6-Methyl-3,5-heptadien-2-one

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  • Identifiers

    CAS number
    1604-28-0

    Molecular formula
    C8H12O

    SMILES
    CC(=C/C=C/C(=O)C)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1105.0
    • Carbowax: 1566.67

  • Odor profile

    Sweet 77.12%
    Green 74.61%
    Spicy 68.31%
    Herbal 67.56%
    Woody 62.75%
    Fruity 59.31%
    Nutty 55.64%
    Earthy 46.99%
    Vegetable 45.54%
    Cinnamon 41.98%

    Scent© AI

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    9.05 (weak base)

    Molecular weight
    124.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    198°C

    Flash point est.
    62.09 ˚C

    Solubility expt.

    • almost insoluble in water; soluble in oils
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 6-METHYL-3,5-HEPTADIEN-2-ONE
    • 1604-28-0
    • 6-Methylhepta-3,5-dien-2-one
    • (3E)-6-methylhepta-3,5-dien-2-one
    • 16647-04-4
    • Methylheptadienone
    • 3,5-Heptadien-2-one, 6-methyl-
    • METHYL HEPTADIENONE
    • (E)-6-Methyl-3,5-heptadien-2-one
    • 2-methyl-2,4-heptadien-6-one
    • 3,5-Heptadien-2-one, 6-methyl-, (E)-
    • 6-Methyl-trans-3,5-heptadien-2-one
    • FEMA No. 3363
    • 6-Methylhepta-3,5-diene-2-one
    • P7CMP2E76C
    • (E)-6-methylhepta-3,5-dien-2-one
    • (E) 6-Methyl 3,5-heptadiene-2-one
    • 6-Methyl-3,5-heptadien-2-one [FHFI]
    • 2-Methylhepta-2,4-dien-6-one
    • 6-Methyl-3E,5-heptadien-2-one
    • 3,5-Heptadien-2-one, 6-methyl-, (3E)-
    • EINECS 216-507-7
    • AI3-25071
    • 6-Methyl-3,5-heptadiene-2-one
    • (3E)-6-Methyl-3,5-heptadien-2-one
    • 6-Methyl-3,5-heptadienone-2
    • UNII-P7CMP2E76C
    • 6-Methyl-hepta-3,5-diene-2-one
    • 6-methyl-(E)-3,5-heptadien-2-one
    • MFCD00043647
    • SCHEMBL873402
    • (E)-6-Methyl-3,5-heptadienone
    • CHEBI:195676
    • LMFA12000038
    • AKOS006228383
    • CS-W013522
    • AS-40180
    • LS-13453
    • 6-Methyl-3,5-heptadien-2-one, AldrichCPR
    • EN300-7398122
    • 865-146-7

  • Applications

    6-Methyl-3,5-heptadien-2-one (CAS 1604-28-0) is a highly reactive conjugated enone used mainly as an intermediate for flavor and fragrance synthesis, as a scent modifier in perfumery compositions, and as a compact C7 building block to extend polyene chains toward terpenoid/carotenoid-type derivatives; in organic chemistry it serves as a model substrate for Michael additions, selective hydrogenation, site-selective epoxidation, aldol/condensation sequences, and nucleophile additions to alpha,beta-unsaturated systems, and it readily forms oxime/hydrazone derivatives for analytical GC/LC derivatization; in materials and polymer R&D its enone moiety can undergo thiol-Michael coupling to install functional groups or tune surface properties, and it is often employed as a reference substrate/benchmark when probing catalyst selectivity, stereocontrol, and stability profiles.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 353.38
    methanol 323.34
    isopropanol 276.45
    water 4.69
    ethyl acetate 231.31
    n-propanol 243.72
    acetone 282.55
    n-butanol 249.54
    acetonitrile 260.07
    DMF 320.72
    toluene 102.16
    isobutanol 176.14
    1,4-dioxane 563.7
    methyl acetate 219.84
    THF 720.84
    2-butanone 202.24
    n-pentanol 166.74
    sec-butanol 227.72
    n-hexane 95.17
    ethylene glycol 93.33
    NMP 408.34
    cyclohexane 115.29
    DMSO 231.55
    n-butyl acetate 192.91
    n-octanol 187.48
    chloroform 636.94
    n-propyl acetate 131.04
    acetic acid 328.84
    dichloromethane 435.08
    cyclohexanone 324.05
    propylene glycol 158.29
    isopropyl acetate 143.74
    DMAc 319.78
    2-ethoxyethanol 195.15
    isopentanol 189.91
    n-heptane 94.28
    ethyl formate 148.48
    1,2-dichloroethane 198.6
    n-hexanol 275.8
    2-methoxyethanol 342.97
    isobutyl acetate 94.53
    tetrachloromethane 119.32
    n-pentyl acetate 128.63
    transcutol 697.46
    n-heptanol 138.64
    ethylbenzene 81.68
    MIBK 121.09
    2-propoxyethanol 341.74
    tert-butanol 348.62
    MTBE 229.63
    2-butoxyethanol 199.02
    propionic acid 241.25
    o-xylene 89.13
    formic acid 104.33
    diethyl ether 221.15
    m-xylene 85.25
    p-xylene 102.63
    chlorobenzene 129.88
    dimethyl carbonate 90.67
    n-octane 32.23
    formamide 125.05
    cyclopentanone 366.62
    2-pentanone 178.46
    anisole 170.92
    cyclopentyl methyl ether 294.65
    gamma-butyrolactone 413.92
    1-methoxy-2-propanol 277.55
    pyridine 242.07
    3-pentanone 141.86
    furfural 305.0
    n-dodecane 28.82
    diethylene glycol 239.8
    diisopropyl ether 85.47
    tert-amyl alcohol 274.54
    acetylacetone 206.39
    n-hexadecane 30.8
    acetophenone 142.68
    methyl propionate 178.81
    isopentyl acetate 168.78
    trichloroethylene 364.18
    n-nonanol 160.24
    cyclohexanol 247.21
    benzyl alcohol 122.8
    2-ethylhexanol 180.61
    isooctanol 107.23
    dipropyl ether 206.3
    1,2-dichlorobenzene 129.27
    ethyl lactate 96.19
    propylene carbonate 272.16
    n-methylformamide 160.43
    2-pentanol 176.54
    n-pentane 84.57
    1-propoxy-2-propanol 269.81
    1-methoxy-2-propyl acetate 204.44
    2-(2-methoxypropoxy) propanol 235.57
    mesitylene 61.19
    ε-caprolactone 307.14
    p-cymene 84.28
    epichlorohydrin 341.75
    1,1,1-trichloroethane 260.21
    2-aminoethanol 186.78
    morpholine-4-carbaldehyde 443.24
    sulfolane 373.82
    2,2,4-trimethylpentane 38.86
    2-methyltetrahydrofuran 477.04
    n-hexyl acetate 239.5
    isooctane 27.72
    2-(2-butoxyethoxy)ethanol 307.32
    sec-butyl acetate 102.74
    tert-butyl acetate 165.23
    decalin 56.81
    glycerin 174.5
    diglyme 425.0
    acrylic acid 200.72
    isopropyl myristate 113.32
    n-butyric acid 284.95
    acetyl acetate 171.12
    di(2-ethylhexyl) phthalate 105.97
    ethyl propionate 136.38
    nitromethane 328.74
    1,2-diethoxyethane 234.04
    benzonitrile 152.73
    trioctyl phosphate 83.63
    1-bromopropane 165.0
    gamma-valerolactone 439.56
    n-decanol 120.72
    triethyl phosphate 103.42
    4-methyl-2-pentanol 106.49
    propionitrile 179.1
    vinylene carbonate 221.47
    1,1,2-trichlorotrifluoroethane 299.94
    DMS 171.22
    cumene 67.26
    2-octanol 108.19
    2-hexanone 138.56
    octyl acetate 148.75
    limonene 139.02
    1,2-dimethoxyethane 335.12
    ethyl orthosilicate 97.75
    tributyl phosphate 98.33
    diacetone alcohol 203.41
    N,N-dimethylaniline 132.4
    acrylonitrile 185.3
    aniline 140.17
    1,3-propanediol 214.46
    bromobenzene 121.26
    dibromomethane 298.63
    1,1,2,2-tetrachloroethane 334.96
    2-methyl-cyclohexyl acetate 162.12
    tetrabutyl urea 124.96
    diisobutyl methanol 102.36
    2-phenylethanol 155.09
    styrene 92.9
    dioctyl adipate 167.08
    dimethyl sulfate 118.33
    ethyl butyrate 162.69
    methyl lactate 128.2
    butyl lactate 123.51
    diethyl carbonate 131.34
    propanediol butyl ether 225.99
    triethyl orthoformate 135.23
    p-tert-butyltoluene 85.45
    methyl 4-tert-butylbenzoate 179.64
    morpholine 573.02
    tert-butylamine 255.07
    n-dodecanol 97.1
    dimethoxymethane 222.78
    ethylene carbonate 188.76
    cyrene 179.63
    2-ethoxyethyl acetate 168.7
    2-ethylhexyl acetate 141.59
    1,2,4-trichlorobenzene 163.62
    4-methylpyridine 227.35
    dibutyl ether 188.57
    2,6-dimethyl-4-heptanol 102.36
    DEF 219.21
    dimethyl isosorbide 354.75
    tetrachloroethylene 214.75
    eugenol 162.58
    triacetin 229.38
    span 80 257.35
    1,4-butanediol 88.62
    1,1-dichloroethane 249.67
    2-methyl-1-pentanol 137.35
    methyl formate 126.64
    2-methyl-1-butanol 180.59
    n-decane 46.28
    butyronitrile 213.28
    3,7-dimethyl-1-octanol 158.5
    1-chlorooctane 113.61
    1-chlorotetradecane 54.22
    n-nonane 46.47
    undecane 35.28
    tert-butylcyclohexane 53.84
    cyclooctane 45.89
    cyclopentanol 265.82
    tetrahydropyran 470.22
    tert-amyl methyl ether 187.97
    2,5,8-trioxanonane 330.69
    1-hexene 157.89
    2-isopropoxyethanol 147.49
    2,2,2-trifluoroethanol 127.51
    methyl butyrate 163.51

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.0085 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.096 %
Category 2
Products applied to the axillae
 0.0025 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.096 %
Category 3
Products applied to the face/body using fingertips
 0.051 % Category 8
Products with significant anogenital exposure
 0.005 %
Category 4
Products related to fine fragrance
 0.047 % Category 9
Products with body and hand exposure, primarily rinse off
 0.092 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.012 % Category 10A
Household care products with mostly hand contact
 0.33 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.012 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.33 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.012 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.18 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.012 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.18 %
Category 6
Products with oral and lip exposure
 0.028 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Lemon balm (Finland) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.4%
Lemon balm (Germany) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Lavender (France) 2a 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.01%
Annual wormwood, leaf (U.S.A., Indiana) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.71%
Annual wormwood, leaf (U.S.A., Indiana) 2 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.94%
Osmanthus headspace (flowers) (China) 2 68917-05-5 Osmanthus fragrans (Thunb.) Lour., var. thunbergii Makino, fam. Oleaceae 0.5%
Artemisia anethoides (China) Artemisia anethoides Mattf., fam. Asteraceae (Compositae) 0.86%
Narcissus tazetta headspace (China) 5 8023-75-4 Narcissus tazetta L. var. Dahuabai, fam. Amaryllidaceae 0.58%
Spike lavender 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.01%
Lycaste aromatica flower headspace Lycaste aromatica Lindl., fam Orchidaceae 0.05%
Illicium griffithii fruit Illicium griffithii Hook. f. et Thoms., fam. Magnoliaceae (Illiciaceae) 0.05%
Lemon verbena (Turkey) Aloysia triphylla (L'Herit.) Britton, fam. Verbenaceae 0.06%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.2%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.4%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.04%
Patchouli (China) 3a root 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.01%
Myrtle leaf (Turkey) 2 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.05%
Catharanthus roseus leaf Catharanthus roseus (L.) G. Don, fam. Apocynaceae 0.1%
Catharanthus roseus marcs Catharanthus roseus (L.) G. Don, fam. Apocynaceae 0.6%
Leea guineensis (Cameroon) 1a wood Leea guineensis G. Don, fam. Leeaceae 0.3%
Cassie absolute 1b headspace 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.05%
Tobacco, Yaka 8037-19-2 Nicotiana tabacum L., fam. Solanaceae 0.3%