.03%
Rose (Kazanlik) 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.01%
Mandarin (Argentina) 2 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.57%
Pepper, black 3 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Pelargonium citronellum Pelargonium citronellum J.J.A. v.d. Walt, fam. Geraniaceae 0.35%
Lemon (Japan) 4 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.01%
Lemongrass (China) 8007-02-1 Cymbopogon citratus (DC) Stapf (C. flexuosus), fam. Poaceae (Gramineae) 0.1%
Skimmia laureola (India) 2 Skimmia laureola Sieb. et Zucc., fam. Rutaceae 4.5%
Lemon leaf (petitgrain) (Spain) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.7%
Lemon leaf (petitgrain) (Italy) 1 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.3%
Lemon leaf (petitgrain) (Italy) 2 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.26%
Lime (Mexican, West Indian, Key) leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.02%
Rough lemon leaf (USA) 2 Citrus jambhiri Lush., fam. Rutaceae 0.1%
Jasmine rose flower headspace (China) 2 Gardenia jasminoides Ellis var. fortuniana Lindl., fam. Rubiaceae 0.11%
Lemon (India) 2 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.2%
Cymbopogon caesius leaf Cymbopogon caesius (Nees ex Hook. et Arn.) Stapf., fam. Poaceae (Graminea) 0.46%
Litsea cubeba (India) 1a leaf 68855-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 4.54%
Litsea cubeba (India) 1b stem 68855-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 1.85%
Litsea cubeba fruit 2 68855-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 0.9%
Bitter orange flower water absolute 3 8030-28-2 Citrus aurantium L., var. amara Engl., fam. Rutaceae 0.32%
Litsea cubeba fruit 3 68855-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 1.5%
Calanthe sieboldii flower headspace (Japan) Calanthe sieboldii, fam. Orchidaceae 0.05%
Calanthe izu-insularis flower headspace (Japan) Calanthe izu-insularis, fam. Orchidaceae 0.3%