2,6-Dimethyl-5-heptenal

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    106-72-9

    Molecular formula
    C9H16O

    SMILES
    CC(CCC=C(C)C)C=O

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1056.0
    • Carbowax: 1358.0

  • Odor profile

    Green 79.5%
    Floral 73.14%
    Fresh 72.15%
    Citrus 69.6%
    Aldehydic 65.65%
    Sweet 63.86%
    Melon 52.42%
    Waxy 51.25%
    Fruity 48.22%
    Ozone 46.45%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.74 (weak base)

    Molecular weight
    140.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    180°C

    Flash point est.
    69.29 ˚C

    Solubility expt.

    • soluble in ethanol; insoluble in glycerol and water
    • 1 ml in 1 ml 95% alcohol; 1 ml in 2 ml 70% alcohol (in ethanol)

  • Synonyms

    • 2,6-Dimethyl-5-heptenal
    • 2,6-Dimethylhept-5-enal
    • 106-72-9
    • Melonal
    • Bergamal
    • 5-HEPTENAL, 2,6-DIMETHYL-
    • 2,6-Dimethyl-5-hepten-1-al
    • 2,6-Dimethyl-5-heptanal
    • FEMA No. 2389
    • 2,6-Dimethylhept-5-en-1-al
    • 2,6-Dimethyl-2-hepten-7-al
    • dimethyl heptenal
    • EINECS 203-427-2
    • 2,6-Dimethyl-5-heptenal (natural)
    • NSC 78450
    • BRN 1745855
    • MELOMOR
    • Z331YX9EL9
    • DTXSID8044753
    • AI3-33278
    • (+/-)-2,6-Dimethyl-5-heptenal
    • MFCD00006981
    • NSC-78450
    • DTXCID6024753
    • 4-01-00-03508 (Beilstein Handbook Reference)
    • 2,6-DIMETHYL-5-HEPTENAL [FCC]
    • 2,6-DIMETHYL-5-HEPTENAL [FHFI]
    • 2,6-Dimethyl-5-heptenal, mixture of isomers
    • UNII-Z331YX9EL9
    • 2,6Dimethylhept5enal
    • 77787-60-1
    • 2,6Dimethyl2hepten7al
    • 2,6Dimethylhept5en1al
    • 5-Heptenal,6-dimethyl-
    • 5Heptenal, 2,6dimethyl
    • SCHEMBL29785
    • 2,6Dimethyl5heptenal (natural)
    • CHEMBL3184983
    • DIMETHYL HEPTENAL [INCI]
    • 2,6-dimethyl hept-5-en-1-al
    • 2,6-DMH
    • CHEBI:229323
    • NSC78450
    • Tox21_300941
    • LMFA06000127
    • AKOS015901999
    • NCGC00248220-01
    • NCGC00254843-01
    • AS-75502
    • BP-10922
    • CAS-106-72-9
    • SY003221
    • 2,6-Dimethyl-5-heptenal, stabilized, FCC
    • DB-003243
    • D1413
    • NS00012302
    • D89853
    • 2,6-Dimethyl-5-heptenal, technical grade, 80%
    • EN300-7645439
    • Q27294928
    • 203-427-2

  • Applications

    2,6-Dimethyl-5-heptenal (CAS 106-72-9) is a branched-chain aldehyde with a green, slightly fruity odor that is widely employed as a fragrance component in perfumery, a flavor enhancer in foods and non-alcoholic beverages, and an intermediate for synthesizing ionone derivatives, vitamin A, and carotenoids; in agriculture it serves as a precursor to semiochemical insect-control agents, while in organo- and heterogeneous-catalysis research it functions as a model substrate for studying mechanisms of selective hydrogenation, oxidation, and aldol condensation, and its reactive carbonyl group is exploited in polymer-surface modifications to upgrade adhesion and dyeability.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1262.47
    methanol 1201.53
    isopropanol 950.92
    water 0.89
    ethyl acetate 798.69
    n-propanol 978.06
    acetone 867.18
    n-butanol 1102.45
    acetonitrile 833.95
    DMF 595.55
    toluene 448.88
    isobutanol 699.74
    1,4-dioxane 1102.04
    methyl acetate 643.53
    THF 1382.9
    2-butanone 864.97
    n-pentanol 743.12
    sec-butanol 905.34
    n-hexane 361.48
    ethylene glycol 123.12
    NMP 636.23
    cyclohexane 305.01
    DMSO 607.74
    n-butyl acetate 1002.13
    n-octanol 323.49
    chloroform 2245.06
    n-propyl acetate 610.92
    acetic acid 743.43
    dichloromethane 1636.52
    cyclohexanone 1065.39
    propylene glycol 248.44
    isopropyl acetate 457.37
    DMAc 486.14
    2-ethoxyethanol 615.49
    isopentanol 931.64
    n-heptane 176.36
    ethyl formate 514.58
    1,2-dichloroethane 827.92
    n-hexanol 990.11
    2-methoxyethanol 895.44
    isobutyl acetate 364.52
    tetrachloromethane 510.46
    n-pentyl acetate 433.63
    transcutol 2216.42
    n-heptanol 348.67
    ethylbenzene 290.95
    MIBK 415.73
    2-propoxyethanol 903.91
    tert-butanol 1105.98
    MTBE 881.93
    2-butoxyethanol 515.83
    propionic acid 593.26
    o-xylene 272.41
    formic acid 223.96
    diethyl ether 876.87
    m-xylene 304.72
    p-xylene 370.85
    chlorobenzene 575.41
    dimethyl carbonate 120.61
    n-octane 48.97
    formamide 274.61
    cyclopentanone 915.34
    2-pentanone 745.66
    anisole 465.65
    cyclopentyl methyl ether 740.34
    gamma-butyrolactone 857.86
    1-methoxy-2-propanol 675.66
    pyridine 1042.33
    3-pentanone 455.45
    furfural 961.59
    n-dodecane 24.21
    diethylene glycol 433.0
    diisopropyl ether 255.27
    tert-amyl alcohol 983.03
    acetylacetone 485.76
    n-hexadecane 28.35
    acetophenone 403.7
    methyl propionate 420.39
    isopentyl acetate 814.9
    trichloroethylene 1763.06
    n-nonanol 267.54
    cyclohexanol 807.88
    benzyl alcohol 413.94
    2-ethylhexanol 645.5
    isooctanol 295.21
    dipropyl ether 638.03
    1,2-dichlorobenzene 488.35
    ethyl lactate 221.57
    propylene carbonate 603.55
    n-methylformamide 430.47
    2-pentanol 745.58
    n-pentane 246.07
    1-propoxy-2-propanol 824.53
    1-methoxy-2-propyl acetate 568.82
    2-(2-methoxypropoxy) propanol 465.4
    mesitylene 197.37
    ε-caprolactone 907.42
    p-cymene 226.44
    epichlorohydrin 1065.71
    1,1,1-trichloroethane 1105.79
    2-aminoethanol 352.92
    morpholine-4-carbaldehyde 738.37
    sulfolane 806.83
    2,2,4-trimethylpentane 101.38
    2-methyltetrahydrofuran 1363.01
    n-hexyl acetate 594.0
    isooctane 79.75
    2-(2-butoxyethoxy)ethanol 653.16
    sec-butyl acetate 418.39
    tert-butyl acetate 488.49
    decalin 126.72
    glycerin 260.95
    diglyme 1058.34
    acrylic acid 431.04
    isopropyl myristate 193.2
    n-butyric acid 1007.42
    acetyl acetate 364.41
    di(2-ethylhexyl) phthalate 204.89
    ethyl propionate 430.74
    nitromethane 806.45
    1,2-diethoxyethane 788.41
    benzonitrile 619.97
    trioctyl phosphate 136.14
    1-bromopropane 777.3
    gamma-valerolactone 1098.46
    n-decanol 187.34
    triethyl phosphate 202.06
    4-methyl-2-pentanol 407.75
    propionitrile 739.04
    vinylene carbonate 522.18
    1,1,2-trichlorotrifluoroethane 807.58
    DMS 293.85
    cumene 206.3
    2-octanol 250.29
    2-hexanone 704.89
    octyl acetate 243.07
    limonene 368.21
    1,2-dimethoxyethane 923.98
    ethyl orthosilicate 227.83
    tributyl phosphate 191.7
    diacetone alcohol 538.0
    N,N-dimethylaniline 300.13
    acrylonitrile 693.08
    aniline 601.73
    1,3-propanediol 538.26
    bromobenzene 568.29
    dibromomethane 1254.67
    1,1,2,2-tetrachloroethane 1371.14
    2-methyl-cyclohexyl acetate 428.18
    tetrabutyl urea 215.4
    diisobutyl methanol 342.24
    2-phenylethanol 456.32
    styrene 373.5
    dioctyl adipate 284.13
    dimethyl sulfate 169.43
    ethyl butyrate 617.66
    methyl lactate 193.63
    butyl lactate 335.25
    diethyl carbonate 343.59
    propanediol butyl ether 477.79
    triethyl orthoformate 394.39
    p-tert-butyltoluene 212.37
    methyl 4-tert-butylbenzoate 328.7
    morpholine 1472.14
    tert-butylamine 844.26
    n-dodecanol 137.45
    dimethoxymethane 367.66
    ethylene carbonate 438.42
    cyrene 333.08
    2-ethoxyethyl acetate 480.09
    2-ethylhexyl acetate 635.06
    1,2,4-trichlorobenzene 568.4
    4-methylpyridine 1033.71
    dibutyl ether 486.49
    2,6-dimethyl-4-heptanol 342.24
    DEF 620.59
    dimethyl isosorbide 634.31
    tetrachloroethylene 964.82
    eugenol 344.48
    triacetin 435.0
    span 80 458.24
    1,4-butanediol 223.05
    1,1-dichloroethane 1120.84
    2-methyl-1-pentanol 678.97
    methyl formate 274.94
    2-methyl-1-butanol 839.3
    n-decane 53.08
    butyronitrile 1053.87
    3,7-dimethyl-1-octanol 397.02
    1-chlorooctane 224.83
    1-chlorotetradecane 70.47
    n-nonane 59.98
    undecane 33.46
    tert-butylcyclohexane 134.1
    cyclooctane 98.86
    cyclopentanol 670.79
    tetrahydropyran 1464.88
    tert-amyl methyl ether 611.24
    2,5,8-trioxanonane 655.41
    1-hexene 902.23
    2-isopropoxyethanol 462.03
    2,2,2-trifluoroethanol 174.13
    methyl butyrate 654.92

    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
Citronella java (China) 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.09%
Citronella java (Argentina) 2 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.09%
Citronella java (S. America) 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.07%
Citronella java 3 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 0.09%
Citronella ceylon 5 8000-29-1 Cymbopogon nardus (L.) Rendle, fam. Poaceae (Gramineae) 0.11%
Ginger (Australia) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.1%
Eucalyptus citriodora (China) 1 8000-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 0.23%
Ginger (India) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.11%
Ginger (Vietnam) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.06%
Orange leaf, sweet (North Africa) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.08%
Swangi (Citrus hystrix) leaf (Thailand) 2b Citrus hystrix DC (Swangi), fam. Rutaceae 0.01%
Eucalyptus citriodora (China) 2 8000-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 0.12%
Jasmine sambac (China) headspace Jasminum sambac (L.) Aiton, fam. Oleaceae 0.53%
Lemon leaf (petitgrain) (Benin) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.1%
Eucalyptus citriodora (India) 1 8008-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 0.23%
Litsea cubeba (India) 2a stem 68555-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 1.85%
Litsea cubeba (India) 2b flower 68555-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 0.05%
Litsea cubeba (India) 2c fruit 68555-99-2 Litsea cubeba (Lour.) Pers. (L. citrata Blume), fam. Lauraceae 0.2%
Eucalyptus citriodora (Bangladesh) 8000-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 0.3%
Citronella java (India) 3 Orissa 8000-29-1 Cymbopogon winterianus Jowitt, fam. Poaceae (Gramineae) 0.13%